Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:00 UTC

HMDB ID

HMDB0000330

Secondary Accession Numbers

HMDB00330

Metabolite Identification

Common Name

3a,4b,12a-Trihydroxy-5b-cholanoic acid

Description

3a,4b,12a-Trihydroxy-5b-cholanoic acid belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Based on a literature review very few articles have been published on 3a,4b,12a-Trihydroxy-5b-cholanoic acid.

Structure

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


  Mrv0541 02231218272D          

 29 32  0  0  1  0            999 V2000
   13.8286   -7.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8080   -8.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1192   -7.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4785   -6.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2046  -10.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4822  -10.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2203   -8.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7224   -9.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7487   -6.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3633   -9.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0857   -9.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5303   -8.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0185   -7.4448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2206   -9.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7484   -8.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9430   -9.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7759  -10.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5143   -9.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3473  -10.4566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2526   -8.0376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2086   -5.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0536  -10.8829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7920   -9.6595    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9590   -8.4639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6249  -10.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2687   -7.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4788   -4.6384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3985   -5.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0375  -11.7077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  6  0  0  0
 23  2  1  1  0  0  0
 24  3  1  1  0  0  0
  4 13  1  0  0  0  0
  4  9  1  0  0  0  0
 14  5  1  0  0  0  0
  5  6  1  0  0  0  0
 17  6  1  0  0  0  0
 15  7  1  0  0  0  0
  7  8  1  0  0  0  0
 16  8  1  0  0  0  0
  9 21  1  0  0  0  0
 10 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 23  1  0  0  0  0
 18 12  1  0  0  0  0
 12 20  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 18  1  0  0  0  0
 15 24  1  0  0  0  0
 16 24  1  0  0  0  0
 17 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 23  1  0  0  0  0
 19 22  1  0  0  0  0
 19 25  1  6  0  0  0
 20 26  1  6  0  0  0
 20 24  1  0  0  0  0
 21 27  1  0  0  0  0
 21 28  2  0  0  0  0
 22 29  1  1  0  0  0
M  END

HMDB0000330
     RDKit          3D
3a,4b,12a-Trihydroxy-5b-cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.9060    0.6245   -1.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -0.4186   -0.5335 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0303   -0.9010   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809    0.0738    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6573    0.7267    1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3817    0.1006    2.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455    2.1116    1.7918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8342   -0.0988    0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6924   -1.2705    1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2827   -1.8644    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038   -1.0035    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045   -0.8590   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323   -2.0967   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6493   -1.7978   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0482   -0.3401   -1.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4728   -0.2777   -1.4894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0563   -1.5573   -1.6027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3779    0.5324   -0.6202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4903    0.9176   -1.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7587    1.7822   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057    1.6344    0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7948    0.2852    0.3069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4648   -0.6253    1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.2941    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    1.5397    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545    1.3355   -0.2951 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9249    1.2053   -1.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309    0.3107    0.5405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1658    0.7288    2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9557    0.5030   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7842    1.6560   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481    0.3714   -2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2674   -1.3082   -1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5690   -1.3128   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288   -1.7889    0.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9143   -0.5441    0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3864    0.8011   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3683    2.7072    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506    0.7204    1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7593   -0.9498    2.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -2.0660    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -2.0270    2.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4670   -2.8995    0.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368   -1.3293   -0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6377   -0.4784   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540   -2.5482    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061   -2.8702   -0.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4961   -2.4853   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -2.0044   -2.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517    0.2621   -1.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622    0.1545   -2.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5975   -1.6639   -2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8136   -0.1243    0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1716    0.2001   -1.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375    2.5227   -0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4875    2.2414    0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849    2.4877    0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158    1.7875    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2348   -0.0728    1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6948   -0.8932    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8496   -1.5428    0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962    0.0729    1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7745    2.4180    0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.8259   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3351    2.3312   -0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356    2.0749   -2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173    1.6307    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166   -0.0917    2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.1398    2.4636 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  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  1
 28  8  1  0
 28 11  1  0
 24 12  1  0
 22 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  6
 17 52  1  0
 18 53  1  1
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
M  END


