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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2018-03-01 20:56:52 UTC

Update Date

2021-09-14 15:44:26 UTC

HMDB ID

HMDB0240259

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Stercobilin

Description

Stercobilin is the tetrapyrrole chemical compound that is primarily responsible for the brown color of feces. It was originally isolated from feces in 1932. Stercobilin is formed through the reduction of its parent compound stercblinogen. Urobilinogen is actually generated through the degradation of heme, the red pigment in haemoglobin and red blood cells (RBCs). RBCs have a life span of about 120 days. When the RBCs have reached the end of their useful lifespan, the cells are engulfed by macrophages and their constituents recycled or disposed of. Heme is broken down when the heme ring is opened by the enzyme known as heme oxygenase, which is found in the endoplasmic reticulum of the macrophages. The oxidation process produces the linear tetrapyrrole known as biliverdin along with ferric iron (Fe3+), and carbon monoxide (CO). In the next reaction, a second methylene group (located between rings III and IV of the porphyrin ring) is reduced by the enzyme known as biliverdin reductase, producing bilirubin. Bilirubin is significantly less extensively conjugated than biliverdin. This reduction causes a change in the color of the biliverdin molecule from blue-green (vert or verd for green) to yellow-red, which is the color of bilirubin (ruby or rubi for red). In plasma virtually all the bilirubin is tightly bound to plasma proteins, largely albumin, because it is only sparingly soluble in aqueous solutions at physiological pH. In the sinusoids unconjugated bilirubin dissociates from albumin, enters the liver cells across the cell membrane through non-ionic diffusion to the smooth endoplasmatic reticulum. In hepatocytes, bilirubin-UDP-glucuronyltransferase (bilirubin-UGT) adds 2 additional glucuronic acid molecules to bilirubin to produce the more water-soluble version of the molecule known as bilirubin diglucuronide. The bilirubin diglucuronide is transferred rapidly across the canalicular membrane into the bile canaliculi where it is then excreted as bile into the large intestine. The bilirubin is further degraded (reduced) by microbes present in the large intestine to form a colorless product known as urobilinogen. Urobilinogen that remains in the colon can either be reduced to stercobilinogen and finally oxidized to stercobilin, or it can be directly reduced to stercobilin. Stercobilin is responsible for the brown color of human feces. Stercobilin is then excreted in the feces. It is a microbial metabolite.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652302121901012D          

 43 46  0  0  0  0            999 V2000
   -1.8645   -1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395   -1.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195   -2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -2.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -2.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1207    0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069    0.1464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744    1.3024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0459    2.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264    0.6893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2469    0.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    1.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -2.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -2.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -3.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666   -3.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -5.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666   -4.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -5.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2469    0.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8744    1.3024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0460    2.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306    2.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2070    0.1464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207    0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4063    1.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4520   -3.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665   -3.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809   -5.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665   -4.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -5.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139   -0.0251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0139   -0.0251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 35  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 26  1  0  0  0  0
  4  6  1  0  0  0  0
  4  5  1  0  0  0  0
  6 37  1  0  0  0  0
 14  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  0  0  0  0
 42 35  1  1  0  0  0
  8 42  1  0  0  0  0
 11 42  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  1  1  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 15 26  2  0  0  0  0
 17 15  1  0  0  0  0
 20 15  1  0  0  0  0
 36 16  1  0  0  0  0
 17 16  2  0  0  0  0
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 18 20  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 24  1  0  0  0  0
 24 23  2  0  0  0  0
 24 25  1  0  0  0  0
 43 32  1  0  0  0  0
 27 43  1  0  0  0  0
 43 36  1  6  0  0  0
 29 27  1  0  0  0  0
 27 28  1  1  0  0  0
 29 33  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 37 38  1  0  0  0  0
 38 40  1  0  0  0  0
 40 39  2  0  0  0  0
 40 41  1  0  0  0  0
M  END

HMDB0240259
     RDKit          3D
Stercobilin
 89 92  0  0  0  0  0  0  0  0999 V2000
    5.8885    4.9412   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6297    4.8030   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661    3.4768    0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4618    3.2707    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0324    4.0715    1.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656    2.0237    0.7506 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828    1.2598    0.0777 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3059    0.1974   -0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920   -0.7191    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323   -0.9119   -0.1575 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -1.8452    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -2.2806    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4490   -1.7530    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5473   -0.5243   -0.4429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127   -0.4289   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    0.7931   -1.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    1.5634   -1.6537 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2246    2.7775   -2.4927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068    3.6204   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462    4.5337   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0627    3.2916   -0.3474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6435    4.4765    0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0958    2.1504   -0.2928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4624    1.1748    0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3591    1.9390    2.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236   -1.6904   -1.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966   -2.0168   -2.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -2.4866   -0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210   -3.9291   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336   -4.8244   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8449   -4.5901   -2.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167   -3.4567   -2.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2057   -5.6149   -3.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -2.2406    1.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -3.1658    2.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969   -4.6098    2.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721   -5.4871    3.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5765   -6.7104    3.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0437   -5.0221    4.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9488   -1.5444    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -1.6190    1.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6158    2.3246   -0.7139 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0049    1.8397   -1.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7432    4.3749   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162    6.0215   -1.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1134   -0.3775   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7423   -2.9927    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1010    1.0432   -1.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7453    2.9718   -3.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0477    2.9453    0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0703    5.3818   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1515    4.4168    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    4.5708    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0922    2.5429   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4420    0.7139    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    0.4062    0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.2234    2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    2.7160    2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4632   -2.6337    2.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556   -1.4829    0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268    2.6037   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6725    2.0492   -0.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2811    2.3552   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8929    0.7551   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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 41 83  1  0
 41 84  1  0
 41 85  1  0
 42 86  1  6
 43 87  1  0
 43 88  1  0
 43 89  1  0
M  END

