Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.

Showing metabocard for Bilirubin (HMDB0000054)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (27)transporters (2) Show 29 proteinsXML
enzymes (27)transporters (2) Show 29 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-07-12 23:05:07 UTC
HMDB IDHMDB0000054
Secondary Accession Numbers
  • HMDB00054
Metabolite Identification
Common NameBilirubin
DescriptionBilirubin is a yellow bile pigment that is a degradation product of heme. It occurs in the normal catabolic pathway that breaks down heme in vertebrates. This catabolism is a necessary process in the body's clearance of waste products that arise from the destruction of aged or abnormal red blood cells. Bilirubin has been found in all vertebrates and in certain plants including Strelitzia nicolai (PMID: 28573242 ). Bilirubin levels in humans are elevated in certain diseases such as jaundice and liver disease and it is responsible for the yellow color of bruises and the yellow discoloration in jaundice. Bilirubin breakdown products, such as stercobilin, cause the brown color of feces. A different breakdown product, urobilin, is the main component of the straw-yellow color in urine. Bilirubin consists of an open chain of four pyrroles (tetrapyrrole). It is formed by oxidative cleavage of a porphyrin in heme, which leads to biliverdin, a green tetrapyrrolic bile pigment that is also a product of heme catabolism. Biliverdin is then reduced to bilirubin via biliverdin reductase. After conjugation with glucuronic acid, bilirubin can be excreted in the urine. Bilirubin is structurally similar to the pigment phycobilin used by certain algae to capture light energy, and to the pigment phytochrome used by plants to sense light. Elevated bilirubin levels in humans are associated with Crigler-Najjar syndrome type I, which is an inborn error of metabolism. Crigler-Najjar syndrome is a rare genetic disorder characterized by an inability to properly convert and clear bilirubin from the body. Affected individuals cannot convert unconjugated bilirubin to the conjugated form because they lack a specific liver enzyme required to break down (metabolize) bilirubin. Since they cannot convert bilirubin, they develop abnormally high levels of unconjugated bilirubin in the blood (hyperbilirubinemia). Crigler-Najjar syndrome is caused by mutations in the UGT1A1 gene. The hallmark finding of Crigler-Najjar syndrome is a persistent yellowing of the skin, mucous membranes and whites of the eyes (jaundice). Elevation of both alanine aminotransferase and bilirubin levels in serum or plasma can be indicative of serious liver injury. High levels of bilirubin are indicative of jaundice, which is easily recognizable due to a yellowing of the skin and eyes. Bilirubin is also an antioxidant. Bilirubin's antioxidant activity may be particularly important in the brain, where it prevents excitotoxicity and neuronal death by scavenging superoxide during N-methyl-D-aspartic acid neurotransmission (PMID: 31353321 ).
Structure
Data?1582752109
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000054 (Bilirubin)


  Mrv1652303182019232D          

 43 46  0  0  0  0            999 V2000
   -1.8645   -1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -2.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395   -1.3329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195   -2.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -2.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1207    1.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139    0.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069    0.2597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744    1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459    2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264    0.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2469    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824    1.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    1.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -2.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.3329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -2.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -2.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -3.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666   -3.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -5.0775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666   -4.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -5.0775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139    0.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4265    0.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2469    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8744    1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306    2.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2070    0.2597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207    1.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4063    1.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -0.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495   -0.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -3.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665   -3.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809   -5.0775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665   -4.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -5.0775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 37  1  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  6  2  2  0  0  0  0
  3  2  1  0  0  0  0
  2 27  1  0  0  0  0
  4  6  1  0  0  0  0
  4  5  1  0  0  0  0
  6 39  1  0  0  0  0
 15  7  2  0  0  0  0
  7  9  1  0  0  0  0
 10  7  1  0  0  0  0
  8 37  2  0  0  0  0
  9  8  1  0  0  0  0
 12  8  1  0  0  0  0
 10 12  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 16 27  1  0  0  0  0
 18 16  1  0  0  0  0
 21 16  2  0  0  0  0
 38 17  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  2  0  0  0  0
 19 21  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  2  0  0  0  0
 25 26  1  0  0  0  0
 28 34  1  0  0  0  0
 29 28  1  0  0  0  0
 38 28  2  0  0  0  0
 31 29  2  0  0  0  0
 29 30  1  0  0  0  0
 31 35  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 39 40  1  0  0  0  0
 40 42  1  0  0  0  0
 42 41  2  0  0  0  0
 42 43  1  0  0  0  0
M  END
Download

3D MOL for HMDB0000054 (Bilirubin)

HMDB0000054
     RDKit          3D
Bilirubin
 79 82  0  0  0  0  0  0  0  0999 V2000
   -9.3811    3.3987   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3929    2.7185    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2364    1.9224    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3549    1.8953   -0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5131    2.6246   -2.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2223    1.0212   -0.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2542    0.7063   -1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1414   -0.1633   -1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    0.1075   -1.3868 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -0.9606   -1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3297   -0.9988   -1.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856   -0.8971   -0.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193    0.2944   -0.9184 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5081    0.1525   -0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648    1.0322   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7496    2.2742    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024    3.0600    0.3953 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0297    4.3927    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325    5.3928    0.9803 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4513    4.4268    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3119    5.6543    0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8817    3.1801    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2503    2.9293   -0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8749    1.8697   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564   -1.1255    0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080   -1.7266    0.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -1.8146   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2324   -3.2660    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7795   -4.0694   -1.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6336   -5.5123   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -6.0990   -1.0253 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7672   -6.2305   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8538   -1.8698   -0.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4827   -3.1529    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678   -2.9509    1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -2.4041    2.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307   -3.1799    3.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1378   -1.0539    2.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1749   -1.3932   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3245   -2.2311    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4373    0.5387    0.7706 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6784    1.0880    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1755    0.8429    2.3559 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2168    3.9181   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0050    3.9725   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9904    2.2043    1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7853    3.6976   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081    2.7100   -2.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1889    2.1286   -2.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2984    1.1357   -2.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803    0.9918   -1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4130   -2.0492   -2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749   -0.3520   -2.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9866    1.1764   -1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234    0.5512   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6390    2.6994    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9713    5.7768   -0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185    5.5520    1.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6961    6.5552    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9528    3.8260   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5386    0.8984   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9774    1.9581   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4339   -0.9406    1.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3785   -2.1856    1.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2606   -2.5002    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -3.5187    0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904   -3.6440    0.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -3.7796   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904   -3.8731   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -5.7236   -0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3866   -3.8229    0.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7897   -3.7388   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854   -2.2523    1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6842   -3.9369    1.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -0.3022    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2066   -3.3006   -0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004   -2.3223    1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2203   -1.8801   -0.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8154   -0.0528    1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  3
 14 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 10 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  1  0
 39 40  1  0
  6 41  1  0
 41 42  1  0
 42 43  2  0
 42  3  1  0
 39  8  2  0
 27 12  2  0
 22 16  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  5 47  1  0
  5 48  1  0
  5 49  1  0
  7 50  1  0
  9 51  1  0
 11 52  1  0
 11 53  1  0
 13 54  1  0
 15 55  1  0
 17 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 28 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 32 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
 38 75  1  0
 40 76  1  0
 40 77  1  0
 40 78  1  0
 41 79  1  0
M  END
Download

3D SDF for HMDB0000054 (Bilirubin)


  Mrv1652303182019232D          

 43 46  0  0  0  0            999 V2000
   -1.8645   -1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -2.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395   -1.3329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195   -2.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -2.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1207    1.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139    0.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069    0.2597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744    1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459    2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264    0.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2469    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824    1.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    1.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -2.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.3329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -2.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -2.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -3.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666   -3.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -5.0775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666   -4.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -5.0775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139    0.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4265    0.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2469    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8744    1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306    2.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2070    0.2597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207    1.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4063    1.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -0.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495   -0.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -3.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665   -3.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809   -5.0775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665   -4.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -5.0775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 37  1  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  6  2  2  0  0  0  0
  3  2  1  0  0  0  0
  2 27  1  0  0  0  0
  4  6  1  0  0  0  0
  4  5  1  0  0  0  0
  6 39  1  0  0  0  0
 15  7  2  0  0  0  0
  7  9  1  0  0  0  0
 10  7  1  0  0  0  0
  8 37  2  0  0  0  0
  9  8  1  0  0  0  0
 12  8  1  0  0  0  0
 10 12  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 16 27  1  0  0  0  0
 18 16  1  0  0  0  0
 21 16  2  0  0  0  0
 38 17  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  2  0  0  0  0
 19 21  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  2  0  0  0  0
 25 26  1  0  0  0  0
 28 34  1  0  0  0  0
 29 28  1  0  0  0  0
 38 28  2  0  0  0  0
 31 29  2  0  0  0  0
 29 30  1  0  0  0  0
 31 35  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 39 40  1  0  0  0  0
 40 42  1  0  0  0  0
 42 41  2  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000054