  Mrv0541 02231218272D          

 29 32  0  0  1  0            999 V2000
   13.8286   -7.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8080   -8.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1192   -7.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4785   -6.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2046  -10.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4822  -10.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2203   -8.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7224   -9.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7487   -6.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3633   -9.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0857   -9.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5303   -8.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0185   -7.4448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2206   -9.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7484   -8.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9430   -9.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7759  -10.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5143   -9.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3473  -10.4566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2526   -8.0376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2086   -5.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0536  -10.8829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7920   -9.6595    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9590   -8.4639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6249  -10.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2687   -7.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4788   -4.6384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3985   -5.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0375  -11.7077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  6  0  0  0
 23  2  1  1  0  0  0
 24  3  1  1  0  0  0
  4 13  1  0  0  0  0
  4  9  1  0  0  0  0
 14  5  1  0  0  0  0
  5  6  1  0  0  0  0
 17  6  1  0  0  0  0
 15  7  1  0  0  0  0
  7  8  1  0  0  0  0
 16  8  1  0  0  0  0
  9 21  1  0  0  0  0
 10 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 23  1  0  0  0  0
 18 12  1  0  0  0  0
 12 20  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 18  1  0  0  0  0
 15 24  1  0  0  0  0
 16 24  1  0  0  0  0
 17 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 23  1  0  0  0  0
 19 22  1  0  0  0  0
 19 25  1  6  0  0  0
 20 26  1  6  0  0  0
 20 24  1  0  0  0  0
 21 27  1  0  0  0  0
 21 28  2  0  0  0  0
 22 29  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000330

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](CCC(O)=O)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O5/c1-13(4-9-21(27)28)15-7-8-16-14-5-6-17-22(29)19(25)10-11-23(17,2)18(14)12-20(26)24(15,16)3/h13-20,22,25-26,29H,4-12H2,1-3H3,(H,27,28)/t13-,14?,15?,16?,17?,18?,19+,20-,22+,23-,24+/m0/s1

> <INCHI_KEY>
FRYVQXCDSBCDAU-IQXKVUNVSA-N

> <FORMULA>
C24H40O5

> <MOLECULAR_WEIGHT>
408.5714

> <EXACT_MASS>
408.28757439

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.35659603873254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S)-4-[(2R,5R,6R,15R,16S)-5,6,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
2.794309376666666