  Mrv1652302121901012D          

 43 46  0  0  0  0            999 V2000
   -1.8645   -1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395   -1.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195   -2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -2.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -2.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1207    0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069    0.1464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744    1.3024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0459    2.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264    0.6893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2469    0.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    1.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -2.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -2.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -3.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666   -3.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -5.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666   -4.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -5.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4265    0.6893    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2469    0.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8744    1.3024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0460    2.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306    2.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2070    0.1464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1207    0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4063    1.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -0.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495   -0.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -3.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665   -3.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809   -5.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665   -4.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -5.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139   -0.0251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0139   -0.0251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 35  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 26  1  0  0  0  0
  4  6  1  0  0  0  0
  4  5  1  0  0  0  0
  6 37  1  0  0  0  0
 14  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  0  0  0  0
 42 35  1  1  0  0  0
  8 42  1  0  0  0  0
 11 42  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  1  1  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 15 26  2  0  0  0  0
 17 15  1  0  0  0  0
 20 15  1  0  0  0  0
 36 16  1  0  0  0  0
 17 16  2  0  0  0  0
 18 16  1  0  0  0  0
 18 20  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 24  1  0  0  0  0
 24 23  2  0  0  0  0
 24 25  1  0  0  0  0
 43 32  1  0  0  0  0
 27 43  1  0  0  0  0
 43 36  1  6  0  0  0
 29 27  1  0  0  0  0
 27 28  1  1  0  0  0
 29 33  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 37 38  1  0  0  0  0
 38 40  1  0  0  0  0
 40 39  2  0  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240259

> <DATABASE_NAME>
hmdb

> <SMILES>
CC[C@H]1[C@H](CC2=C(C)C(CCC(O)=O)=C(N2)\C=C2/N=C(C[C@@H]3NC(=O)[C@H](CC)[C@H]3C)C(C)=C2CCC(O)=O)NC(=O)[C@@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C33H46N4O6/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/h15-16,19-21,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t16-,19-,20-,21-,26+,27+/m1/s1

> <INCHI_KEY>
DEEUSUJLZQQESV-BQUSTMGCSA-N

> <FORMULA>
C33H46N4O6

> <MOLECULAR_WEIGHT>
594.753

> <EXACT_MASS>
594.341735217

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
67.94477193421218

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{[(2Z)-3-(2-carboxyethyl)-5-{[(2S,3R,4R)-4-ethyl-3-methyl-5-oxopyrrolidin-2-yl]methyl}-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2S,3R,4R)-3-ethyl-4-methyl-5-oxopyrrolidin-2-yl]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
1.422946469301799