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N1

> <INCHI_IDENTIFIER>
InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-

> <INCHI_KEY>
BPYKTIZUTYGOLE-IFADSCNNSA-N

> <FORMULA>
C33H36N4O6

> <MOLECULAR_WEIGHT>
584.6621

> <EXACT_MASS>
584.263484904

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
66.1582703894841

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.119106452999999

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.630728870728111

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.027490824017337

> <JCHEM_PKA_STRONGEST_BASIC>
-2.754561928374644

> <JCHEM_POLAR_SURFACE_AREA>
164.37999999999997

> <JCHEM_REFRACTIVITY>
168.89600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bilirubin

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000054 (Bilirubin)

HMDB0000054
     RDKit          3D
Bilirubin
 79 82  0  0  0  0  0  0  0  0999 V2000
   -9.3811    3.3987   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3929    2.7185    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2364    1.9224    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3549    1.8953   -0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5131    2.6246   -2.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2223    1.0212   -0.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2542    0.7063   -1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1414   -0.1633   -1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    0.1075   -1.3868 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -0.9606   -1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3297   -0.9988   -1.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856   -0.8971   -0.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193    0.2944   -0.9184 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5081    0.1525   -0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648    1.0322   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7496    2.2742    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024    3.0600    0.3953 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0297    4.3927    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325    5.3928    0.9803 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4513    4.4268    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3119    5.6543    0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8817    3.1801    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2503    2.9293   -0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8749    1.8697   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564   -1.1255    0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080   -1.7266    0.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -1.8146   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2324   -3.2660    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7795   -4.0694   -1.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6336   -5.5123   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -6.0990   -1.0253 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7672   -6.2305   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8538   -1.8698   -0.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4827   -3.1529    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678   -2.9509    1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -2.4041    2.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307   -3.1799    3.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1378   -1.0539    2.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1749   -1.3932   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3245   -2.2311    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4373    0.5387    0.7706 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6784    1.0880    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1755    0.8429    2.3559 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2168    3.9181   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0050    3.9725   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9904    2.2043    1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7853    3.6976   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081    2.7100   -2.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1889    2.1286   -2.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2984    1.1357   -2.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803    0.9918   -1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4130   -2.0492   -2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749   -0.3520   -2.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9866    1.1764   -1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234    0.5512   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6390    2.6994    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9713    5.7768   -0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185    5.5520    1.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6961    6.5552    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9528    3.8260   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5386    0.8984   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9774    1.9581   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4339   -0.9406    1.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3785   -2.1856    1.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2606   -2.5002    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -3.5187    0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904   -3.6440    0.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -3.7796   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904   -3.8731   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -5.7236   -0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3866   -3.8229    0.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7897   -3.7388   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854   -2.2523    1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6842   -3.9369    1.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -0.3022    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2066   -3.3006   -0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004   -2.3223    1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2203   -1.8801   -0.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8154   -0.0528    1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  3
 14 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 10 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  1  0
 39 40  1  0
  6 41  1  0
 41 42  1  0
 42 43  2  0
 42  3  1  0
 39  8  2  0
 27 12  2  0
 22 16  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  5 47  1  0
  5 48  1  0
  5 49  1  0
  7 50  1  0
  9 51  1  0
 11 52  1  0
 11 53  1  0
 13 54  1  0
 15 55  1  0
 17 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 28 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 32 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
 38 75  1  0
 40 76  1  0
 40 77  1  0
 40 78  1  0
 41 79  1  0
M  END
Download

PDB for HMDB0000054 (Bilirubin)

HEADER    PROTEIN                                 18-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAR-20         0                                  
HETATM    1  C   UNK     0      -3.480  -2.488   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.465  -3.953   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -1.940  -2.488   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -3.956  -3.953   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.421  -4.429   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.710  -4.858   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.092   2.016   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.759   0.165   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -2.253   0.485   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -3.499   2.642   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.819   4.149   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.529   1.498   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.061   1.659   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.687   3.066   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.758   2.786   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.465  -3.953   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.481  -2.488   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.941  -2.488   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.956  -3.953   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.421  -4.429   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.711  -4.858   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.711  -6.398   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.044  -7.168   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.711  -9.478   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.044  -8.708   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.378  -9.478   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.000  -4.429   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.759   0.165   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.529   1.498   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.061   1.659   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.499   2.642   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.819   4.149   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.284   4.625   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       2.253   0.485   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       2.092   2.016   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.758   2.786   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -4.386  -1.242   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.386  -1.242   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.710  -6.398   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.044  -7.168   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -5.378  -9.478   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -4.044  -8.708   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -2.710  -9.478   0.000  0.00  0.00           O+0
CONECT    1   37    3    4                                                  
CONECT    2    6    3   27                                                  
CONECT    3    1    2                                                       
CONECT    4    1    6    5                                                  
CONECT    5    4                                                            
CONECT    6    2    4   39                                                  
CONECT    7   15    9   10                                                  
CONECT    8   37    9   12                                                  
CONECT    9    7    8                                                       
CONECT   10    7   12   11                                                  
CONECT   11   10                                                            
CONECT   12    8   10   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    7                                                            
CONECT   16   27   18   21                                                  
CONECT   17   38   18   19                                                  
CONECT   18   16   17                                                       
CONECT   19   17   21   20                                                  
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   25                                                       
CONECT   24   25                                                            
CONECT   25   23   24   26                                                  
CONECT   26   25                                                            
CONECT   27    2   16                                                       
CONECT   28   34   29   38                                                  
CONECT   29   28   31   30                                                  
CONECT   30   29                                                            
CONECT   31   29   35   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   28   35                                                       
CONECT   35   31   34   36                                                  
CONECT   36   35                                                            
CONECT   37    1    8                                                       
CONECT   38   17   28                                                       
CONECT   39    6   40                                                       
CONECT   40   39   42                                                       
CONECT   41   42                                                            
CONECT   42   40   41   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END
Download

3D PDB for HMDB0000054 (Bilirubin)