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.754921076716371

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.651656368753415

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3963111188992342

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
110.48129999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-[(2R,5R,6R,15R,16S)-5,6,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000330
     RDKit          3D
3a,4b,12a-Trihydroxy-5b-cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.9060    0.6245   -1.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -0.4186   -0.5335 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0303   -0.9010   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809    0.0738    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6573    0.7267    1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3817    0.1006    2.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455    2.1116    1.7918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8342   -0.0988    0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6924   -1.2705    1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2827   -1.8644    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038   -1.0035    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045   -0.8590   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323   -2.0967   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6493   -1.7978   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0482   -0.3401   -1.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4728   -0.2777   -1.4894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0563   -1.5573   -1.6027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3779    0.5324   -0.6202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4903    0.9176   -1.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7587    1.7822   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057    1.6344    0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7948    0.2852    0.3069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4648   -0.6253    1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.2941    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    1.5397    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545    1.3355   -0.2951 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9249    1.2053   -1.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309    0.3107    0.5405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1658    0.7288    2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9557    0.5030   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7842    1.6560   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481    0.3714   -2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2674   -1.3082   -1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5690   -1.3128   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288   -1.7889    0.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9143   -0.5441    0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3864    0.8011   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3683    2.7072    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506    0.7204    1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7593   -0.9498    2.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -2.0660    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -2.0270    2.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4670   -2.8995    0.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368   -1.3293   -0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6377   -0.4784   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540   -2.5482    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061   -2.8702   -0.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4961   -2.4853   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -2.0044   -2.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517    0.2621   -1.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622    0.1545   -2.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5975   -1.6639   -2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8136   -0.1243    0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1716    0.2001   -1.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375    2.5227   -0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4875    2.2414    0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849    2.4877    0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158    1.7875    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2348   -0.0728    1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6948   -0.8932    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8496   -1.5428    0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962    0.0729    1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7745    2.4180    0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.8259   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3351    2.3312   -0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356    2.0749   -2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173    1.6307    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166   -0.0917    2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.1398    2.4636 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  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  1
 28  8  1  0
 28 11  1  0
 24 12  1  0
 22 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  6
 17 52  1  0
 18 53  1  1
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      25.813 -13.606   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.308 -16.491   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.623 -14.289   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.293 -12.733   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.915 -19.623   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.567 -20.367   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.678 -16.615   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.748 -17.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.798 -11.278   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.611 -17.979   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.960 -17.235   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.657 -15.747   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.301 -13.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.945 -18.083   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.797 -15.352   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.294 -17.339   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.248 -19.571   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.627 -17.287   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.582 -19.519   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.005 -15.004   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.789 -10.113   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.900 -20.315   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.278 -18.031   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.323 -15.799   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.233 -20.263   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      21.035 -13.464   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      23.294  -8.658   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      21.277 -10.404   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      16.870 -21.854   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   13    9                                                       
CONECT    5   14    6                                                       
CONECT    6    5   17                                                       
CONECT    7   15    8                                                       
CONECT    8    7   16                                                       
CONECT    9    4   21                                                       
CONECT   10   19   11                                                       
CONECT   11   10   23                                                       
CONECT   12   18   20                                                       
CONECT   13    1    4   15                                                  
CONECT   14    5   16   18                                                  
CONECT   15    7   13   24                                                  
CONECT   16    8   14   24                                                  
CONECT   17    6   22   23                                                  
CONECT   18   12   14   23                                                  
CONECT   19   10   22   25                                                  
CONECT   20   12   26   24                                                  
CONECT   21    9   27   28                                                  
CONECT   22   17   19   29                                                  
CONECT   23    2   11   17   18                                             
CONECT   24    3   15   16   20                                             
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   21                                                            
CONECT   29   22                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0000330
HETATM    1  C1  UNL     1       3.906   0.624  -1.600  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.662  -0.419  -0.533  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.030  -0.901  -0.121  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.981   0.074   0.446  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.657   0.727   1.712  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.382   0.101   2.763  1.00  0.00           O  
HETATM    7  O2  UNL     1       5.645   2.112   1.792  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.834  -0.099   0.569  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.692  -1.271   1.512  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.283  -1.864   1.249  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.804  -1.004   0.185  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.604  -0.859  -0.172  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.432  -2.097  -0.200  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.649  -1.798  -1.043  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.048  -0.340  -1.026  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.473  -0.278  -1.489  1.00  0.00           C  
HETATM   17  O3  UNL     1      -5.056  -1.557  -1.603  1.00  0.00           O  
HETATM   18  C15 UNL     1      -5.378   0.532  -0.620  1.00  0.00           C  
HETATM   19  O4  UNL     1      -6.490   0.918  -1.409  1.00  0.00           O  
HETATM   20  C16 UNL     1      -4.759   1.782  -0.109  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.406   1.634   0.483  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.795   0.285   0.307  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.465  -0.625   1.354  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.299   0.294   0.561  1.00  0.00           C  
HETATM   25  C21 UNL     1      -0.620   1.540   0.072  1.00  0.00           C  
HETATM   26  C22 UNL     1       0.855   1.336  -0.295  1.00  0.00           C  
HETATM   27  O5  UNL     1       0.925   1.205  -1.659  1.00  0.00           O  
HETATM   28  C23 UNL     1       1.431   0.311   0.541  1.00  0.00           C  
HETATM   29  C24 UNL     1       1.166   0.729   2.002  1.00  0.00           C  
HETATM   30  H1  UNL     1       4.956   0.503  -1.936  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.784   1.656  -1.276  1.00  0.00           H  
HETATM   32  H3  UNL     1       3.348   0.371  -2.547  1.00  0.00           H  
HETATM   33  H4  UNL     1       3.267  -1.308  -1.125  1.00  0.00           H  
HETATM   34  H5  UNL     1       5.569  -1.313  -1.050  1.00  0.00           H  
HETATM   35  H6  UNL     1       5.029  -1.789   0.539  1.00  0.00           H  
HETATM   36  H7  UNL     1       6.914  -0.544   0.663  1.00  0.00           H  
HETATM   37  H8  UNL     1       6.386   0.801  -0.311  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.368   2.707   1.016  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.351   0.720   1.185  1.00  0.00           H  
HETATM   40  H11 UNL     1       2.759  -0.950   2.578  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.440  -2.066   1.415  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.708  -2.027   2.145  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.467  -2.900   0.829  1.00  0.00           H  
HETATM   44  H15 UNL     1       1.337  -1.329  -0.764  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.638  -0.478  -1.247  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.654  -2.548   0.771  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.806  -2.870  -0.737  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.496  -2.485  -0.854  1.00  0.00           H  
HETATM   49  H20 UNL     1      -2.358  -2.004  -2.118  1.00  0.00           H  
HETATM   50  H21 UNL     1      -2.452   0.262  -1.774  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.562   0.155  -2.533  1.00  0.00           H  
HETATM   52  H23 UNL     1      -5.598  -1.664  -2.408  1.00  0.00           H  
HETATM   53  H24 UNL     1      -5.814  -0.124   0.157  1.00  0.00           H  
HETATM   54  H25 UNL     1      -7.172   0.200  -1.414  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.738   2.523  -0.962  1.00  0.00           H  
HETATM   56  H27 UNL     1      -5.487   2.241   0.615  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.785   2.488   0.162  1.00  0.00           H  
HETATM   58  H29 UNL     1      -3.516   1.788   1.600  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.235  -0.073   1.951  1.00  0.00           H  
HETATM   60  H31 UNL     1      -2.695  -0.893   2.140  1.00  0.00           H  
HETATM   61  H32 UNL     1      -3.850  -1.543   0.920  1.00  0.00           H  
HETATM   62  H33 UNL     1      -1.196   0.073   1.620  1.00  0.00           H  
HETATM   63  H34 UNL     1      -0.775   2.418   0.730  1.00  0.00           H  
HETATM   64  H35 UNL     1      -1.171   1.826  -0.874  1.00  0.00           H  
HETATM   65  H36 UNL     1       1.335   2.331  -0.053  1.00  0.00           H  
HETATM   66  H37 UNL     1       0.636   2.075  -2.052  1.00  0.00           H  
HETATM   67  H38 UNL     1       0.517   1.631   2.068  1.00  0.00           H  
HETATM   68  H39 UNL     1       0.917  -0.092   2.661  1.00  0.00           H  
HETATM   69  H40 UNL     1       2.127   1.140   2.464  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    8   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6    6    7
CONECT    7   38
CONECT    8    9   28   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   28   44
CONECT   12   13   24   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   22   50
CONECT   16   17   18   51
CONECT   17   52
CONECT   18   19   20   53
CONECT   19   54
CONECT   20   21   55   56
CONECT   21   22   57   58
CONECT   22   23   24
CONECT   23   59   60   61
CONECT   24   25   62
CONECT   25   26   63   64
CONECT   26   27   28   65
CONECT   27   66
CONECT   28   29
CONECT   29   67   68   69
END