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.461954198233965

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8662504520528724

> <JCHEM_PKA_STRONGEST_BASIC>
6.021297172233186

> <JCHEM_POLAR_SURFACE_AREA>
160.95

> <JCHEM_REFRACTIVITY>
165.19520000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-stercobilin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240259
     RDKit          3D
Stercobilin
 89 92  0  0  0  0  0  0  0  0999 V2000
    5.8885    4.9412   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6297    4.8030   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661    3.4768    0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4618    3.2707    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0324    4.0715    1.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656    2.0237    0.7506 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828    1.2598    0.0777 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3059    0.1974   -0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920   -0.7191    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323   -0.9119   -0.1575 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -1.8452    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -2.2806    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4490   -1.7530    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5473   -0.5243   -0.4429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127   -0.4289   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    0.7931   -1.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    1.5634   -1.6537 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2246    2.7775   -2.4927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068    3.6204   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462    4.5337   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0627    3.2916   -0.3474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6435    4.4765    0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0958    2.1504   -0.2928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4624    1.1748    0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3591    1.9390    2.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236   -1.6904   -1.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966   -2.0168   -2.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -2.4866   -0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210   -3.9291   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336   -4.8244   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8449   -4.5901   -2.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167   -3.4567   -2.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2057   -5.6149   -3.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -2.2406    1.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -3.1658    2.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969   -4.6098    2.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721   -5.4871    3.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5765   -6.7104    3.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0437   -5.0221    4.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9488   -1.5444    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -1.6190    1.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6158    2.3246   -0.7139 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0049    1.8397   -1.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7432    4.3749   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162    6.0215   -1.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7462    4.6673   -2.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6257    5.6178    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    4.7842   -1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5486    3.3872    0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8957    1.6800    0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637    0.8512    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480    0.7100   -1.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1134   -0.3775   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7423   -2.9927    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    0.2518   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0299    1.4675   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.5238   -3.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010    1.0432   -1.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7453    2.9718   -3.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0477    2.9453    0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0703    5.3818   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1515    4.4168    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    4.5708    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0922    2.5429   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4420    0.7139    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    0.4062    0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.2234    2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    2.7160    2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3670    2.2636    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3658   -1.7687   -1.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4008   -3.1446   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2905   -1.6636   -3.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448   -4.2024   -0.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795   -4.0697    0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896   -4.6424   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0044   -5.8710   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -5.6554   -3.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1744   -2.8922    3.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -3.0696    3.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319   -4.7884    1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4728   -4.9538    1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247   -5.2577    5.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311   -0.8875    2.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -2.6337    2.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556   -1.4829    0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268    2.6037   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6725    2.0492   -0.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2811    2.3552   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8929    0.7551   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 15 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 11 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 34 40  2  0
 40 41  1  0
  7 42  1  0
 42 43  1  0
 42  3  1  0
 40  9  1  0
 28 13  2  0
 23 17  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  2 48  1  0
  3 49  1  1
  6 50  1  0
  7 51  1  1
  8 52  1  0
  8 53  1  0
 12 54  1  0
 14 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  1
 18 59  1  0
 21 60  1  1
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  1
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 27 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 33 77  1  0
 35 78  1  0
 35 79  1  0
 36 80  1  0
 36 81  1  0
 39 82  1  0
 41 83  1  0
 41 84  1  0
 41 85  1  0
 42 86  1  6
 43 87  1  0
 43 88  1  0
 43 89  1  0
M  END

HEADER    PROTEIN                                 12-FEB-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-FEB-19         0                                  
HETATM    1  C   UNK     0      -3.480  -2.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.465  -4.164   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -1.940  -2.700   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -3.956  -4.164   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.421  -4.640   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.710  -5.069   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.092   1.805   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -2.253   0.273   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -3.499   2.431   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.819   3.938   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.529   1.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.061   1.448   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.687   2.854   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.758   2.575   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.465  -4.164   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.481  -2.700   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.941  -2.700   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.956  -4.164   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.421  -4.640   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.711  -5.069   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.711  -6.609   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.044  -7.379   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.711  -9.689   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.044  -8.919   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.378  -9.689   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.000  -4.640   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.529   1.287   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.061   1.448   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.499   2.431   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.819   3.938   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.284   4.413   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       2.253   0.273   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       2.092   1.805   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.758   2.575   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.386  -1.454   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.386  -1.454   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.710  -6.609   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.044  -7.379   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -5.378  -9.689   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -4.044  -8.919   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -2.710  -9.689   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -3.759  -0.047   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.759  -0.047   0.000  0.00  0.00           C+0
CONECT    1   35    3    4                                                  
CONECT    2    6    3   26                                                  
CONECT    3    1    2                                                       
CONECT    4    1    6    5                                                  
CONECT    5    4                                                            
CONECT    6    2    4   37                                                  
CONECT    7   14    8    9                                                  
CONECT    8    7   42                                                       
CONECT    9    7   11   10                                                  
CONECT   10    9                                                            
CONECT   11   42    9   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    7                                                            
CONECT   15   26   17   20                                                  
CONECT   16   36   17   18                                                  
CONECT   17   15   16                                                       
CONECT   18   16   20   19                                                  
CONECT   19   18                                                            
CONECT   20   15   18   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   24                                                       
CONECT   23   24                                                            
CONECT   24   22   23   25                                                  
CONECT   25   24                                                            
CONECT   26    2   15                                                       
CONECT   27   43   29   28                                                  
CONECT   28   27                                                            
CONECT   29   27   33   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   43   33                                                       
CONECT   33   29   32   34                                                  
CONECT   34   33                                                            
CONECT   35    1   42                                                       
CONECT   36   16   43                                                       
CONECT   37    6   38                                                       
CONECT   38   37   40                                                       
CONECT   39   40                                                            
CONECT   40   38   39   41                                                  
CONECT   41   40                                                            
CONECT   42   35    8   11                                                  
CONECT   43   32   27   36                                                  
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

COMPND    HMDB0240259
HETATM    1  C1  UNL     1       5.889   4.941  -1.295  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.630   4.803  -0.476  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.666   3.477   0.250  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.462   3.271   1.078  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.032   4.071   1.936  1.00  0.00           O  
HETATM    6  N1  UNL     1       2.866   2.024   0.751  1.00  0.00           N  
HETATM    7  C5  UNL     1       3.883   1.260   0.078  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.306   0.197  -0.823  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.492  -0.719   0.011  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.232  -0.912  -0.158  1.00  0.00           N  
HETATM   11  C8  UNL     1       0.786  -1.845   0.813  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.448  -2.281   0.953  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.449  -1.753   0.021  1.00  0.00           C  
HETATM   14  N3  UNL     1      -1.547  -0.524  -0.443  1.00  0.00           N  
HETATM   15  C11 UNL     1      -2.613  -0.429  -1.301  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.933   0.793  -1.984  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.148   1.563  -1.654  1.00  0.00           C  
HETATM   18  N4  UNL     1      -4.225   2.777  -2.493  1.00  0.00           N  
HETATM   19  C14 UNL     1      -5.107   3.620  -1.783  1.00  0.00           C  
HETATM   20  O2  UNL     1      -5.846   4.534  -2.253  1.00  0.00           O  
HETATM   21  C15 UNL     1      -5.063   3.292  -0.347  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.643   4.477   0.493  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.096   2.150  -0.293  1.00  0.00           C  
HETATM   24  C18 UNL     1      -4.462   1.175   0.804  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.359   1.939   2.132  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.224  -1.690  -1.377  1.00  0.00           C  
HETATM   27  C21 UNL     1      -4.397  -2.017  -2.188  1.00  0.00           C  
HETATM   28  C22 UNL     1      -2.469  -2.487  -0.540  1.00  0.00           C  
HETATM   29  C23 UNL     1      -2.721  -3.929  -0.278  1.00  0.00           C  
HETATM   30  C24 UNL     1      -1.734  -4.824  -1.023  1.00  0.00           C  
HETATM   31  C25 UNL     1      -1.845  -4.590  -2.482  1.00  0.00           C  
HETATM   32  O3  UNL     1      -1.617  -3.457  -2.966  1.00  0.00           O  
HETATM   33  O4  UNL     1      -2.206  -5.615  -3.356  1.00  0.00           O  
HETATM   34  C26 UNL     1       1.911  -2.241   1.638  1.00  0.00           C  
HETATM   35  C27 UNL     1       1.970  -3.166   2.786  1.00  0.00           C  
HETATM   36  C28 UNL     1       1.697  -4.610   2.419  1.00  0.00           C  
HETATM   37  C29 UNL     1       1.772  -5.487   3.619  1.00  0.00           C  
HETATM   38  O5  UNL     1       1.576  -6.710   3.467  1.00  0.00           O  
HETATM   39  O6  UNL     1       2.044  -5.022   4.878  1.00  0.00           O  
HETATM   40  C30 UNL     1       2.949  -1.544   1.138  1.00  0.00           C  
HETATM   41  C31 UNL     1       4.321  -1.619   1.654  1.00  0.00           C  
HETATM   42  C32 UNL     1       4.616   2.325  -0.714  1.00  0.00           C  
HETATM   43  C33 UNL     1       6.005   1.840  -1.111  1.00  0.00           C  
HETATM   44  H1  UNL     1       6.743   4.375  -0.836  1.00  0.00           H  
HETATM   45  H2  UNL     1       6.216   6.022  -1.328  1.00  0.00           H  
HETATM   46  H3  UNL     1       5.746   4.667  -2.363  1.00  0.00           H  
HETATM   47  H4  UNL     1       4.626   5.618   0.280  1.00  0.00           H  
HETATM   48  H5  UNL     1       3.731   4.784  -1.111  1.00  0.00           H  
HETATM   49  H6  UNL     1       5.549   3.387   0.925  1.00  0.00           H  
HETATM   50  H7  UNL     1       1.896   1.680   0.937  1.00  0.00           H  
HETATM   51  H8  UNL     1       4.564   0.851   0.831  1.00  0.00           H  
HETATM   52  H9  UNL     1       2.648   0.710  -1.544  1.00  0.00           H  
HETATM   53  H10 UNL     1       4.113  -0.377  -1.328  1.00  0.00           H  
HETATM   54  H11 UNL     1      -0.742  -2.993   1.722  1.00  0.00           H  
HETATM   55  H12 UNL     1      -0.880   0.252  -0.168  1.00  0.00           H  
HETATM   56  H13 UNL     1      -2.030   1.468  -2.009  1.00  0.00           H  
HETATM   57  H14 UNL     1      -3.038   0.524  -3.087  1.00  0.00           H  
HETATM   58  H15 UNL     1      -5.101   1.043  -1.888  1.00  0.00           H  
HETATM   59  H16 UNL     1      -3.745   2.972  -3.393  1.00  0.00           H  
HETATM   60  H17 UNL     1      -6.048   2.945   0.036  1.00  0.00           H  
HETATM   61  H18 UNL     1      -5.070   5.382  -0.030  1.00  0.00           H  
HETATM   62  H19 UNL     1      -5.151   4.417   1.451  1.00  0.00           H  
HETATM   63  H20 UNL     1      -3.557   4.571   0.600  1.00  0.00           H  
HETATM   64  H21 UNL     1      -3.092   2.543  -0.097  1.00  0.00           H  
HETATM   65  H22 UNL     1      -5.442   0.714   0.675  1.00  0.00           H  
HETATM   66  H23 UNL     1      -3.684   0.406   0.865  1.00  0.00           H  
HETATM   67  H24 UNL     1      -4.033   1.223   2.948  1.00  0.00           H  
HETATM   68  H25 UNL     1      -3.597   2.716   2.109  1.00  0.00           H  
HETATM   69  H26 UNL     1      -5.367   2.264   2.459  1.00  0.00           H  
HETATM   70  H27 UNL     1      -5.366  -1.769  -1.763  1.00  0.00           H  
HETATM   71  H28 UNL     1      -4.401  -3.145  -2.308  1.00  0.00           H  
HETATM   72  H29 UNL     1      -4.290  -1.664  -3.257  1.00  0.00           H  
HETATM   73  H30 UNL     1      -3.745  -4.202  -0.549  1.00  0.00           H  
HETATM   74  H31 UNL     1      -2.579  -4.070   0.819  1.00  0.00           H  
HETATM   75  H32 UNL     1      -0.690  -4.642  -0.677  1.00  0.00           H  
HETATM   76  H33 UNL     1      -2.004  -5.871  -0.820  1.00  0.00           H  
HETATM   77  H34 UNL     1      -3.176  -5.655  -3.686  1.00  0.00           H  
HETATM   78  H35 UNL     1       1.174  -2.892   3.521  1.00  0.00           H  
HETATM   79  H36 UNL     1       2.917  -3.070   3.338  1.00  0.00           H  
HETATM   80  H37 UNL     1       0.732  -4.788   1.942  1.00  0.00           H  
HETATM   81  H38 UNL     1       2.473  -4.954   1.697  1.00  0.00           H  
HETATM   82  H39 UNL     1       2.925  -5.258   5.306  1.00  0.00           H  
HETATM   83  H40 UNL     1       4.431  -0.887   2.472  1.00  0.00           H  
HETATM   84  H41 UNL     1       4.463  -2.634   2.118  1.00  0.00           H  
HETATM   85  H42 UNL     1       5.056  -1.483   0.827  1.00  0.00           H  
HETATM   86  H43 UNL     1       4.027   2.604  -1.603  1.00  0.00           H  
HETATM   87  H44 UNL     1       6.673   2.049  -0.256  1.00  0.00           H  
HETATM   88  H45 UNL     1       6.281   2.355  -2.034  1.00  0.00           H  
HETATM   89  H46 UNL     1       5.893   0.755  -1.326  1.00  0.00           H  
CONECT    1    2   44   45   46
CONECT    2    3   47   48
CONECT    3    4   42   49
CONECT    4    5    5    6
CONECT    6    7   50
CONECT    7    8   42   51
CONECT    8    9   52   53
CONECT    9   10   10   40
CONECT   10   11
CONECT   11   12   12   34
CONECT   12   13   54
CONECT   13   14   28   28
CONECT   14   15   55
CONECT   15   16   26   26
CONECT   16   17   56   57
CONECT   17   18   23   58
CONECT   18   19   59
CONECT   19   20   20   21
CONECT   21   22   23   60
CONECT   22   61   62   63
CONECT   23   24   64
CONECT   24   25   65   66
CONECT   25   67   68   69
CONECT   26   27   28
CONECT   27   70   71   72
CONECT   28   29
CONECT   29   30   73   74
CONECT   30   31   75   76
CONECT   31   32   32   33
CONECT   33   77
CONECT   34   35   40   40
CONECT   35   36   78   79
CONECT   36   37   80   81
CONECT   37   38   38   39
CONECT   39   82
CONECT   40   41
CONECT   41   83   84   85
CONECT   42   43   86
CONECT   43   87   88   89
END

HMDB0240259
     RDKit          3D
Stercobilin
 89 92  0  0  0  0  0  0  0  0999 V2000
    5.8885    4.9412   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6297    4.8030   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661    3.4768    0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4618    3.2707    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0324    4.0715    1.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656    2.0237    0.7506 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828    1.2598    0.0777 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3059    0.1974   -0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920   -0.7191    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323   -0.9119   -0.1575 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -1.8452    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -2.2806    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4490   -1.7530    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5473   -0.5243   -0.4429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127   -0.4289   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    0.7931   -1.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    1.5634   -1.6537 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2246    2.7775   -2.4927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068    3.6204   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462    4.5337   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0627    3.2916   -0.3474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6435    4.4765    0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0958    2.1504   -0.2928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4624    1.1748    0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3591    1.9390    2.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236   -1.6904   -1.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966   -2.0168   -2.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687   -2.4866   -0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210   -3.9291   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336   -4.8244   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8449   -4.5901   -2.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167   -3.4567   -2.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2057   -5.6149   -3.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -2.2406    1.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -3.1658    2.7860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969   -4.6098    2.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721   -5.4871    3.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5765   -6.7104    3.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0437   -5.0221    4.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9488   -1.5444    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -1.6190    1.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6158    2.3246   -0.7139 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0049    1.8397   -1.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7432    4.3749   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162    6.0215   -1.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7462    4.6673   -2.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6257    5.6178    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    4.7842   -1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5486    3.3872    0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8957    1.6800    0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637    0.8512    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480    0.7100   -1.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1134   -0.3775   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7423   -2.9927    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    0.2518   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0299    1.4675   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.5238   -3.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010    1.0432   -1.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7453    2.9718   -3.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0477    2.9453    0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0703    5.3818   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1515    4.4168    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    4.5708    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0922    2.5429   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4420    0.7139    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    0.4062    0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.2234    2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    2.7160    2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3670    2.2636    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3658   -1.7687   -1.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4008   -3.1446   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2905   -1.6636   -3.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448   -4.2024   -0.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795   -4.0697    0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896   -4.6424   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0044   -5.8710   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -5.6554   -3.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1744   -2.8922    3.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -3.0696    3.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319   -4.7884    1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4728   -4.9538    1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247   -5.2577    5.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311   -0.8875    2.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -2.6337    2.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556   -1.4829    0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268    2.6037   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6725    2.0492   -0.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2811    2.3552   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8929    0.7551   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 15 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
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 31 33  1  0
 11 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
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 34 40  2  0
 40 41  1  0
  7 42  1  0
 42 43  1  0
 42  3  1  0
 40  9  1  0
 28 13  2  0
 23 17  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  2 48  1  0
  3 49  1  1
  6 50  1  0
  7 51  1  1
  8 52  1  0
  8 53  1  0
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 43 88  1  0
 43 89  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R,3R,4S,16S,17R,18R)-3,18-Diethyl-1,2,3,4,5,15,16,17,18,19,22,24-dodecahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid	ChEBI
(2R,3R,4S,16S,17R,18R)-3,18-Diethyl-1,2,3,4,5,15,16,17,18,19,22,24-dodecahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropionic acid	ChEBI
Stercobilin IX	ChEBI
(2R,3R,4S,16S,17R,18R)-3,18-Diethyl-1,2,3,4,5,15,16,17,18,19,22,24-dodecahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoate	Generator
(2R,3R,4S,16S,17R,18R)-3,18-Diethyl-1,2,3,4,5,15,16,17,18,19,22,24-dodecahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropionate	Generator
(-)-Stercobilin	HMDB
Stercobilin ixalpha	HMDB
Stercobilin ixα	HMDB
Stercobiline	HMDB
Stercobilin	ChEBI

Chemical Formula

C₃₃H₄₆N₄O₆

Average Molecular Weight

594.753

Monoisotopic Molecular Weight

594.341735217

IUPAC Name

3-(2-{[(2Z)-3-(2-carboxyethyl)-5-{[(2S,3R,4R)-4-ethyl-3-methyl-5-oxopyrrolidin-2-yl]methyl}-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2S,3R,4R)-3-ethyl-4-methyl-5-oxopyrrolidin-2-yl]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid

Traditional Name

(-)-stercobilin

CAS Registry Number

34217-90-8

SMILES

CC[C@H]1[C@H](CC2=C(C)C(CCC(O)=O)=C(N2)\C=C2/N=C(C[C@@H]3NC(=O)[C@H](CC)[C@H]3C)C(C)=C2CCC(O)=O)NC(=O)[C@@H]1C

InChI Identifier

InChI=1S/C33H46N4O6/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/h15-16,19-21,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t16-,19-,20-,21-,26+,27+/m1/s1

InChI Key

DEEUSUJLZQQESV-BQUSTMGCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Bilirubins

Direct Parent

Bilirubins

Alternative Parents

Substituents

Bilirubin skeleton
Dipyrrin
Dicarboxylic acid or derivatives
Pyrrolidone
2-pyrrolidone
Substituted pyrrole
Pyrrole
Pyrrolidine
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Ketimine
Lactam
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Imine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

stercobilin (CHEBI:29023 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.98	ALOGPS
logP	1.42	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	6.02	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	160.95 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	165.2 m³·mol⁻¹	ChemAxon
Polarizability	67.94 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	240.777	31661259
AllCCS	[M-H]-	240.354	31661259
DeepCCS	[M+H]+	230.177	30932474
DeepCCS	[M-H]-	228.352	30932474
DeepCCS	[M-2H]-	261.986	30932474
DeepCCS	[M+Na]+	235.783	30932474
AllCCS	[M+H]+	240.8	32859911
AllCCS	[M+H-H2O]+	239.4	32859911
AllCCS	[M+NH4]+	242.0	32859911
AllCCS	[M+Na]+	242.3	32859911
AllCCS	[M-H]-	240.4	32859911
AllCCS	[M+Na-2H]-	244.3	32859911
AllCCS	[M+HCOO]-	248.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Stercobilin	CC[C@H]1[C@H](CC2=C(C)C(CCC(O)=O)=C(N2)\C=C2/N=C(C[C@@H]3NC(=O)[C@H](CC)[C@H]3C)C(C)=C2CCC(O)=O)NC(=O)[C@@H]1C	6831.2	Standard polar	33892256
Stercobilin	CC[C@H]1[C@H](CC2=C(C)C(CCC(O)=O)=C(N2)\C=C2/N=C(C[C@@H]3NC(=O)[C@H](CC)[C@H]3C)C(C)=C2CCC(O)=O)NC(=O)[C@@H]1C	4726.0	Standard non polar	33892256
Stercobilin	CC[C@H]1[C@H](CC2=C(C)C(CCC(O)=O)=C(N2)\C=C2/N=C(C[C@@H]3NC(=O)[C@H](CC)[C@H]3C)C(C)=C2CCC(O)=O)NC(=O)[C@@H]1C	5371.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Stercobilin,1TMS,isomer #1	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4846.1	Semi standard non polar	33892256
Stercobilin,1TMS,isomer #2	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4857.3	Semi standard non polar	33892256
Stercobilin,1TMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4879.9	Semi standard non polar	33892256
Stercobilin,1TMS,isomer #4	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4707.9	Semi standard non polar	33892256
Stercobilin,1TMS,isomer #5	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4693.9	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #1	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4766.6	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #10	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4444.3	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #2	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4604.3	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4805.6	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #4	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4582.7	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #5	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4621.3	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #6	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4811.4	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #7	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4601.5	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #8	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4694.1	Semi standard non polar	33892256
Stercobilin,2TMS,isomer #9	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4675.8	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #1	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4552.1	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #1	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4590.9	Standard non polar	33892256
Stercobilin,3TMS,isomer #1	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	6285.1	Standard polar	33892256
Stercobilin,3TMS,isomer #10	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4515.2	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #10	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4677.7	Standard non polar	33892256
Stercobilin,3TMS,isomer #10	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	6097.6	Standard polar	33892256
Stercobilin,3TMS,isomer #2	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4729.4	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #2	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4661.5	Standard non polar	33892256
Stercobilin,3TMS,isomer #2	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	6491.6	Standard polar	33892256
Stercobilin,3TMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4523.6	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4603.7	Standard non polar	33892256
Stercobilin,3TMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	6251.6	Standard polar	33892256
Stercobilin,3TMS,isomer #4	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4609.8	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #4	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4671.2	Standard non polar	33892256
Stercobilin,3TMS,isomer #4	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	6276.5	Standard polar	33892256
Stercobilin,3TMS,isomer #5	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4399.9	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #5	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4607.3	Standard non polar	33892256
Stercobilin,3TMS,isomer #5	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	6039.4	Standard polar	33892256
Stercobilin,3TMS,isomer #6	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4592.7	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #6	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4690.2	Standard non polar	33892256
Stercobilin,3TMS,isomer #6	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	6240.9	Standard polar	33892256
Stercobilin,3TMS,isomer #7	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4627.0	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #7	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4662.8	Standard non polar	33892256
Stercobilin,3TMS,isomer #7	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	6296.2	Standard polar	33892256
Stercobilin,3TMS,isomer #8	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4418.4	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #8	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4600.5	Standard non polar	33892256
Stercobilin,3TMS,isomer #8	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	6054.9	Standard polar	33892256
Stercobilin,3TMS,isomer #9	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4608.2	Semi standard non polar	33892256
Stercobilin,3TMS,isomer #9	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4682.5	Standard non polar	33892256
Stercobilin,3TMS,isomer #9	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	6260.5	Standard polar	33892256
Stercobilin,4TMS,isomer #1	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4561.2	Semi standard non polar	33892256
Stercobilin,4TMS,isomer #1	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4642.8	Standard non polar	33892256
Stercobilin,4TMS,isomer #1	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	5991.1	Standard polar	33892256
Stercobilin,4TMS,isomer #2	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4395.8	Semi standard non polar	33892256
Stercobilin,4TMS,isomer #2	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4602.4	Standard non polar	33892256
Stercobilin,4TMS,isomer #2	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	5738.4	Standard polar	33892256
Stercobilin,4TMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4541.1	Semi standard non polar	33892256
Stercobilin,4TMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4659.0	Standard non polar	33892256
Stercobilin,4TMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	5957.5	Standard polar	33892256
Stercobilin,4TMS,isomer #4	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4465.3	Semi standard non polar	33892256
Stercobilin,4TMS,isomer #4	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	4670.9	Standard non polar	33892256
Stercobilin,4TMS,isomer #4	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	5781.8	Standard polar	33892256
Stercobilin,4TMS,isomer #5	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4481.2	Semi standard non polar	33892256
Stercobilin,4TMS,isomer #5	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	4664.7	Standard non polar	33892256
Stercobilin,4TMS,isomer #5	CC[C@H]1C(=O)N([Si](C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C2C)[C@@H]1C	5803.2	Standard polar	33892256
Stercobilin,1TBDMS,isomer #1	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	5028.7	Semi standard non polar	33892256
Stercobilin,1TBDMS,isomer #2	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C2C)[C@@H]1C	5039.4	Semi standard non polar	33892256
Stercobilin,1TBDMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	5035.4	Semi standard non polar	33892256
Stercobilin,1TBDMS,isomer #4	CC[C@H]1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4924.7	Semi standard non polar	33892256
Stercobilin,1TBDMS,isomer #5	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4894.1	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #1	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C2C)[C@@H]1C	5078.9	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #10	CC[C@H]1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4844.8	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #2	CC[C@H]1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4973.1	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #3	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	5107.3	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #4	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)O)=C2C)[C@@H]1C	4940.5	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #5	CC[C@H]1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)[NH]3)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C2C)[C@@H]1C	4986.5	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #6	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C2C)[C@@H]1C	5110.3	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #7	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C2C)[C@@H]1C	4955.9	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #8	CC[C@H]1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@@H]4NC(=O)[C@H](C)[C@H]4CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	5031.7	Semi standard non polar	33892256
Stercobilin,2TBDMS,isomer #9	CC[C@H]1C(=O)N[C@@H](CC2=N/C(=C\C3=C(CCC(=O)O)C(C)=C(C[C@H]4[C@H](CC)[C@@H](C)C(=O)N4[Si](C)(C)C(C)(C)C)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C2C)[C@@H]1C	5007.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS ("Stercobilin,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stercobilin GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 10V, Positive-QTOF	splash10-004i-0000090000-80abce3e1b5b633de45c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 20V, Positive-QTOF	splash10-002k-0110290000-74155d790c51cb5f4f64	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 40V, Positive-QTOF	splash10-00kk-2250970000-ca8deae27a6888e1c0d9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 10V, Negative-QTOF	splash10-002f-0000090000-bea486462a6e82c61e6a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 20V, Negative-QTOF	splash10-004m-1000190000-0cfa4abfbc03ce47cce8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 40V, Negative-QTOF	splash10-0006-9010350000-6e1d6331d86917b843f0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 10V, Negative-QTOF	splash10-0006-0000090000-567dfbe6efb0fc293caa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 20V, Negative-QTOF	splash10-06rx-0100970000-34b0639e34a29d36b0a2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 40V, Negative-QTOF	splash10-006x-2720960000-913bff59f1ce6be92215	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 10V, Positive-QTOF	splash10-0udi-0000940000-e911f2a7c65201a17cd1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 20V, Positive-QTOF	splash10-0fba-0200960000-112789f3b6500034d7c3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stercobilin 40V, Positive-QTOF	splash10-001i-2200930000-f1e79c43c389134cf5e8	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

16736732

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Stercobilin

METLIN ID

Not Available

PubChem Compound

44457542

PDB ID

Not Available

ChEBI ID

29023

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Treem WR, Malet PF, Gourley GR, Hyams JS: Bile and stone analysis in two infants with brown pigment gallstones and infected bile. Gastroenterology. 1989 Feb;96(2 Pt 1):519-23. [PubMed:2642880 ]
Jimenez-Giron A, Ibanez C, Cifuentes A, Simo C, Munoz-Gonzalez I, Martin-Alvarez PJ, Bartolome B, Moreno-Arribas MV: Faecal metabolomic fingerprint after moderate consumption of red wine by healthy subjects. J Proteome Res. 2015 Feb 6;14(2):897-905. doi: 10.1021/pr500960g. Epub 2014 Dec 31. [PubMed:25496753 ]
Seyfried H, Klicpera M, Leithner C, Penner E: [Bilirubin metabolism (author's transl)]. Wien Klin Wochenschr. 1976 Aug 13;88(15):477-82. [PubMed:793184 ]

Showing metabocard for Stercobilin (HMDB0240259)

MOL for HMDB0240259 (Stercobilin)

3D MOL for HMDB0240259 (Stercobilin)

3D SDF for HMDB0240259 (Stercobilin)

3D-SDF for HMDB0240259 (Stercobilin)

PDB for HMDB0240259 (Stercobilin)

3D PDB for HMDB0240259 (Stercobilin)

SMILES for HMDB0240259 (Stercobilin)

INCHI for HMDB0240259 (Stercobilin)

Structure for HMDB0240259 (Stercobilin)

3D Structure for HMDB0240259 (Stercobilin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra