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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (8) Show 9 proteins XML

enzymes (1)transporters (8) Show 9 proteins

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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:39 UTC

Update Date

2022-03-07 02:49:13 UTC

HMDB ID

HMDB0002163

Secondary Accession Numbers

HMDB02163

Metabolite Identification

Common Name

Trihydroxycoprostanoic acid

Description

Trihydroxycoprostanoic acid is excreted in the urine of patients with Zellweger syndrome (PMID 7347441 ), a genetic disorder. The oxidation trihydroxycoprostanic acid is deficient in liver homogenates from patients with peroxisomal diseases (PMID 2576087 ). Trihydroxycoprostanoic acid is found to be associated with adrenoleukodystrophy (ALD), which is also an inborn error of metabolism.

Structure

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

Untitled Document-6
  Mrv0541 02231219232D          

 36 39  0  0  0  0            999 V2000
   -3.4141   -1.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4141   -2.1801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6996   -2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -2.1801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9852   -1.3551    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6996   -0.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562   -2.1801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5562   -1.3551    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2707   -0.9426    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1582   -0.9426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1582   -0.1176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.0048    1.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    1.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2445    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9852   -3.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1987   -0.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -1.7676    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -2.7635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5707   -1.6571    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6832   -0.2281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1286   -2.5926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -3.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -3.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
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 22 24  1  0  0  0  0
 18 25  1  6  0  0  0
 17 18  1  1  0  0  0
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  4 28  1  1  0  0  0
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 11 32  1  6  0  0  0
 10 33  1  6  0  0  0
  2 34  1  6  0  0  0
 28 35  1  0  0  0  0
 28 36  2  0  0  0  0
M  END

HMDB0002163
     RDKit          3D
Trihydroxycoprostanoic acid
 81 84  0  0  0  0  0  0  0  0999 V2000
    4.2701    5.3995    3.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0440    5.3003    2.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1320    6.4539    3.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3076    4.0028    3.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4261    2.6828   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8452    0.3971   -1.0464 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4256   -0.8662   -1.6851 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.8448   -0.5266    1.1845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2183   -0.5526    1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808    0.5712    0.3636 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2066    0.6386    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978   -3.3543   -1.3348 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2205   -3.4181   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -4.3855   -0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6292   -5.7975   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9392   -5.9646   -2.2445 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.9500   -3.5328   -2.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0144   -3.5905   -3.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -4.5990   -4.5466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8961   -2.5601   -4.0923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -2.4093   -2.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2885   -1.0557   -2.9368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3353   -0.1145   -2.9665 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    5.2251    4.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773    4.5866    3.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994    6.3988    3.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653    5.3275    1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4175    6.5706    2.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    7.3963    3.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    6.2461    4.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0044    4.0001    4.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714    3.1319    3.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3489    4.1407    1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0581    2.8086    3.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    1.8174    2.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812    1.5431    2.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.8780    3.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8626    3.1109    1.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0381    1.7060    0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0661    1.9944   -2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6127    1.5593   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    0.4390   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -0.8001   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8071   -1.9062    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6464    0.2439   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -2.5387   -1.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
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 32 80  1  6
 33 81  1  0
M  END

Untitled Document-6
  Mrv0541 02231219232D          

 36 39  0  0  0  0            999 V2000
   -3.4141   -1.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4141   -2.1801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6996   -2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -2.1801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.0667    2.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1286    3.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6832   -0.2281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1286   -2.5926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -3.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -3.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 18 25  1  6  0  0  0
 17 18  1  1  0  0  0
 12 26  1  1  0  0  0
 13 27  1  6  0  0  0
  4 28  1  1  0  0  0
  5 29  1  1  0  0  0
  9 30  1  1  0  0  0
  8 31  1  6  0  0  0
 11 32  1  6  0  0  0
 10 33  1  6  0  0  0
  2 34  1  6  0  0  0
 28 35  1  0  0  0  0
 28 36  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002163

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2(C[C@H](O)CC[C@]12C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H48O5/c1-16(2)7-6-8-17(3)19-9-10-20-24-21(13-23(31)27(19,20)5)26(4)12-11-18(29)14-28(26,25(32)33)15-22(24)30/h16-24,29-31H,6-15H2,1-5H3,(H,32,33)/t17-,18-,19-,20+,21+,22-,23+,24+,26-,27-,28+/m1/s1