HMDB0000330
     RDKit          3D
3a,4b,12a-Trihydroxy-5b-cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.9060    0.6245   -1.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -0.4186   -0.5335 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0303   -0.9010   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809    0.0738    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6573    0.7267    1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3817    0.1006    2.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455    2.1116    1.7918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8342   -0.0988    0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6924   -1.2705    1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2827   -1.8644    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038   -1.0035    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045   -0.8590   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323   -2.0967   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6493   -1.7978   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0482   -0.3401   -1.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4728   -0.2777   -1.4894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0563   -1.5573   -1.6027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3779    0.5324   -0.6202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4903    0.9176   -1.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7587    1.7822   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057    1.6344    0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7948    0.2852    0.3069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4648   -0.6253    1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.2941    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    1.5397    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545    1.3355   -0.2951 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9249    1.2053   -1.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309    0.3107    0.5405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1658    0.7288    2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9557    0.5030   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7842    1.6560   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481    0.3714   -2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2674   -1.3082   -1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5690   -1.3128   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288   -1.7889    0.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9143   -0.5441    0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3864    0.8011   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3683    2.7072    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506    0.7204    1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7593   -0.9498    2.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -2.0660    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -2.0270    2.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4670   -2.8995    0.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368   -1.3293   -0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6377   -0.4784   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540   -2.5482    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061   -2.8702   -0.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4961   -2.4853   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -2.0044   -2.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517    0.2621   -1.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622    0.1545   -2.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5975   -1.6639   -2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8136   -0.1243    0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1716    0.2001   -1.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375    2.5227   -0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4875    2.2414    0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849    2.4877    0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158    1.7875    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2348   -0.0728    1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6948   -0.8932    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8496   -1.5428    0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962    0.0729    1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7745    2.4180    0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.8259   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3351    2.3312   -0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356    2.0749   -2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173    1.6307    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166   -0.0917    2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.1398    2.4636 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  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  1
 28  8  1  0
 28 11  1  0
 24 12  1  0
 22 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  6
 17 52  1  0
 18 53  1  1
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3a,4b,12a-Trihydroxy-5b-cholanoate	Generator
(4S)-4-[(2R,5R,6R,15R,16S)-5,6,16-Trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	Generator, HMDB