COMPND    HMDB0000054
HETATM    1  C1  UNL     1      -9.381   3.399  -0.124  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.393   2.718   0.011  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.236   1.922   0.168  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.355   1.895  -0.888  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.513   2.625  -2.170  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.222   1.021  -0.534  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.254   0.706  -1.350  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.141  -0.163  -1.018  1.00  0.00           C  
HETATM    9  N1  UNL     1      -1.859   0.108  -1.387  1.00  0.00           N  
HETATM   10  C9  UNL     1      -1.035  -0.961  -1.050  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.330  -0.999  -1.512  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.586  -0.897  -0.843  1.00  0.00           C  
HETATM   13  N2  UNL     1       2.319   0.294  -0.918  1.00  0.00           N  
HETATM   14  C12 UNL     1       3.508   0.153  -0.342  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.665   1.032  -0.299  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.750   2.274   0.005  1.00  0.00           C  
HETATM   17  N3  UNL     1       3.602   3.060   0.395  1.00  0.00           N  
HETATM   18  C15 UNL     1       4.030   4.393   0.625  1.00  0.00           C  
HETATM   19  O1  UNL     1       3.333   5.393   0.980  1.00  0.00           O  
HETATM   20  C16 UNL     1       5.451   4.427   0.377  1.00  0.00           C  
HETATM   21  C17 UNL     1       6.312   5.654   0.511  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.882   3.180   0.011  1.00  0.00           C  
HETATM   23  C19 UNL     1       7.250   2.929  -0.321  1.00  0.00           C  
HETATM   24  C20 UNL     1       7.875   1.870  -0.668  1.00  0.00           C  
HETATM   25  C21 UNL     1       3.556  -1.126   0.124  1.00  0.00           C  
HETATM   26  C22 UNL     1       4.708  -1.727   0.862  1.00  0.00           C  
HETATM   27  C23 UNL     1       2.372  -1.815  -0.175  1.00  0.00           C  
HETATM   28  C24 UNL     1       2.232  -3.266   0.084  1.00  0.00           C  
HETATM   29  C25 UNL     1       2.780  -4.069  -1.095  1.00  0.00           C  
HETATM   30  C26 UNL     1       2.634  -5.512  -0.862  1.00  0.00           C  
HETATM   31  O2  UNL     1       1.576  -6.099  -1.025  1.00  0.00           O  
HETATM   32  O3  UNL     1       3.767  -6.230  -0.437  1.00  0.00           O  
HETATM   33  C27 UNL     1      -1.854  -1.870  -0.455  1.00  0.00           C  
HETATM   34  C28 UNL     1      -1.483  -3.153   0.153  1.00  0.00           C  
HETATM   35  C29 UNL     1      -0.968  -2.951   1.554  1.00  0.00           C  
HETATM   36  C30 UNL     1      -2.008  -2.404   2.452  1.00  0.00           C  
HETATM   37  O4  UNL     1      -2.831  -3.180   3.052  1.00  0.00           O  
HETATM   38  O5  UNL     1      -2.138  -1.054   2.673  1.00  0.00           O  
HETATM   39  C31 UNL     1      -3.175  -1.393  -0.433  1.00  0.00           C  
HETATM   40  C32 UNL     1      -4.325  -2.231   0.002  1.00  0.00           C  
HETATM   41  N4  UNL     1      -5.437   0.539   0.771  1.00  0.00           N  
HETATM   42  C33 UNL     1      -6.678   1.088   1.202  1.00  0.00           C  
HETATM   43  O6  UNL     1      -7.175   0.843   2.356  1.00  0.00           O  
HETATM   44  H1  UNL     1     -10.217   3.918  -0.149  1.00  0.00           H  
HETATM   45  H2  UNL     1      -9.005   3.972  -1.301  1.00  0.00           H  
HETATM   46  H3  UNL     1      -8.990   2.204   1.175  1.00  0.00           H  
HETATM   47  H4  UNL     1      -6.785   3.698  -1.968  1.00  0.00           H  
HETATM   48  H5  UNL     1      -5.508   2.710  -2.690  1.00  0.00           H  
HETATM   49  H6  UNL     1      -7.189   2.129  -2.887  1.00  0.00           H  
HETATM   50  H7  UNL     1      -4.298   1.136  -2.383  1.00  0.00           H  
HETATM   51  H8  UNL     1      -1.580   0.992  -1.841  1.00  0.00           H  
HETATM   52  H9  UNL     1       0.413  -2.049  -2.135  1.00  0.00           H  
HETATM   53  H10 UNL     1       0.375  -0.352  -2.510  1.00  0.00           H  
HETATM   54  H11 UNL     1       1.987   1.176  -1.350  1.00  0.00           H  
HETATM   55  H12 UNL     1       5.623   0.551  -0.586  1.00  0.00           H  
HETATM   56  H13 UNL     1       2.639   2.699   0.495  1.00  0.00           H  
HETATM   57  H14 UNL     1       6.971   5.777  -0.364  1.00  0.00           H  
HETATM   58  H15 UNL     1       6.918   5.552   1.445  1.00  0.00           H  
HETATM   59  H16 UNL     1       5.696   6.555   0.631  1.00  0.00           H  
HETATM   60  H17 UNL     1       7.953   3.826  -0.283  1.00  0.00           H  
HETATM   61  H18 UNL     1       7.539   0.898  -0.801  1.00  0.00           H  
HETATM   62  H19 UNL     1       8.977   1.958  -0.888  1.00  0.00           H  
HETATM   63  H20 UNL     1       5.434  -0.941   1.116  1.00  0.00           H  
HETATM   64  H21 UNL     1       4.378  -2.186   1.847  1.00  0.00           H  
HETATM   65  H22 UNL     1       5.261  -2.500   0.276  1.00  0.00           H  
HETATM   66  H23 UNL     1       2.944  -3.519   0.943  1.00  0.00           H  
HETATM   67  H24 UNL     1       1.290  -3.644   0.386  1.00  0.00           H  
HETATM   68  H25 UNL     1       2.277  -3.780  -2.008  1.00  0.00           H  
HETATM   69  H26 UNL     1       3.890  -3.873  -1.152  1.00  0.00           H  
HETATM   70  H27 UNL     1       4.661  -5.724  -0.302  1.00  0.00           H  
HETATM   71  H28 UNL     1      -2.387  -3.823   0.279  1.00  0.00           H  
HETATM   72  H29 UNL     1      -0.790  -3.739  -0.468  1.00  0.00           H  
HETATM   73  H30 UNL     1      -0.085  -2.252   1.604  1.00  0.00           H  
HETATM   74  H31 UNL     1      -0.684  -3.937   1.968  1.00  0.00           H  
HETATM   75  H32 UNL     1      -2.020  -0.302   2.034  1.00  0.00           H  
HETATM   76  H33 UNL     1      -4.207  -3.301  -0.396  1.00  0.00           H  
HETATM   77  H34 UNL     1      -4.500  -2.322   1.060  1.00  0.00           H  
HETATM   78  H35 UNL     1      -5.220  -1.880  -0.589  1.00  0.00           H  
HETATM   79  H36 UNL     1      -4.815  -0.053   1.351  1.00  0.00           H  
CONECT    1    2    2   44   45
CONECT    2    3   46
CONECT    3    4    4   42
CONECT    4    5    6
CONECT    5   47   48   49
CONECT    6    7    7   41
CONECT    7    8   50
CONECT    8    9   39   39
CONECT    9   10   51
CONECT   10   11   33   33
CONECT   11   12   52   53
CONECT   12   13   27   27
CONECT   13   14   54
CONECT   14   15   25   25
CONECT   15   16   16   55
CONECT   16   17   22
CONECT   17   18   56
CONECT   18   19   19   20
CONECT   20   21   22   22
CONECT   21   57   58   59
CONECT   22   23
CONECT   23   24   24   60
CONECT   24   61   62
CONECT   25   26   27
CONECT   26   63   64   65
CONECT   27   28
CONECT   28   29   66   67
CONECT   29   30   68   69
CONECT   30   31   31   32
CONECT   32   70
CONECT   33   34   39
CONECT   34   35   71   72
CONECT   35   36   73   74
CONECT   36   37   37   38
CONECT   38   75
CONECT   39   40
CONECT   40   76   77   78
CONECT   41   42   79
CONECT   42   43   43
END
Download

SMILES for HMDB0000054 (Bilirubin)

CC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N1
Download

INCHI for HMDB0000054 (Bilirubin)

InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
1,10,19,22,23,24-Hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acidChEBI
2,17-Diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acidChEBI
2,7,13,17-Tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acidChEBI
8,12-Bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dioneChEBI
Bilirubin(Z,Z)ChEBI
Bilirubin-ixalphaChEBI
1,10,19,22,23,24-Hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionateGenerator
2,17-Diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoateGenerator
2,7,13,17-Tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoateGenerator
Bilirubin ixalphaHMDB
(4Z,15Z)-Bilirubin ixaHMDB
(Z,Z)-Bilirubin ixaHMDB
1,10,19,22,23,24-Hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-biline-8,12-dipropionateHMDB
1,10,19,22,23,24-Hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-biline-8,12-dipropionic acidHMDB
3-(2-((3-(2-Carboxyethyl)-4-methyl-5-((3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-2-yl)methyl)-4-methyl-5-((4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-3-yl)propanoateHMDB
3-(2-((3-(2-Carboxyethyl)-4-methyl-5-((3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-2-yl)methyl)-4-methyl-5-((4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-3-yl)propanoic acidHMDB
3-(2-((3-(2-Carboxyethyl)-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-1H-pyrrol-2-yl)methyl)-4-methyl-5-[(Z)-(4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylideneHMDB
3-[2-[[3-(2-Carboxyethyl)-5-[(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoateHMDB
3-[2-[[3-(2-Carboxyethyl)-5-[(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acidHMDB
3-[2-[[3-(2-Carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoateHMDB
3-[2-[[3-(2-Carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acidHMDB
Bilirubin IX-alphaHMDB
CholerythrinHMDB
HematoidinHMDB
Bilirubin IX alphaHMDB
Chemical FormulaC33H36N4O6
Average Molecular Weight584.6621
Monoisotopic Molecular Weight584.263484904
IUPAC Name3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
Traditional Namebilirubin
CAS Registry Number635-65-4
SMILES
CC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N1
InChI Identifier
InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-
InChI KeyBPYKTIZUTYGOLE-IFADSCNNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrapyrroles and derivatives
Sub ClassBilirubins
Direct ParentBilirubins
Alternative Parents
Substituents
  • Bilirubin skeleton
  • Dicarboxylic acid or derivatives
  • Substituted pyrrole
  • Pyrrole
  • Pyrroline
  • Heteroaromatic compound
  • Secondary carboxylic acid amide
  • Lactam
  • Carboxamide group
  • Azacycle
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndirect biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.009 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg247.18230932474
[M-H]-Not Available247.182http://allccs.zhulab.cn/database/detail?ID=AllCCS00000314
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0096 g/LALOGPS
logP3.22ALOGPS
logP3.12ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)4.03ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area164.38 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity168.9 m³·mol⁻¹ChemAxon
Polarizability66.16 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+242.83632859911
AllCCS[M-H]-241.45332859911
DeepCCS[M+H]+237.89130932474
DeepCCS[M-H]-235.93430932474
DeepCCS[M-2H]-269.17430932474
DeepCCS[M+Na]+243.63130932474
AllCCS[M+H]+242.832859911
AllCCS[M+H-H2O]+241.232859911
AllCCS[M+NH4]+244.332859911
AllCCS[M+Na]+244.732859911
AllCCS[M-H]-241.532859911
AllCCS[M+Na-2H]-244.332859911
AllCCS[M+HCOO]-247.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
BilirubinCC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N17378.6Standard polar33892256
BilirubinCC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N13961.0Standard non polar33892256
BilirubinCC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N15932.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Bilirubin,1TMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)NC1=O5322.8Semi standard non polar33892256
Bilirubin,1TMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)NC1=O5322.9Semi standard non polar33892256
Bilirubin,1TMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)NC1=O5164.1Semi standard non polar33892256
Bilirubin,1TMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)NC1=O5376.4Semi standard non polar33892256
Bilirubin,1TMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O5156.0Semi standard non polar33892256
Bilirubin,1TMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)NC1=O5380.0Semi standard non polar33892256
Bilirubin,2TMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)NC1=O5144.1Semi standard non polar33892256
Bilirubin,2TMS,isomer #10C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O5090.5Semi standard non polar33892256
Bilirubin,2TMS,isomer #11C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O5101.7Semi standard non polar33892256
Bilirubin,2TMS,isomer #12C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4880.4Semi standard non polar33892256
Bilirubin,2TMS,isomer #13C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O5299.0Semi standard non polar33892256
Bilirubin,2TMS,isomer #14C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O5087.7Semi standard non polar33892256
Bilirubin,2TMS,isomer #15C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O5077.8Semi standard non polar33892256
Bilirubin,2TMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)NC1=O5201.1Semi standard non polar33892256
Bilirubin,2TMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)NC1=O5204.3Semi standard non polar33892256
Bilirubin,2TMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)NC1=O5018.1Semi standard non polar33892256
Bilirubin,2TMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O5010.2Semi standard non polar33892256
Bilirubin,2TMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)NC1=O5200.0Semi standard non polar33892256
Bilirubin,2TMS,isomer #7C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)NC1=O5203.8Semi standard non polar33892256
Bilirubin,2TMS,isomer #8C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)NC1=O5017.7Semi standard non polar33892256
Bilirubin,2TMS,isomer #9C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O5010.4Semi standard non polar33892256
Bilirubin,3TMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)NC1=O5049.5Semi standard non polar33892256
Bilirubin,3TMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)NC1=O4650.2Standard non polar33892256
Bilirubin,3TMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)NC1=O7011.2Standard polar33892256
Bilirubin,3TMS,isomer #10C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4754.1Semi standard non polar33892256
Bilirubin,3TMS,isomer #10C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4148.0Standard non polar33892256
Bilirubin,3TMS,isomer #10C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O6293.9Standard polar33892256
Bilirubin,3TMS,isomer #11C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O5142.7Semi standard non polar33892256
Bilirubin,3TMS,isomer #11C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4758.6Standard non polar33892256
Bilirubin,3TMS,isomer #11C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O7056.3Standard polar33892256
Bilirubin,3TMS,isomer #12C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O4956.6Semi standard non polar33892256
Bilirubin,3TMS,isomer #12C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O4450.3Standard non polar33892256
Bilirubin,3TMS,isomer #12C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O6697.8Standard polar33892256
Bilirubin,3TMS,isomer #13C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4954.1Semi standard non polar33892256
Bilirubin,3TMS,isomer #13C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4449.7Standard non polar33892256
Bilirubin,3TMS,isomer #13C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6704.1Standard polar33892256
Bilirubin,3TMS,isomer #14C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O4967.8Semi standard non polar33892256
Bilirubin,3TMS,isomer #14C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O4459.5Standard non polar33892256
Bilirubin,3TMS,isomer #14C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O6711.8Standard polar33892256
Bilirubin,3TMS,isomer #15C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4941.6Semi standard non polar33892256
Bilirubin,3TMS,isomer #15C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4443.3Standard non polar33892256
Bilirubin,3TMS,isomer #15C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O6709.4Standard polar33892256
Bilirubin,3TMS,isomer #16C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4754.2Semi standard non polar33892256
Bilirubin,3TMS,isomer #16C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4147.5Standard non polar33892256
Bilirubin,3TMS,isomer #16C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O6293.9Standard polar33892256
Bilirubin,3TMS,isomer #17C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O5070.9Semi standard non polar33892256
Bilirubin,3TMS,isomer #17C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4554.6Standard non polar33892256
Bilirubin,3TMS,isomer #17C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O6777.6Standard polar33892256
Bilirubin,3TMS,isomer #18C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4858.8Semi standard non polar33892256
Bilirubin,3TMS,isomer #18C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4226.2Standard non polar33892256
Bilirubin,3TMS,isomer #18C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6360.8Standard polar33892256
Bilirubin,3TMS,isomer #19C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4855.6Semi standard non polar33892256
Bilirubin,3TMS,isomer #19C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4223.1Standard non polar33892256
Bilirubin,3TMS,isomer #19C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O6362.1Standard polar33892256
Bilirubin,3TMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)NC1=O5050.0Semi standard non polar33892256
Bilirubin,3TMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)NC1=O4652.7Standard non polar33892256
Bilirubin,3TMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)NC1=O7013.1Standard polar33892256