> <INCHI_KEY>
JIFNDZCDNLFAKC-YAODFNMUSA-N

> <FORMULA>
C28H48O5

> <MOLECULAR_WEIGHT>
464.6777

> <EXACT_MASS>
464.350174646

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
55.36725821382824

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-7-carboxylic acid

> <ALOGPS_LOGP>
3.51

> <JCHEM_LOGP>
4.4706323669999986

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.753264171493406

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.351728573109818

> <JCHEM_PKA_STRONGEST_BASIC>
-0.39637086431302937

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
129.06679999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002163
     RDKit          3D
Trihydroxycoprostanoic acid
 81 84  0  0  0  0  0  0  0  0999 V2000
    4.2701    5.3995    3.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0440    5.3003    2.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1320    6.4539    3.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3076    4.0028    3.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0813    3.9617    2.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636    2.6834    2.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8698    2.3873    1.9902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8659    3.5362    2.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395    1.9360    0.6352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4261    2.6828   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372    1.6646   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452    0.3971   -1.0464 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4256   -0.8662   -1.6851 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7443   -2.0095   -0.7727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2917   -1.8302    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448   -0.5266    1.1845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2183   -0.5526    1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808    0.5712    0.3636 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2066    0.6386    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978   -3.3543   -1.3348 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2205   -3.4181   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -4.3855   -0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6292   -5.7975   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9392   -5.9646   -2.2445 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7166   -7.1244   -2.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780   -4.8060   -2.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500   -3.5328   -2.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0144   -3.5905   -3.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -4.5990   -4.5466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8961   -2.5601   -4.0923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -2.4093   -2.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2885   -1.0557   -2.9368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3353   -0.1145   -2.9665 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    5.2251    4.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773    4.5866    3.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994    6.3988    3.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653    5.3275    1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4175    6.5706    2.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    7.3963    3.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    6.2461    4.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0044    4.0001    4.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714    3.1319    3.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    4.7865    2.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489    4.1407    1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0581    2.8086    3.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    1.8174    2.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812    1.5431    2.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.8780    3.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632    4.3390    1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8626    3.1109    1.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0381    1.7060    0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1231    3.5060   -0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5551    3.1321   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661    1.9944   -2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6127    1.5593   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    0.4390   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -0.8001   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713   -2.0788   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8071   -1.9062    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173   -2.6294    1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311   -0.4442    2.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5272   -1.4357    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    1.6543    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -0.0495    1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6464    0.2439   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -2.5387   -1.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -3.4694   -0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4616   -4.3666   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -4.3006    0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -4.1328    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -6.2804   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847   -6.3847   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0095   -6.0944   -2.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -7.3737   -3.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753   -4.9681   -3.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5651   -4.6594   -1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -2.3081   -5.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758   -2.4963   -2.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955   -2.5809   -4.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.8612   -3.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0552   -0.5015   -2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  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  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  6
 14 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  6
 28 29  2  0
 28 30  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 18  9  1  0
 27 20  1  0
 18 12  1  0
 32 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  1
  8 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  6
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  1
 13 57  1  6
 14 58  1  1
 15 59  1  0
 15 60  1  0
 16 61  1  1
 17 62  1  0
 19 63  1  0
 19 64  1  0
 19 65  1  0
 21 66  1  0
 21 67  1  0
 21 68  1  0
 22 69  1  0
 22 70  1  0
 23 71  1  0
 23 72  1  0
 24 73  1  6
 25 74  1  0
 26 75  1  0
 26 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 32 80  1  6
 33 81  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-6                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.373  -2.530   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.373  -4.070   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.039  -4.840   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.706  -4.070   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.706  -2.530   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.039  -1.760   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.372  -4.840   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.038  -4.070   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.038  -2.530   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.372  -1.760   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.295  -1.760   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.295  -0.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.038   0.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.372  -0.220   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.760  -2.235   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.665  -0.990   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.760   0.256   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.236   1.721   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.742   2.041   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.218   3.506   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.725   3.826   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.200   5.291   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.707   5.611   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.111   6.380   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.147   2.810   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.456   1.312   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.038   2.090   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -3.706  -5.610   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.104  -1.042   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       0.295  -3.300   0.000  0.00  0.00           H+0
HETATM   31  O   UNK     0       0.051  -5.159   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0       1.065  -3.093   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.142  -0.426   0.000  0.00  0.00           H+0
HETATM   34  O   UNK     0      -7.707  -4.840   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -5.039  -6.380   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.372  -6.380   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   34                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   28                                             
CONECT    5    4    6   10   29                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8   10   11   30                                             
CONECT   10    9    5   14   33                                             
CONECT   11    9   12   15   32                                             
CONECT   12   11   13   17   26                                             
CONECT   13   12   14   27                                                  
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   19   25   17                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   18                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28    4   35   36                                                  
CONECT   29    5                                                            
CONECT   30    9                                                            
CONECT   31    8                                                            
CONECT   32   11                                                            
CONECT   33   10                                                            
CONECT   34    2                                                            
CONECT   35   28                                                            
CONECT   36   28                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