Chemical Formula

C₂₄H₄₀O₅

Average Molecular Weight

408.5714

Monoisotopic Molecular Weight

408.28757439

IUPAC Name

(4S)-4-[(2R,5R,6R,15R,16S)-5,6,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

Traditional Name

(4S)-4-[(2R,5R,6R,15R,16S)-5,6,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

CAS Registry Number

129012-50-6

SMILES

C[C@@H](CCC(O)=O)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@]12C

InChI Identifier

InChI=1S/C24H40O5/c1-13(4-9-21(27)28)15-7-8-16-14-5-6-17-22(29)19(25)10-11-23(17,2)18(14)12-20(26)24(15,16)3/h13-20,22,25-26,29H,4-12H2,1-3H3,(H,27,28)/t13-,14?,15?,16?,17?,18?,19+,20-,22+,23-,24+/m0/s1

InChI Key

FRYVQXCDSBCDAU-IQXKVUNVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Trihydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
12-hydroxysteroid
3-alpha-hydroxysteroid
4-hydroxysteroid
Hydroxysteroid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Polyol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31643938)
Bile (PMID: 31643938)

Excreta

Biofluid or Excreta

Feces (PMID: 31643938)
Urine (PMID: 1112456)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0000330)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000330)

Source

Endogenous

Endogenous (HMDB: HMDB0000330)

Animal

Animal (HMDB: HMDB0000330)

Exogenous

Food

Food (HMDB: HMDB0000330)

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: HMDB0000330)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000330)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000330)

Lipid metabolism pathway (HMDB: HMDB0000330)

Cellular process

Cell signaling (HMDB: HMDB0000330)

Biochemical process

Lipid transport (HMDB: HMDB0000330)

Role

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	0.073 g/L	ALOGPS
logP	2.32	ALOGPS
logP	2.79	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.65	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	4	ChemAxon
Refractivity	110.48 m³·mol⁻¹	ChemAxon
Polarizability	47.36 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.445	31661259
DarkChem	[M-H]-	190.129	31661259
AllCCS	[M+H]+	203.858	32859911
AllCCS	[M-H]-	200.921	32859911
DeepCCS	[M-2H]-	226.696	30932474
DeepCCS	[M+Na]+	202.227	30932474
AllCCS	[M+H]+	203.9	32859911
AllCCS	[M+H-H2O]+	201.7	32859911
AllCCS	[M+NH4]+	205.8	32859911
AllCCS	[M+Na]+	206.4	32859911
AllCCS	[M-H]-	200.9	32859911
AllCCS	[M+Na-2H]-	202.3	32859911
AllCCS	[M+HCOO]-	204.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	6.35 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3735 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.69 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	87.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2742.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	193.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	197.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	493.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	592.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	616.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	103.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1013.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	517.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1554.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	334.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	435.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	259.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	221.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	103.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3a,4b,12a-Trihydroxy-5b-cholanoic acid	C[C@@H](CCC(O)=O)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@]12C	3467.3	Standard polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid	C[C@@H](CCC(O)=O)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@]12C	3370.2	Standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid	C[C@@H](CCC(O)=O)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@]12C	3623.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3a,4b,12a-Trihydroxy-5b-cholanoic acid,1TMS,isomer #1	C[C@@H](CCC(=O)O[Si](C)(C)C)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3513.5	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,1TMS,isomer #2	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3551.2	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,1TMS,isomer #3	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O)[C@H](O[Si](C)(C)C)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3554.6	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,1TMS,isomer #4	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C)[C@@]21C	3548.1	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #1	C[C@@H](CCC(=O)O[Si](C)(C)C)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3473.9	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #2	C[C@@H](CCC(=O)O[Si](C)(C)C)C1CCC2C3CCC4[C@@H](O)[C@H](O[Si](C)(C)C)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3486.0	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #3	C[C@@H](CCC(=O)O[Si](C)(C)C)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C)[C@@]21C	3451.6	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #4	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3504.4	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #5	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C)[C@H](O)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C)[C@@]21C	3440.4	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #6	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O)[C@H](O[Si](C)(C)C)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C)[C@@]21C	3443.8	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,3TMS,isomer #1	C[C@@H](CCC(=O)O[Si](C)(C)C)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3443.8	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,3TMS,isomer #2	C[C@@H](CCC(=O)O[Si](C)(C)C)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C)[C@H](O)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C)[C@@]21C	3374.2	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,3TMS,isomer #3	C[C@@H](CCC(=O)O[Si](C)(C)C)C1CCC2C3CCC4[C@@H](O)[C@H](O[Si](C)(C)C)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C)[C@@]21C	3359.7	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,3TMS,isomer #4	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C)[C@@]21C	3424.5	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,4TMS,isomer #1	C[C@@H](CCC(=O)O[Si](C)(C)C)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C)[C@@]21C	3362.9	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,1TBDMS,isomer #1	C[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3758.2	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,1TBDMS,isomer #2	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3758.9	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,1TBDMS,isomer #3	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3755.8	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,1TBDMS,isomer #4	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3768.1	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #1	C[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3893.9	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #2	C[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3CCC4[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3906.1	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #3	C[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3CCC4[C@@H](O)[C@H](O)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3930.6	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #4	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3C[C@H](O)[C@@]21C	3912.4	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #5	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3853.1	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #6	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3857.4	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,3TBDMS,isomer #1	C[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3C[C@H](O)[C@@]21C	4054.8	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,3TBDMS,isomer #2	C[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3992.9	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,3TBDMS,isomer #3	C[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3CCC4[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3985.0	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,3TBDMS,isomer #4	C[C@@H](CCC(=O)O)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4013.6	Semi standard non polar	33892256
3a,4b,12a-Trihydroxy-5b-cholanoic acid,4TBDMS,isomer #1	C[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3CCC4[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4134.4	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 - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-0229000000-bca222b5900476b5aba1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (4 TMS) - 70eV, Positive	splash10-001i-1010029000-a655a964f7a3c3dd97ab	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	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 - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 10V, Positive-QTOF	splash10-006x-0009100000-456ba41a761dc433e23f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 20V, Positive-QTOF	splash10-00dm-0009000000-227bf551e6cec35d0bc2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 40V, Positive-QTOF	splash10-017i-3019000000-ffbf7249d1fc9d7e6463	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 10V, Negative-QTOF	splash10-0a4i-0007900000-e501198616f74730538f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 20V, Negative-QTOF	splash10-052r-1009300000-8e97b55877801ba9bc1f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 40V, Negative-QTOF	splash10-0a4l-9007000000-0a8288a04e9e67fe2425	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 10V, Positive-QTOF	splash10-0abc-0019800000-d0fe65189b22c3aca0f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 20V, Positive-QTOF	splash10-0abi-2129100000-c530d67e546dc945a5fc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 40V, Positive-QTOF	splash10-0aor-9440000000-1633c7f1cc10fd0d0ccd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 10V, Negative-QTOF	splash10-0a4i-0000900000-ec1d9319a9eaf1f2aba6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 20V, Negative-QTOF	splash10-0a4i-0002900000-3a80230497d8bf24985f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,4b,12a-Trihydroxy-5b-cholanoic acid 40V, Negative-QTOF	splash10-0a4i-1029400000-d5e42ff545649008ca39	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Gall Bladder
Intestine
Kidney

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

FDB021955

KNApSAcK ID

Not Available

Chemspider ID

2338365

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5317

PubChem Compound

53477684

PDB ID

Not Available

ChEBI ID

175276

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Iida, Takashi; Momose, Toshiaki; Chang, Frederic C.; Goto, Junichi; Nambara, Toshio. Potential bile acid metabolites. XV. Synthesis of 4b-hydroxylated bile acids; unique bile acids in human fetal bile. Chemical & Pharmaceutical Bulletin (1989), 37(12), 33

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

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 3a,4b,12a-Trihydroxy-5b-cholanoic acid (HMDB0000330)

MOL for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

3D MOL for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

3D SDF for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

3D-SDF for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

PDB for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

3D PDB for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

SMILES for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

INCHI for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

Structure for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

3D Structure for HMDB0000330 (3a,4b,12a-Trihydroxy-5b-cholanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References