Bilirubin,3TMS,isomer #20C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O5067.6Semi standard non polar33892256
Bilirubin,3TMS,isomer #20C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4548.0Standard non polar33892256
Bilirubin,3TMS,isomer #20C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6773.8Standard polar33892256
Bilirubin,3TMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)NC1=O4880.1Semi standard non polar33892256
Bilirubin,3TMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)NC1=O4366.0Standard non polar33892256
Bilirubin,3TMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)NC1=O6657.5Standard polar33892256
Bilirubin,3TMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4872.4Semi standard non polar33892256
Bilirubin,3TMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4357.8Standard non polar33892256
Bilirubin,3TMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O6666.1Standard polar33892256
Bilirubin,3TMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O5143.0Semi standard non polar33892256
Bilirubin,3TMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4758.8Standard non polar33892256
Bilirubin,3TMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O7056.4Standard polar33892256
Bilirubin,3TMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O4956.8Semi standard non polar33892256
Bilirubin,3TMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O4450.5Standard non polar33892256
Bilirubin,3TMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O6705.8Standard polar33892256
Bilirubin,3TMS,isomer #7C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4952.3Semi standard non polar33892256
Bilirubin,3TMS,isomer #7C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4450.8Standard non polar33892256
Bilirubin,3TMS,isomer #7C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6712.0Standard polar33892256
Bilirubin,3TMS,isomer #8C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O4968.9Semi standard non polar33892256
Bilirubin,3TMS,isomer #8C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O4459.4Standard non polar33892256
Bilirubin,3TMS,isomer #8C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O6703.9Standard polar33892256
Bilirubin,3TMS,isomer #9C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4942.3Semi standard non polar33892256
Bilirubin,3TMS,isomer #9C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4443.5Standard non polar33892256
Bilirubin,3TMS,isomer #9C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O6701.5Standard polar33892256
Bilirubin,4TMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4983.7Semi standard non polar33892256
Bilirubin,4TMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4738.8Standard non polar33892256
Bilirubin,4TMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O6778.6Standard polar33892256
Bilirubin,4TMS,isomer #10C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4735.8Semi standard non polar33892256
Bilirubin,4TMS,isomer #10C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4237.9Standard non polar33892256
Bilirubin,4TMS,isomer #10C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O6041.7Standard polar33892256
Bilirubin,4TMS,isomer #11C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4942.9Semi standard non polar33892256
Bilirubin,4TMS,isomer #11C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4540.7Standard non polar33892256
Bilirubin,4TMS,isomer #11C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O6457.0Standard polar33892256
Bilirubin,4TMS,isomer #12C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4935.5Semi standard non polar33892256
Bilirubin,4TMS,isomer #12C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4532.3Standard non polar33892256
Bilirubin,4TMS,isomer #12C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6460.5Standard polar33892256
Bilirubin,4TMS,isomer #13C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4736.7Semi standard non polar33892256
Bilirubin,4TMS,isomer #13C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4240.6Standard non polar33892256
Bilirubin,4TMS,isomer #13C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6042.1Standard polar33892256
Bilirubin,4TMS,isomer #14C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4735.4Semi standard non polar33892256
Bilirubin,4TMS,isomer #14C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4237.1Standard non polar33892256
Bilirubin,4TMS,isomer #14C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O6048.0Standard polar33892256
Bilirubin,4TMS,isomer #15C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4887.2Semi standard non polar33892256
Bilirubin,4TMS,isomer #15C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4311.5Standard non polar33892256
Bilirubin,4TMS,isomer #15C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6122.5Standard polar33892256
Bilirubin,4TMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O4841.6Semi standard non polar33892256
Bilirubin,4TMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O4439.7Standard non polar33892256
Bilirubin,4TMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)NC1=O6404.0Standard polar33892256
Bilirubin,4TMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4842.8Semi standard non polar33892256
Bilirubin,4TMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4439.2Standard non polar33892256
Bilirubin,4TMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6416.6Standard polar33892256
Bilirubin,4TMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O4851.5Semi standard non polar33892256
Bilirubin,4TMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O4447.6Standard non polar33892256
Bilirubin,4TMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)[NH]2)NC1=O6407.8Standard polar33892256
Bilirubin,4TMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4835.9Semi standard non polar33892256
Bilirubin,4TMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O4432.5Standard non polar33892256
Bilirubin,4TMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)[NH]2)N([Si](C)(C)C)C1=O6413.7Standard polar33892256
Bilirubin,4TMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4659.8Semi standard non polar33892256
Bilirubin,4TMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O4175.7Standard non polar33892256
Bilirubin,4TMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C)C1=O5986.5Standard polar33892256
Bilirubin,4TMS,isomer #7C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4943.2Semi standard non polar33892256
Bilirubin,4TMS,isomer #7C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O4541.0Standard non polar33892256
Bilirubin,4TMS,isomer #7C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)N2[Si](C)(C)C)NC1=O6457.1Standard polar33892256
Bilirubin,4TMS,isomer #8C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4935.2Semi standard non polar33892256
Bilirubin,4TMS,isomer #8C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4532.9Standard non polar33892256
Bilirubin,4TMS,isomer #8C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6460.5Standard polar33892256
Bilirubin,4TMS,isomer #9C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4736.2Semi standard non polar33892256
Bilirubin,4TMS,isomer #9C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O4240.9Standard non polar33892256
Bilirubin,4TMS,isomer #9C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C)[NH]3)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O6048.3Standard polar33892256
Bilirubin,1TBDMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)NC1=O5517.6Semi standard non polar33892256
Bilirubin,1TBDMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)NC1=O5517.4Semi standard non polar33892256
Bilirubin,1TBDMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)[NH]2)NC1=O5397.6Semi standard non polar33892256
Bilirubin,1TBDMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C(C)(C)C)NC1=O5504.5Semi standard non polar33892256
Bilirubin,1TBDMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C(C)(C)C)C1=O5396.1Semi standard non polar33892256
Bilirubin,1TBDMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C(C)(C)C)[NH]2)NC1=O5507.7Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #1C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)NC1=O5501.1Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #10C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)N2[Si](C)(C)C(C)(C)C)NC1=O5443.7Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #11C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C(C)(C)C)N3[Si](C)(C)C(C)(C)C)[NH]2)NC1=O5454.1Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #12C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)[NH]2)N([Si](C)(C)C(C)(C)C)C1=O5279.2Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #13C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)NC1=O5578.0Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #14C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O5448.2Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #15C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C(C)(C)C)[NH]2)N([Si](C)(C)C(C)(C)C)C1=O5435.0Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #2C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C(C)(C)C)NC1=O5512.2Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #3C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C(C)(C)C)[NH]2)NC1=O5511.3Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #4C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)[NH]2)NC1=O5394.4Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #5C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O)=C(CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C(C)(C)C)C1=O5397.7Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #6C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)N2[Si](C)(C)C(C)(C)C)NC1=O5510.5Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #7C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)N3[Si](C)(C)C(C)(C)C)[NH]2)NC1=O5512.2Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #8C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4/C(C=C)=C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)[NH]2)NC1=O5394.3Semi standard non polar33892256