COMPND    HMDB0002163
HETATM    1  C1  UNL     1       4.270   5.400   3.870  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.044   5.300   2.995  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.132   6.454   3.310  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.308   4.003   3.314  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.081   3.962   2.399  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.364   2.683   2.720  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.870   2.387   1.990  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.866   3.536   2.237  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.940   1.936   0.635  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.426   2.683  -0.524  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.437   1.665  -1.694  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.845   0.397  -1.046  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.426  -0.866  -1.685  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.744  -2.010  -0.773  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.292  -1.830   0.645  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.845  -0.527   1.184  1.00  0.00           C  
HETATM   17  O1  UNL     1      -2.218  -0.553   1.048  1.00  0.00           O  
HETATM   18  C17 UNL     1      -0.281   0.571   0.364  1.00  0.00           C  
HETATM   19  C18 UNL     1       1.207   0.639   0.360  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.298  -3.354  -1.335  1.00  0.00           C  
HETATM   21  C20 UNL     1       1.221  -3.418  -1.429  1.00  0.00           C  
HETATM   22  C21 UNL     1      -0.699  -4.386  -0.302  1.00  0.00           C  
HETATM   23  C22 UNL     1      -0.629  -5.797  -0.782  1.00  0.00           C  
HETATM   24  C23 UNL     1      -0.939  -5.965  -2.244  1.00  0.00           C  
HETATM   25  O2  UNL     1      -1.717  -7.124  -2.457  1.00  0.00           O  
HETATM   26  C24 UNL     1      -1.778  -4.806  -2.681  1.00  0.00           C  
HETATM   27  C25 UNL     1      -0.950  -3.533  -2.666  1.00  0.00           C  
HETATM   28  C26 UNL     1       0.014  -3.591  -3.797  1.00  0.00           C  
HETATM   29  O3  UNL     1       0.068  -4.599  -4.547  1.00  0.00           O  
HETATM   30  O4  UNL     1       0.896  -2.560  -4.092  1.00  0.00           O  
HETATM   31  C27 UNL     1      -1.913  -2.409  -2.997  1.00  0.00           C  
HETATM   32  C28 UNL     1      -1.288  -1.056  -2.937  1.00  0.00           C  
HETATM   33  O5  UNL     1      -2.335  -0.114  -2.966  1.00  0.00           O  
HETATM   34  H1  UNL     1       3.931   5.225   4.914  1.00  0.00           H  
HETATM   35  H2  UNL     1       4.977   4.587   3.612  1.00  0.00           H  
HETATM   36  H3  UNL     1       4.699   6.399   3.720  1.00  0.00           H  
HETATM   37  H4  UNL     1       3.365   5.328   1.938  1.00  0.00           H  
HETATM   38  H5  UNL     1       1.417   6.571   2.456  1.00  0.00           H  
HETATM   39  H6  UNL     1       2.684   7.396   3.452  1.00  0.00           H  
HETATM   40  H7  UNL     1       1.507   6.246   4.208  1.00  0.00           H  
HETATM   41  H8  UNL     1       2.004   4.000   4.379  1.00  0.00           H  
HETATM   42  H9  UNL     1       2.971   3.132   3.159  1.00  0.00           H  
HETATM   43  H10 UNL     1       0.419   4.786   2.805  1.00  0.00           H  
HETATM   44  H11 UNL     1       1.349   4.141   1.371  1.00  0.00           H  
HETATM   45  H12 UNL     1       0.058   2.809   3.813  1.00  0.00           H  
HETATM   46  H13 UNL     1       1.076   1.817   2.790  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.381   1.543   2.629  1.00  0.00           H  
HETATM   48  H15 UNL     1      -1.842   3.878   3.275  1.00  0.00           H  
HETATM   49  H16 UNL     1      -1.663   4.339   1.494  1.00  0.00           H  
HETATM   50  H17 UNL     1      -2.863   3.111   1.944  1.00  0.00           H  
HETATM   51  H18 UNL     1      -2.038   1.706   0.367  1.00  0.00           H  
HETATM   52  H19 UNL     1      -1.123   3.506  -0.863  1.00  0.00           H  
HETATM   53  H20 UNL     1       0.555   3.132  -0.480  1.00  0.00           H  
HETATM   54  H21 UNL     1      -1.066   1.994  -2.520  1.00  0.00           H  
HETATM   55  H22 UNL     1       0.613   1.559  -2.079  1.00  0.00           H  
HETATM   56  H23 UNL     1      -1.964   0.439  -0.896  1.00  0.00           H  
HETATM   57  H24 UNL     1       0.612  -0.800  -2.006  1.00  0.00           H  
HETATM   58  H25 UNL     1      -1.871  -2.079  -0.730  1.00  0.00           H  
HETATM   59  H26 UNL     1       0.807  -1.906   0.761  1.00  0.00           H  
HETATM   60  H27 UNL     1      -0.817  -2.629   1.246  1.00  0.00           H  
HETATM   61  H28 UNL     1      -0.531  -0.444   2.256  1.00  0.00           H  
HETATM   62  H29 UNL     1      -2.527  -1.436   1.413  1.00  0.00           H  
HETATM   63  H30 UNL     1       1.588   1.654   0.457  1.00  0.00           H  
HETATM   64  H31 UNL     1       1.638  -0.049   1.141  1.00  0.00           H  
HETATM   65  H32 UNL     1       1.646   0.244  -0.603  1.00  0.00           H  
HETATM   66  H33 UNL     1       1.668  -2.539  -1.887  1.00  0.00           H  
HETATM   67  H34 UNL     1       1.592  -3.469  -0.369  1.00  0.00           H  
HETATM   68  H35 UNL     1       1.462  -4.367  -1.951  1.00  0.00           H  
HETATM   69  H36 UNL     1       0.080  -4.301   0.514  1.00  0.00           H  
HETATM   70  H37 UNL     1      -1.676  -4.133   0.169  1.00  0.00           H  
HETATM   71  H38 UNL     1       0.357  -6.280  -0.529  1.00  0.00           H  
HETATM   72  H39 UNL     1      -1.385  -6.385  -0.218  1.00  0.00           H  
HETATM   73  H40 UNL     1       0.010  -6.094  -2.767  1.00  0.00           H  
HETATM   74  H41 UNL     1      -1.710  -7.374  -3.402  1.00  0.00           H  
HETATM   75  H42 UNL     1      -2.275  -4.968  -3.642  1.00  0.00           H  
HETATM   76  H43 UNL     1      -2.565  -4.659  -1.890  1.00  0.00           H  
HETATM   77  H44 UNL     1       1.162  -2.308  -5.040  1.00  0.00           H  
HETATM   78  H45 UNL     1      -2.876  -2.496  -2.451  1.00  0.00           H  
HETATM   79  H46 UNL     1      -2.196  -2.581  -4.079  1.00  0.00           H  
HETATM   80  H47 UNL     1      -0.689  -0.861  -3.845  1.00  0.00           H  
HETATM   81  H48 UNL     1      -3.055  -0.502  -2.400  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    4   37
CONECT    3   38   39   40
CONECT    4    5   41   42
CONECT    5    6   43   44
CONECT    6    7   45   46
CONECT    7    8    9   47
CONECT    8   48   49   50
CONECT    9   10   18   51
CONECT   10   11   52   53
CONECT   11   12   54   55
CONECT   12   13   18   56
CONECT   13   14   32   57
CONECT   14   15   20   58
CONECT   15   16   59   60
CONECT   16   17   18   61
CONECT   17   62
CONECT   18   19
CONECT   19   63   64   65
CONECT   20   21   22   27
CONECT   21   66   67   68
CONECT   22   23   69   70
CONECT   23   24   71   72
CONECT   24   25   26   73
CONECT   25   74
CONECT   26   27   75   76
CONECT   27   28   31
CONECT   28   29   29   30
CONECT   30   77
CONECT   31   32   78   79
CONECT   32   33   80
CONECT   33   81
END

HMDB0002163
     RDKit          3D
Trihydroxycoprostanoic acid
 81 84  0  0  0  0  0  0  0  0999 V2000
    4.2701    5.3995    3.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0440    5.3003    2.9949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1320    6.4539    3.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3076    4.0028    3.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0813    3.9617    2.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636    2.6834    2.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8698    2.3873    1.9902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8659    3.5362    2.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395    1.9360    0.6352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4261    2.6828   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372    1.6646   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452    0.3971   -1.0464 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4256   -0.8662   -1.6851 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7443   -2.0095   -0.7727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2917   -1.8302    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448   -0.5266    1.1845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2183   -0.5526    1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808    0.5712    0.3636 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2066    0.6386    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978   -3.3543   -1.3348 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2205   -3.4181   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -4.3855   -0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6292   -5.7975   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9392   -5.9646   -2.2445 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7166   -7.1244   -2.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780   -4.8060   -2.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500   -3.5328   -2.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0144   -3.5905   -3.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -4.5990   -4.5466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8961   -2.5601   -4.0923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -2.4093   -2.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2885   -1.0557   -2.9368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3353   -0.1145   -2.9665 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    5.2251    4.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773    4.5866    3.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994    6.3988    3.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653    5.3275    1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4175    6.5706    2.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    7.3963    3.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    6.2461    4.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0044    4.0001    4.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714    3.1319    3.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    4.7865    2.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489    4.1407    1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0581    2.8086    3.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    1.8174    2.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812    1.5431    2.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.8780    3.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632    4.3390    1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8626    3.1109    1.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0381    1.7060    0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1231    3.5060   -0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5551    3.1321   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661    1.9944   -2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6127    1.5593   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    0.4390   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -0.8001   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713   -2.0788   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8071   -1.9062    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173   -2.6294    1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311   -0.4442    2.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5272   -1.4357    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    1.6543    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -0.0495    1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6464    0.2439   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -2.5387   -1.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -3.4694   -0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4616   -4.3666   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -4.3006    0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -4.1328    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -6.2804   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847   -6.3847   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0095   -6.0944   -2.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -7.3737   -3.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753   -4.9681   -3.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5651   -4.6594   -1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -2.3081   -5.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758   -2.4963   -2.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955   -2.5809   -4.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.8612   -3.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0552   -0.5015   -2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  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  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  6
 14 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  6
 28 29  2  0
 28 30  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 18  9  1  0
 27 20  1  0
 18 12  1  0
 32 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  1
  8 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  6
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  1
 13 57  1  6
 14 58  1  1
 15 59  1  0
 15 60  1  0
 16 61  1  1
 17 62  1  0
 19 63  1  0
 19 64  1  0
 19 65  1  0
 21 66  1  0
 21 67  1  0
 21 68  1  0
 22 69  1  0
 22 70  1  0
 23 71  1  0
 23 72  1  0
 24 73  1  6
 25 74  1  0
 26 75  1  0
 26 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 32 80  1  6
 33 81  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Trihydroxycoprostanoate	Generator
3 alpha,7 alpha,12 alpha-Trihydroxycoprostanic acid	MeSH
3,7,12-Trihydroxycoprostanic acid	MeSH
3 alpha,7 alpha,12 alpha-Trihydroxy-5 beta-cholestanoic acid	MeSH
(3a,5b,7a,12a)-3,7,12-Trihydroxy-cholestane-5-carboxylate	HMDB
(3a,5b,7a,12a)-3,7,12-Trihydroxy-cholestane-5-carboxylic acid	HMDB
(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-5-carboxylate	HMDB
(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-5-carboxylic acid	HMDB
3,7,12-Trihydroxycoprostanate	HMDB
3alpha,7alpha,12alpha-Trihydroxycoprostanate	HMDB
3alpha,7alpha,12alpha-Trihydroxycoprostanic acid	HMDB
5-Thca	HMDB, MeSH
Tryhydroxycoprostanate	HMDB
Tryhydroxycoprostanic acid	HMDB
(1S,2R,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-Trihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-7-carboxylate	Generator, HMDB

Chemical Formula

C₂₈H₄₈O₅

Average Molecular Weight

464.6777

Monoisotopic Molecular Weight

464.350174646

IUPAC Name

(1S,2R,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-7-carboxylic acid

Traditional Name

(1S,2R,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-7-carboxylic acid

CAS Registry Number

863-39-8

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2(C[C@H](O)CC[C@]12C)C(O)=O

InChI Identifier

InChI=1S/C28H48O5/c1-16(2)7-6-8-17(3)19-9-10-20-24-21(13-23(31)27(19,20)5)26(4)12-11-18(29)14-28(26,25(32)33)15-22(24)30/h16-24,29-31H,6-15H2,1-5H3,(H,32,33)/t17-,18-,19-,20+,21+,22-,23+,24+,26-,27-,28+/m1/s1

InChI Key

JIFNDZCDNLFAKC-YAODFNMUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholesterol-skeleton
Steroid acid
3-hydroxysteroid
12-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
7-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Polyol
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (HMDB: HMDB0002163)

Genetic disorder

Nontypified gene mutation

PBD-Zellweger syndrome spectrum

Zellweger disorder (HMDB: HMDB0002163)

Inborn errors of metabolism

Adrenoleukodystrophy (HMDB: HMDB0002163)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 2921319)

Cellular substructure

Organelle

Peroxisome (HMDB: HMDB0002163)

Tissue

All Tissues (HMDB: HMDB0002163)

Connective tissue

Adipose tissue (HMDB: HMDB0002163)

Nervous tissue

Hepatic tissue (HMDB: HMDB0002163)

Organ

Liver (HMDB: HMDB0002163)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002163)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002163)

Source

Endogenous

Endogenous (HMDB: HMDB0002163)

Animal

Animal (HMDB: HMDB0002163)

Exogenous

Food

Food (HMDB: HMDB0002163)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0002163)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002163)

Molecular messenger

Signaling molecule (HMDB: HMDB0002163)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002163)

Pharmaceutical industry

Biomarker

Zellweger Syndrome (MarkerDB: MDB00000381)
D-Bifunctional protein deficiency (MarkerDB: MDB00000381)

Physical Properties

State

Solid

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
Water Solubility	0.013 g/L	ALOGPS
logP	3.51	ALOGPS
logP	4.47	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	129.07 m³·mol⁻¹	ChemAxon
Polarizability	55.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M-2H]-	257.337	30932474
DeepCCS	[M+Na]+	231.111	30932474
AllCCS	[M+H]+	215.0	32859911
AllCCS	[M+H-H2O]+	213.3	32859911
AllCCS	[M+NH4]+	216.5	32859911
AllCCS	[M+Na]+	216.9	32859911
AllCCS	[M-H]-	210.7	32859911
AllCCS	[M+Na-2H]-	213.2	32859911
AllCCS	[M+HCOO]-	216.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trihydroxycoprostanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2(C[C@H](O)CC[C@]12C)C(O)=O	3959.5	Standard polar	33892256
Trihydroxycoprostanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2(C[C@H](O)CC[C@]12C)C(O)=O	3550.0	Standard non polar	33892256
Trihydroxycoprostanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2(C[C@H](O)CC[C@]12C)C(O)=O	3882.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trihydroxycoprostanoic acid,1TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O)C[C@H]3O	3566.3	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,1TMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O)C[C@H]3O[Si](C)(C)C	3531.3	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,1TMS,isomer #3	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@]1(C(=O)O)C[C@H]3O	3598.1	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,1TMS,isomer #4	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O[Si](C)(C)C)C[C@H]3O	3503.2	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@]1(C(=O)O)C[C@H]3O	3485.6	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O[Si](C)(C)C)C[C@H]3O	3431.1	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TMS,isomer #3	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O)C[C@H]3O[Si](C)(C)C	3491.4	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TMS,isomer #4	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@]1(C(=O)O)C[C@H]3O[Si](C)(C)C	3459.1	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TMS,isomer #5	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O[Si](C)(C)C)C[C@H]3O[Si](C)(C)C	3408.1	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TMS,isomer #6	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@]1(C(=O)O[Si](C)(C)C)C[C@H]3O	3430.1	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,3TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@]1(C(=O)O[Si](C)(C)C)C[C@H]3O	3400.2	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,3TMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@]1(C(=O)O)C[C@H]3O[Si](C)(C)C	3444.4	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,3TMS,isomer #3	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O[Si](C)(C)C)C[C@H]3O[Si](C)(C)C	3423.7	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,3TMS,isomer #4	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@]1(C(=O)O[Si](C)(C)C)C[C@H]3O[Si](C)(C)C	3374.9	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,4TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)C[C@@]1(C(=O)O[Si](C)(C)C)C[C@H]3O[Si](C)(C)C	3401.5	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,1TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O)C[C@H]3O	3780.7	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,1TBDMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O)C[C@H]3O[Si](C)(C)C(C)(C)C	3750.6	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,1TBDMS,isomer #3	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]1(C(=O)O)C[C@H]3O	3840.7	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,1TBDMS,isomer #4	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]3O	3771.4	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]1(C(=O)O)C[C@H]3O	3949.2	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TBDMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]3O	3912.2	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TBDMS,isomer #3	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O)C[C@H]3O[Si](C)(C)C(C)(C)C	3933.0	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TBDMS,isomer #4	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]1(C(=O)O)C[C@H]3O[Si](C)(C)C(C)(C)C	3920.5	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TBDMS,isomer #5	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]3O[Si](C)(C)C(C)(C)C	3884.5	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,2TBDMS,isomer #6	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]3O	3941.6	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,3TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]3O	4118.0	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,3TBDMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]1(C(=O)O)C[C@H]3O[Si](C)(C)C(C)(C)C	4123.2	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,3TBDMS,isomer #3	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]3O[Si](C)(C)C(C)(C)C	4108.8	Semi standard non polar	33892256
Trihydroxycoprostanoic acid,3TBDMS,isomer #4	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]3O[Si](C)(C)C(C)(C)C	4076.0	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 - Trihydroxycoprostanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-006w-1151900000-9964b763512a2672587e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihydroxycoprostanoic acid GC-MS (3 TMS) - 70eV, Positive	splash10-014i-3214059000-4094305c0a69ba80bb14	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trihydroxycoprostanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Trihydroxycoprostanoic acid 10V, Positive-QTOF	splash10-002b-0000900000-b0a4411cb2684a1a2972	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 20V, Positive-QTOF	splash10-0fba-1101900000-990e05e4698fd587ab83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 40V, Positive-QTOF	splash10-0avi-8404900000-1b74f95b874b3c97fd32	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 10V, Negative-QTOF	splash10-03dj-0000900000-bad6122da3518cc7d5b6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 20V, Negative-QTOF	splash10-0wmj-0000900000-e2d7732c54b6600adc8a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 40V, Negative-QTOF	splash10-0v00-1002900000-8baa3514da0d45921e79	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 10V, Negative-QTOF	splash10-03di-0000900000-915fa80269f79ccefd03	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 20V, Negative-QTOF	splash10-03di-0000900000-f34f75240f81eb3f52f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 40V, Negative-QTOF	splash10-03di-0003900000-546ed85bdaefe541670e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 10V, Positive-QTOF	splash10-014j-0000900000-3f74f7ede1344fce4d83	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 20V, Positive-QTOF	splash10-0zfr-5103900000-7ac26fb2207619da057a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxycoprostanoic acid 40V, Positive-QTOF	splash10-052f-9322000000-2321f8e3f4c0e7f6b080	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane
Peroxisome

Biospecimen Locations

Blood

Tissue Locations

Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0 uM	Adult (>18 years old)	Both	Normal	2921319	details
Blood	Detected and Quantified	0 uM	Newborn (0-30 days old)	Both	Normal	2921319	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	8.8 uM	Infant (0-1 year old)	Male	Pseudo Zellweger->D-bifunctional protein deficiency	2921319	details
Blood	Detected and Quantified	11.4 +/- 5.2 uM	Adult (>18 years old)	Both	Zellweger syndrome	2921319	details
Blood	Detected and Quantified	10.9 +/- 14.6 uM	Newborn (0-30 days old)	Both	Adrenoleukodystrophy (ALD)	2921319	details

Associated Disorders and Diseases

Disease References

Peroxisomal biogenesis defect
Watkins PA, Chen WW, Harris CJ, Hoefler G, Hoefler S, Blake DC Jr, Balfe A, Kelley RI, Moser AB, Beard ME, et al.: Peroxisomal bifunctional enzyme deficiency. J Clin Invest. 1989 Mar;83(3):771-7. [PubMed:2921319 ]
Adrenoleukodystrophy
Watkins PA, Chen WW, Harris CJ, Hoefler G, Hoefler S, Blake DC Jr, Balfe A, Kelley RI, Moser AB, Beard ME, et al.: Peroxisomal bifunctional enzyme deficiency. J Clin Invest. 1989 Mar;83(3):771-7. [PubMed:2921319 ]
D-Bifunctional protein deficiency
Watkins PA, Chen WW, Harris CJ, Hoefler G, Hoefler S, Blake DC Jr, Balfe A, Kelley RI, Moser AB, Beard ME, et al.: Peroxisomal bifunctional enzyme deficiency. J Clin Invest. 1989 Mar;83(3):771-7. [PubMed:2921319 ]

Associated OMIM IDs

214100 (Peroxisomal biogenesis defect)
300100 (Adrenoleukodystrophy)
261515 (D-Bifunctional protein deficiency)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022877

KNApSAcK ID

Not Available

Chemspider ID

108961

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6519

PubChem Compound

122166

PDB ID

Not Available

ChEBI ID

89753

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000381

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Casteels M, Van Roermund CW, Schepers L, Govaert L, Eyssen HJ, Mannaerts GP, Wanders RJ: Deficient oxidation of trihydroxycoprostanic acid in liver homogenates from patients with peroxisomal diseases. J Inherit Metab Dis. 1989;12(4):415-22. [PubMed:2576087 ]
Wanders RJ, Schutgens RB, Heymans HS: Deficient cholesterol side chain oxidation in patients without peroxisomes (Zellweger syndrome): evidence for the involvement of peroxisomes in bile acid synthesis in man. Clin Chim Acta. 1987 Feb 15;162(3):295-301. [PubMed:3568406 ]
Muller-Hocker J, Bise K, Endres W, Hubner G: [Morphology and diagnosis of Zellweger syndrome. A contribution to combined cytochemical-finestructural identification of peroxisomes in autopsy material and frozen liver tissue with case report]. Virchows Arch A Pathol Anat Histol. 1981;393(1):103-14. [PubMed:7347441 ]

Enzymes

Enzyme Details

1. Gastrotropin

General function:: Involved in binding
Specific function:: Ileal protein which stimulates gastric acid and pepsinogen secretion. Seems to be able to bind to bile salts and bilirubins. Isoform 2 is essential for the survival of colon cancer cells to bile acid-induced apoptosis
Gene Name:: FABP6
Uniprot ID:: P51161
Molecular weight:: 14371.2

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B3

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:: SLCO1B3
Uniprot ID:: Q9NPD5
Molecular weight:: 77402.2

Enzyme Details

2. 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

Michalski C, Cui Y, Nies AT, Nuessler AK, Neuhaus P, Zanger UM, Klein K, Eichelbaum M, Keppler D, Konig J: A naturally occurring mutation in the SLC21A6 gene causing impaired membrane localization of the hepatocyte uptake transporter. J Biol Chem. 2002 Nov 8;277(45):43058-63. Epub 2002 Aug 23. [PubMed:12196548 ]

Enzyme Details

3. Canalicular multispecific organic anion transporter 2

General function:: Involved in ATP binding
Specific function:: May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:: ABCC3
Uniprot ID:: O15438
Molecular weight:: 169341.1

Enzyme Details

4. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

Enzyme Details

5. Ileal sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: Plays a critical role in the sodium-dependent reabsorption of bile acids from the lumen of the small intestine. Plays a key role in cholesterol metabolism
Gene Name:: SLC10A2
Uniprot ID:: Q12908
Molecular weight:: 37697.4

References

Kramer W, Girbig F, Glombik H, Corsiero D, Stengelin S, Weyland C: Identification of a ligand-binding site in the Na+/bile acid cotransporting protein from rabbit ileum. J Biol Chem. 2001 Sep 21;276(38):36020-7. Epub 2001 Jul 10. [PubMed:11447228 ]

Enzyme Details

6. Sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: The hepatic sodium/bile acid uptake system exhibits broad substrate specificity and transports various non-bile acid organic compounds as well. It is strictly dependent on the extracellular presence of sodium.
Gene Name:: SLC10A1
Uniprot ID:: Q14973
Molecular weight:: 38118.64

Enzyme Details

7. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

Enzyme Details

8. Solute carrier organic anion transporter family member 4A1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as the thyroid hormones T3 (triiodo-L-thyronine), T4 (thyroxine) and rT3, and of estrone-3-sulfate and taurocholate
Gene Name:: SLCO4A1
Uniprot ID:: Q96BD0
Molecular weight:: 77192.5

Showing metabocard for Trihydroxycoprostanoic acid (HMDB0002163)

MOL for HMDB0002163 (Trihydroxycoprostanoic acid)

3D MOL for HMDB0002163 (Trihydroxycoprostanoic acid)

3D SDF for HMDB0002163 (Trihydroxycoprostanoic acid)

3D-SDF for HMDB0002163 (Trihydroxycoprostanoic acid)

PDB for HMDB0002163 (Trihydroxycoprostanoic acid)

3D PDB for HMDB0002163 (Trihydroxycoprostanoic acid)

SMILES for HMDB0002163 (Trihydroxycoprostanoic acid)

INCHI for HMDB0002163 (Trihydroxycoprostanoic acid)

Structure for HMDB0002163 (Trihydroxycoprostanoic acid)

3D Structure for HMDB0002163 (Trihydroxycoprostanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References