Bilirubin,2TBDMS,isomer #9C=CC1=C(C)/C(=C/C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC3=C(CCC(=O)O)C(C)=C(/C=C4\NC(=O)C(C)=C4C=C)[NH]3)[NH]2)N([Si](C)(C)C(C)(C)C)C1=O5398.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (Non-derivatized) - 70eV, Positivesplash10-00vr-0100090000-d19585e898437e8be1d52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (1 TMS) - 70eV, Positivesplash10-01vn-3100069000-c39a7113e7f8eb3fa22a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS ("Bilirubin,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_1_6) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_11) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_12) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_13) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_14) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TMS_2_15) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bilirubin GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin LC-ESI-IT , negative-QTOFsplash10-000i-0090000000-50ff729317f07f6120b52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 30V, Positive-QTOFsplash10-0002-0090000000-83d0d13757dcbce356042021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 40V, Positive-QTOFsplash10-0002-0090000000-491b2676042d627277842021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 40V, Negative-QTOFsplash10-01p9-1090000000-1d547122826037e04cfb2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 30V, Negative-QTOFsplash10-000i-1090000000-30f7fa38dcf8706b38c62021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 10V, Negative-QTOFsplash10-001i-1030090000-dea3b39afc072d2855c52021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 20V, Negative-QTOFsplash10-000i-1090010000-369d79a300efec3a6c782021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 10V, Positive-QTOFsplash10-0002-0091050000-78e3736d034dec9b8fa92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 30V, Positive-QTOFsplash10-0002-0091000000-cc507e875cc295800fa02021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 20V, Positive-QTOFsplash10-0002-0090000000-679d7d93f8aeb5b1c0d12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 10V, Positive-QTOFsplash10-0002-0090020000-ea54f49e76225d2519902021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 30V, Positive-QTOFsplash10-0002-0091000000-24657f467af3adfa1e8c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 0V, Positive-QTOFsplash10-000i-0020090000-5bcce058438671178ee42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 10V, Positive-QTOFsplash10-0002-0092030000-24054054aef5b235a8502021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bilirubin 0V, Positive-QTOFsplash10-000i-0030090000-b525a9b7bb66406e6afc2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 10V, Positive-QTOFsplash10-00ks-0000090000-ddf9acb7f968b90797642016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 20V, Positive-QTOFsplash10-00g0-0110290000-ae6f323e9f5e9e26199c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 40V, Positive-QTOFsplash10-0uml-1102910000-df5146b3612e4fb4ce5e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 10V, Negative-QTOFsplash10-001i-0000090000-6deb1aed1a9c3839e2a92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 20V, Negative-QTOFsplash10-053i-1010190000-7435a4388bade8e83d102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 40V, Negative-QTOFsplash10-052f-9010240000-cc90fff0581c6bcefd0d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 10V, Positive-QTOFsplash10-00kr-0010090000-d21be2c11a0dfd17c6e92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 20V, Positive-QTOFsplash10-00kr-0030190000-749f82b203e182b3e46f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 40V, Positive-QTOFsplash10-0kac-0291230000-962a583eff6dd8d5cf732021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bilirubin 10V, Negative-QTOFsplash10-001i-0010090000-467141ca1354a02b0aef2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, 100%_DMSO, experimental)2012-12-04Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)2012-12-04Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
  • Endoplasmic reticulum
Biospecimen Locations
  • Bile
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue Locations
  • Bile
  • Bone Marrow
  • Brain
  • Epidermis
  • Erythrocyte
  • Fibroblasts
  • Intestine
  • Kidney
  • Liver
  • Neuron
  • Pancreas
  • Placenta
  • Platelet
  • Skeletal Muscle
  • Spleen
  • Thyroid Gland
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified13.0 (5.0-21.0) uMAdult (>18 years old)Both
Normal
    • McPherson, Richar...
    • Louise M. Malark...
 details
BloodDetected and Quantified15.2 +/- 2.0 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified<12.828 uMAdult (>18 years old)Both
Normal		 details
BloodDetected and Quantified<12 uMNewborn (0-30 days old)Not Specified
Normal		 details
BloodDetected and Quantified<3.4 uMChildren (1-13 years old)Not Specified
Normal		 details
BloodDetected and Quantified3-21 uMNewborn (0-30 days old)Not Specified
Normal		 details
BloodDetected and Quantified<20 uMChildren (1-13 years old)Not Specified
Normal		 details
BloodDetected and Quantified8.0 +/- 0.9 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified310.265 +/- 65.850 uMNewborn (0-30 days old)Not SpecifiedNormal details
BloodDetected and Quantified6.842-20.525 uMChildren (1-13 years old)Not Specified
Normal		 details
BloodDetected and Quantified5.131-17.104 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified5.10-18.0 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified<17 uMChildren (1 - 13 years old)Not AvailableNormal
    • Hereditary Jaundi...
 details
BloodDetected and Quantified8.500 +/- 4 uMAdult (>18 years old)Not SpecifiedNormal
    • Geigy Scientific ...
 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0 - 0.2 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified< 0.1 umol/mmol creatinineAdult (>18 years old)BothNormal
    • Tietz Clinical Gu...
 details
UrineDetected and Quantified0.032 (0.0019-0.21) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
 details
UrineDetected and Quantified0.51-5.13 umol/mmol creatinineAdult (>18 years old)BothNormal
    • David F. Putnam C...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BileDetected and Quantified5000 (4300-5700) uMAdult (>18 years old)BothCrohn's disease details
BileDetected and Quantified2600 (2400-2800) uMAdult (>18 years old)BothGallstone disease details
BileDetected and Quantified4600 (3900-5300) uMAdult (>18 years old)Both
Crohn's disease		 details
BileDetected and Quantified5900 (4300-7500) uMAdult (>18 years old)Both
Crohn's disease		 details
BloodDetected and Quantified14.6 +/- 2.5 uMAdult (>18 years old)Both
Growth hormone deficiency		 details
BloodDetected and Quantified650 uMAdolescent (13-18 years old)MaleCrigler-Najjar syndrome Type I details
BloodDetected and Quantified25.656-78.678 uMAdult (>18 years old)Both
Anemia, congenital dyserythropoietic, type II		 details
BloodDetected and Quantified28.7-170 uMChildren (1-13 years old)Both
Infantile Liver Failure Syndrome 2		 details
BloodDetected and Quantified22-41 uMNewborn (0-30 days old)Both
Citrullinemia type II, neonatal-onset		 details
BloodDetected and Quantified46.9-233 uMChildren (1-13 years old)Both
Infantile Liver Failure Syndrome 2		 details
BloodDetected and Quantified41-101 uMNewborn (0-30 days old)Both
Citrullinemia type II, neonatal-onset		 details
BloodDetected and Quantified73.1-85.0 uMInfant (0-1 year old)Female
Infantile Liver Failure Syndrome 2		 details
BloodDetected and Quantified41(6-381) uMChildren (1-13 years old)BothCholestasis, progressive familial intrahepatic, 1 details
BloodDetected and Quantified59.2 uMInfant (0-1 year old)Female
Wolcott-Rallison syndrome
    • Neonatal diabetes...
 details
BloodDetected and Quantified106 uMInfant (0-1 year old)FemaleBile Acid Synthesis Defect, Congenital, 1 details
BloodDetected and Quantified24.5 uMAdult (>18 years old)FemaleLecithin:cholesterol Acyltransferase Deficiency details
BloodDetected and Quantified8.80 +/- 1.22 uMAdult (>18 years old)Both
Growth hormone deficiency		 details
BloodDetected and Quantified573.0 (291.0-855.0) uMChildren (1-13 years old)BothCrigler-Najjar syndrome Type I
    • MetaGene: Metabol...
 details
BloodDetected and Quantified29.59 uMNewborn (0-30 days old)Male
Lathosterolosis		 details
BloodDetected and Quantified380.733 +/- 142.989 uMNewborn (0-30 days old)Both
Glucose-6-phosphate dehydrogenase deficiency		 details
BloodDetected and Quantified6.842-20.525 uMAdult (>18 years old)Male
Primary Hypomagnesemia		 details
BloodDetected and Quantified18.814-518.248 uMAdult (>18 years old)Male
Cholestasis, progressive familial intrahepatic, 1		 details
BloodDetected and Quantified42.247 uMNewborn (0-30 days old)Male
Lathosterolosis		 details
BloodDetected and Quantified42.760-141.962 uMChildren (1-13 years old)Female
Cholestasis, progressive familial intrahepatic, 1		 details
BloodDetected and Quantified78.678 uMNewborn (0-30 days old)MaleDonohue Syndrome details
BloodDetected and Quantified111.175 uMNewborn (0-30 days old)MaleDonohue Syndrome details
Cerebrospinal Fluid (CSF)Detected and Quantified17.3 +/- 12.4 uMAdult (>18 years old)Both
Cerebral Vasospasm		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedNewborn (0-30 days old)Not Specified
Premature neonates		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
Associated Disorders and Diseases
Disease References
Crohn's disease
  1. Lapidus A, Akerlund JE, Einarsson C: Gallbladder bile composition in patients with Crohn 's disease. World J Gastroenterol. 2006 Jan 7;12(1):70-4. [PubMed:16440420 ]
Gallbladder disease
  1. Lapidus A, Akerlund JE, Einarsson C: Gallbladder bile composition in patients with Crohn 's disease. World J Gastroenterol. 2006 Jan 7;12(1):70-4. [PubMed:16440420 ]
Growth hormone deficiency
  1. Darzy KH, Murray RD, Gleeson HK, Pezzoli SS, Thorner MO, Shalet SM: The impact of short-term fasting on the dynamics of 24-hour growth hormone (GH) secretion in patients with severe radiation-induced GH deficiency. J Clin Endocrinol Metab. 2006 Mar;91(3):987-94. Epub 2005 Dec 29. [PubMed:16384844 ]
Crigler-Najjar syndrome type I
  1. Farrell GC, Gollan JL, Stevens SM, Grierson JM: Crigler-Najjar Type 1 syndrome: absence of hepatic bilirubin UDP-glucuronyl transferase activity and therapeutic responses to light. Aust N Z J Med. 1982 Aug;12(4):280-5. [PubMed:6814411 ]
  2. G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Primary hypomagnesemia
  1. Jin-no Y, Kamiya Y, Okada M, Hirako M, Takada N, Kawaguchi M: Primary hypomagnesemia caused by isolated magnesium malabsorption: atypical case in adult. Intern Med. 1999 Mar;38(3):261-5. [PubMed:10337938 ]
Anemia, congenital dyserythropoietic, type II
  1. Bianchi P, Fermo E, Vercellati C, Boschetti C, Barcellini W, Iurlo A, Marcello AP, Righetti PG, Zanella A: Congenital dyserythropoietic anemia type II (CDAII) is caused by mutations in the SEC23B gene. Hum Mutat. 2009 Sep;30(9):1292-8. doi: 10.1002/humu.21077. [PubMed:19621418 ]
Lathosterolosis
  1. Brunetti-Pierri N, Corso G, Rossi M, Ferrari P, Balli F, Rivasi F, Annunziata I, Ballabio A, Russo AD, Andria G, Parenti G: Lathosterolosis, a novel multiple-malformation/mental retardation syndrome due to deficiency of 3beta-hydroxysteroid-delta5-desaturase. Am J Hum Genet. 2002 Oct;71(4):952-8. Epub 2002 Aug 20. [PubMed:12189593 ]
Glucose-6-phosphate dehydrogenase deficiency
  1. Iranpour R, Akbar MR, Haghshenas I: Glucose-6-phosphate dehydrogenase deficiency in neonates. Indian J Pediatr. 2003 Nov;70(11):855-7. [PubMed:14703221 ]
Cholestasis, progressive familial intrahepatic, 1
  1. Nagasaka H, Yorifuji T, Kosugiyama K, Egawa H, Kawai M, Murayama K, Hasegawa M, Sumazaki R, Tsubaki J, Kikuta H, Matsui A, Tanaka K, Matsuura N, Kobayashi K: Resistance to parathyroid hormone in two patients with familial intrahepatic cholestasis: possible involvement of the ATP8B1 gene in calcium regulation via parathyroid hormone. J Pediatr Gastroenterol Nutr. 2004 Oct;39(4):404-9. [PubMed:15448432 ]
  2. Schukfeh N, Metzelder ML, Petersen C, Reismann M, Pfister ED, Ure BM, Kuebler JF: Normalization of serum bile acids after partial external biliary diversion indicates an excellent long-term outcome in children with progressive familial intrahepatic cholestasis. J Pediatr Surg. 2012 Mar;47(3):501-5. doi: 10.1016/j.jpedsurg.2011.08.010. [PubMed:22424345 ]
Donohue Syndrome
  1. Nijim Y, Awni Y, Adawi A, Bowirrat A: Classic Case Report of Donohue Syndrome (Leprechaunism; OMIM *246200): The Impact of Consanguineous Mating. Medicine (Baltimore). 2016 Feb;95(6):e2710. doi: 10.1097/MD.0000000000002710. [PubMed:26871809 ]
Citrullinemia type II, neonatal-onset
  1. Ohura T, Kobayashi K, Tazawa Y, Nishi I, Abukawa D, Sakamoto O, Iinuma K, Saheki T: Neonatal presentation of adult-onset type II citrullinemia. Hum Genet. 2001 Feb;108(2):87-90. [PubMed:11281457 ]
Infantile Liver Failure Syndrome 2
  1. Staufner C, Haack TB, Kopke MG, Straub BK, Kolker S, Thiel C, Freisinger P, Baric I, McKiernan PJ, Dikow N, Harting I, Beisse F, Burgard P, Kotzaeridou U, Lenz D, Kuhr J, Himbert U, Taylor RW, Distelmaier F, Vockley J, Ghaloul-Gonzalez L, Ozolek JA, Zschocke J, Kuster A, Dick A, Das AM, Wieland T, Terrile C, Strom TM, Meitinger T, Prokisch H, Hoffmann GF: Recurrent acute liver failure due to NBAS deficiency: phenotypic spectrum, disease mechanisms, and therapeutic concepts. J Inherit Metab Dis. 2016 Jan;39(1):3-16. doi: 10.1007/s10545-015-9896-7. Epub 2015 Nov 5. [PubMed:26541327 ]
Bile Acid Synthesis Defect, Congenital, 1
  1. Huang HY, Zhou H, Wang H, Chen YX, Fang F: Novel Mutations in the 3beta-hydroxy-5-C27-steroid Dehydrogenase Gene (HSD3B7) in a Patient with Neonatal Cholestasis. Chin Med J (Engl). 2016 Jan 5;129(1):98-100. doi: 10.4103/0366-6999.172603. [PubMed:26712441 ]
Lecithin:cholesterol Acyltransferase Deficiency
  1. Idzior-Walus B, Sieradzki J, Kostner G, Malecki MT, Klupa T, Wesolowska T, Rostworowski W, Hartwich J, Walus M, Kiec AD, Naruszewicz M: Familial lecithin-cholesterol acyltransferase deficiency: biochemical characteristics and molecular analysis of a new LCAT mutation in a Polish family. Atherosclerosis. 2006 Apr;185(2):413-20. Epub 2005 Jul 26. [PubMed:16051254 ]
Wolcott-Rallison syndrome
  1. Can Thi Bich Ngoc, Vu Chi Dung, Sarah Flanagan and Sian Ellard (2013). Neonatal diabetes in Wolcott-Rallison syndrome: a case report. International Journal of Pediatric Endocrinology.
Cerebral vasospasm
  1. Pyne-Geithman GJ, Morgan CJ, Wagner K, Dulaney EM, Carrozzella J, Kanter DS, Zuccarello M, Clark JF: Bilirubin production and oxidation in CSF of patients with cerebral vasospasm after subarachnoid hemorrhage. J Cereb Blood Flow Metab. 2005 Aug;25(8):1070-7. [PubMed:15789034 ]
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
  • 266600 (Crohn's disease)
  • 139250 (Growth hormone deficiency)
  • 218800 (Crigler-Najjar syndrome type I)
  • 248250 (Primary hypomagnesemia)
  • 224100 (Anemia, congenital dyserythropoietic, type II)
  • 607330 (Lathosterolosis)
  • 300908 (Glucose-6-phosphate dehydrogenase deficiency)
  • 211600 (Cholestasis, progressive familial intrahepatic, 1)
  • 246200 (Donohue Syndrome)
  • 605814 (Citrullinemia type II, neonatal-onset)
  • 616483 (Infantile Liver Failure Syndrome 2)
  • 607765 (Bile Acid Synthesis Defect, Congenital, 1)
  • 245900 (Lecithin:cholesterol Acyltransferase Deficiency)
  • 226980 (Wolcott-Rallison syndrome)
  • 114500 (Colorectal cancer)
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021886
KNApSAcK IDC00029828
Chemspider ID4444055
KEGG Compound IDC00486
BioCyc IDBILIRUBIN
BiGG ID35117
Wikipedia LinkBilirubin
METLIN ID81
PubChem Compound5280352
PDB IDNot Available
ChEBI ID16990
Food Biomarker OntologyNot Available
VMH IDBILIRUB
MarkerDB IDMDB00000027
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Randeberg LL, Roll EB, Nilsen LT, Christensen T, Svaasand LO: In vivo spectroscopy of jaundiced newborn skin reveals more than a bilirubin index. Acta Paediatr. 2005 Jan;94(1):65-71. [PubMed:15858963 ]
  2. Bayes Garcia R, Maldonado Lozano J, Molina Font JA: [Interrelation of bilirubin and free fatty acids in newborn infants with pathologic conditions]. An Esp Pediatr. 1989 Jan;30(1):27-31. [PubMed:2648917 ]
  3. Yamamoto S, Kubo S, Hai S, Uenishi T, Yamamoto T, Shuto T, Takemura S, Tanaka H, Yamazaki O, Hirohashi K, Tanaka T: Hepatitis C virus infection as a likely etiology of intrahepatic cholangiocarcinoma. Cancer Sci. 2004 Jul;95(7):592-5. [PubMed:15245596 ]
  4. Kabicek P: Importance of serum bile acids determination in adolescents with juvenile hyperbilirubinaemia. Cent Eur J Public Health. 2004 Jun;12(2):102-9. [PubMed:15242029 ]
  5. Tiribelli C, Ostrow JD: New concepts in bilirubin and jaundice: report of the Third International Bilirubin Workshop, April 6-8, 1995, Trieste, Italy. Hepatology. 1996 Nov;24(5):1296-311. [PubMed:8903413 ]
  6. Zhan X, Wang SY, Wang L, Qu P: [Decreased peripheral nerve conduction velocity may be associated with lower-serum level of vitamin E in patients with infantile hepatitis syndrome]. Zhonghua Er Ke Za Zhi. 2004 May;42(5):362-6. [PubMed:15189696 ]
  7. Deja M, Hildebrandt B, Ahlers O, Riess H, Wust P, Gerlach H, Kerner T: Goal-directed therapy of cardiac preload in induced whole-body hyperthermia. Chest. 2005 Aug;128(2):580-6. [PubMed:16100141 ]
  8. Kikuchi S, Hata M, Fukumoto K, Yamane Y, Matsui T, Tamura A, Yonemura S, Yamagishi H, Keppler D, Tsukita S, Tsukita S: Radixin deficiency causes conjugated hyperbilirubinemia with loss of Mrp2 from bile canalicular membranes. Nat Genet. 2002 Jul;31(3):320-5. Epub 2002 Jun 17. [PubMed:12068294 ]
  9. Lin JM, Jiang CQ: [Clinical manifestation and ultrasonic characteristics of five patients with acute arsenic poisoning]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2003 Dec;21(6):420-2. [PubMed:14761351 ]
  10. Azer SA: A multimedia CD-ROM tool to improve student understanding of bile salts and bilirubin metabolism: evaluation of its use in a medical hybrid PBL course. Adv Physiol Educ. 2005 Mar;29(1):40-50. [PubMed:15718382 ]
  11. Slusher TM, Angyo IA, Bode-Thomas F, Akor F, Pam SD, Adetunji AA, McLaren DW, Wong RJ, Vreman HJ, Stevenson DK: Transcutaneous bilirubin measurements and serum total bilirubin levels in indigenous African infants. Pediatrics. 2004 Jun;113(6):1636-41. [PubMed:15173484 ]
  12. Ciszowski K, Gomolka E, Jenner B: [The influence of the dose, time since ingestion and concentration of the xenobiotic on the clinical state and severity of liver damage with patients intoxicated with paracetamol]. Przegl Lek. 2005;62(6):456-61. [PubMed:16225094 ]
  13. Sando M, Sato Y, Iwata S, Akita H, Sunakawa K: In vitro protein binding of teicoplanin to neonatal serum. J Infect Chemother. 2004 Oct;10(5):280-3. [PubMed:16163462 ]
  14. Danko I, Jia Z, Zhang G: Nonviral gene transfer into liver and muscle for treatment of hyperbilirubinemia in the gunn rat. Hum Gene Ther. 2004 Dec;15(12):1279-86. [PubMed:15684703 ]
  15. Kotal P, Van der Veere CN, Sinaasappel M, Elferink RO, Vitek L, Brodanova M, Jansen PL, Fevery J: Intestinal excretion of unconjugated bilirubin in man and rats with inherited unconjugated hyperbilirubinemia. Pediatr Res. 1997 Aug;42(2):195-200. [PubMed:9262222 ]
  16. Ochenashko OV, Volkova NA, Mazur SP, Somov AY, Fuller BJ, Petrenko AY: Cryopreserved fetal liver cell transplants support the chronic failing liver in rats with CCl4-induced cirrhosis. Cell Transplant. 2006;15(1):23-33. [PubMed:16700327 ]
  17. Lapidus A, Akerlund JE, Einarsson C: Gallbladder bile composition in patients with Crohn 's disease. World J Gastroenterol. 2006 Jan 7;12(1):70-4. [PubMed:16440420 ]
  18. Sikkel E, Pasman SA, Oepkes D, Kanhai HH, Vandenbussche FP: On the origin of amniotic fluid bilirubin. Placenta. 2004 May;25(5):463-8. [PubMed:15081641 ]
  19. Schmidt CM, Powell ES, Yiannoutsos CT, Howard TJ, Wiebke EA, Wiesenauer CA, Baumgardner JA, Cummings OW, Jacobson LE, Broadie TA, Canal DF, Goulet RJ Jr, Curie EA, Cardenes H, Watkins JM, Loehrer PJ, Lillemoe KD, Madura JA: Pancreaticoduodenectomy: a 20-year experience in 516 patients. Arch Surg. 2004 Jul;139(7):718-25; discussion 725-7. [PubMed:15249403 ]
  20. Nanjundaswamy S, Petrova A, Mehta R, Hegyi T: Transcutaneous bilirubinometry in preterm infants receiving phototherapy. Am J Perinatol. 2005 Apr;22(3):127-31. [PubMed:15838745 ]
  21. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
  22. Dwarka D, Thaver V, Naidu M, Baijnath H: NEW INSIGHTS INTO THE PRESENCE OF BILIRUBIN IN A PLANT SPECIES STRELITZIA NICOLAI (STRELITZIACEAE). Afr J Tradit Complement Altern Med. 2017 Jan 13;14(2):253-262. doi: 10.21010/ajtcam.v14i2.27. eCollection 2017. [PubMed:28573242 ]
  23. Vasavda C, Kothari R, Malla AP, Tokhunts R, Lin A, Ji M, Ricco C, Xu R, Saavedra HG, Sbodio JI, Snowman AM, Albacarys L, Hester L, Sedlak TW, Paul BD, Snyder SH: Bilirubin Links Heme Metabolism to Neuroprotection by Scavenging Superoxide. Cell Chem Biol. 2019 Oct 17;26(10):1450-1460.e7. doi: 10.1016/j.chembiol.2019.07.006. Epub 2019 Jul 25. [PubMed:31353321 ]

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Heme oxygenase 1
General function:
Involved in heme oxygenase (decyclizing) activity
Specific function:
Heme oxygenase cleaves the heme ring at the alpha methene bridge to form biliverdin. Biliverdin is subsequently converted to bilirubin by biliverdin reductase. Under physiological conditions, the activity of heme oxygenase is highest in the spleen, where senescent erythrocytes are sequestrated and destroyed.
Gene Name:
HMOX1
Uniprot ID:
P09601
Molecular weight:
32818.345
References
  1. Matsuoka Y, Masuda H, Yokoyama M, Kihara K: Protective effects of bilirubin against cyclophosphamide induced hemorrhagic cystitis in rats. J Urol. 2008 Mar;179(3):1160-6. doi: 10.1016/j.juro.2007.10.031. [PubMed:18206168 ]
Enzyme Details
2. UDP-glucuronosyltransferase 2B28
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.
Gene Name:
UGT2B28
Uniprot ID:
Q9BY64
Molecular weight:
38742.9
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails
Enzyme Details
3. UDP-glucuronosyltransferase 2B4
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:
UGT2B4
Uniprot ID:
P06133
Molecular weight:
60512.035
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails
Enzyme Details
4. UDP-glucuronosyltransferase 1-4
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:
UGT1A4
Uniprot ID:
P22310
Molecular weight:
60024.535
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails
Enzyme Details
5. UDP-glucuronosyltransferase 2B10
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:
UGT2B10
Uniprot ID:
P36537
Molecular weight:
60773.485
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails
Enzyme Details
6. UDP-glucuronosyltransferase 2B7
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:
UGT2B7
Uniprot ID:
P16662
Molecular weight:
60720.15
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails
Enzyme Details
7. UDP-glucuronosyltransferase 2B15
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xenobiotic substrates, including simple phenolic compounds, 7-hydroxylated coumarins, flavonoids, anthraquinones, and certain drugs and their hydroxylated metabolites. It also catalyzes the glucuronidation of endogenous estrogens and androgens.
Gene Name:
UGT2B15
Uniprot ID:
P54855
Molecular weight:
61035.815
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails
Enzyme Details
8. UDP-glucuronosyltransferase 2A1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Active on odorants and seems to be involved in olfaction; it could help clear lipophilic odorant molecules from the sensory epithelium.
Gene Name:
UGT2A1
Uniprot ID:
Q9Y4X1
Molecular weight:
60771.605
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails
Enzyme Details
9. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails
Enzyme Details
10. UDP-glucuronosyltransferase 1-9
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:
UGT1A9
Uniprot ID:
O60656
Molecular weight:
59940.495
Reactions
Uridine diphosphate glucuronic acid + Bilirubin → Uridine 5'-diphosphate + Bilirubin diglucuronidedetails

Transporters

Enzyme Details
1. Solute carrier organic anion transporter family member 1B1
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:
SLCO1B1
Uniprot ID:
Q9Y6L6
Molecular weight:
76448.0
References
  1. Zhang W, He YJ, Gan Z, Fan L, Li Q, Wang A, Liu ZQ, Deng S, Huang YF, Xu LY, Zhou HH: OATP1B1 polymorphism is a major determinant of serum bilirubin level but not associated with rifampicin-mediated bilirubin elevation. Clin Exp Pharmacol Physiol. 2007 Dec;34(12):1240-4. [PubMed:17973861 ]
Enzyme Details
2. Canalicular multispecific organic anion transporter 1
General function:
Involved in ATP binding
Specific function:
Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:
ABCC2
Uniprot ID:
Q92887
Molecular weight:
174205.6
References
  1. Watanabe N, Takashimizu S, Kojima S, Kagawa T, Nishizaki Y, Mine T, Matsuzaki S: Clinical and pathological features of a prolonged type of acute intrahepatic cholestasis. Hepatol Res. 2007 Aug;37(8):598-607. Epub 2007 May 22. [PubMed:17517076 ]

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters