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 02:49:01 UTC

HMDB ID

HMDB0000399

Secondary Accession Numbers

HMDB0000342
HMDB00342
HMDB00399

Metabolite Identification

Common Name

3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid

Description

3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid is a bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. 3 alpha,6 alpha,7 alpha,12 alpha-Tetrahydroxy-5 beta-cholan-24-oic acid has been identified from human meconium and healthy neonatal urine. (PMID 2743505 ).

Structure

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

3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic.mol
  Mrv0541 02231218302D          

 34 37  0  0  0  0            999 V2000
   -2.4539   -2.1276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539   -1.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -0.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.1276    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3105   -2.5401    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4040   -2.1276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4040   -1.3026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1184   -0.8901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9030   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3880   -0.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030    0.1898    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1580    0.9744    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5746    1.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    2.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850    2.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650    1.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.0651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1184    0.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040    0.3474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3105   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -0.8901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0250   -1.3026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0250   -0.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    3.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    1.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040    1.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.5401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -3.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684   -2.5401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.9526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -1.7151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.4776    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -1.7151    0.0000 H   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
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  1  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  1  0  0  0
 16 25  2  0  0  0  0
 16 26  1  0  0  0  0
 20 27  1  6  0  0  0
  7 28  1  6  0  0  0
  6 29  1  1  0  0  0
  1 30  1  6  0  0  0
  5 31  1  1  0  0  0
 22 32  1  6  0  0  0
  8 33  1  1  0  0  0
  9 34  1  6  0  0  0
M  END

HMDB0000399
     RDKit          3D
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid
 70 73  0  0  0  0  0  0  0  0999 V2000
    4.6756    0.2321    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567   -0.8641    0.3512 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7864   -1.9410   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -2.7076   -0.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066   -1.9664   -0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1441   -1.8380    0.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6530   -1.3919   -2.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -0.4673    0.7131 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3547    0.2025    2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    1.0115    2.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977    0.4813    1.0754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9057    1.1253    0.5780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8215    1.7024    1.6060 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0661    0.9007    2.6937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    2.1568    1.0216 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0263    3.3292    0.2867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8079    1.1220    0.1780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5008    0.1360    1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1596   -0.9958    0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7392   -1.8332    1.2513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705   -1.6933   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5907   -0.6699   -1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8714    0.4865   -0.8399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6191    1.5144   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.0035   -0.1159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7050   -0.8364   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -0.0829   -1.1821 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1723   -0.7392   -2.2086 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3885    0.3562   -0.0255 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9747    1.7096   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5452    0.0598    0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771    0.3615   -0.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.2324    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078   -1.4158    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6871   -1.5750   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935   -2.6940   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0621   -3.5255   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1565   -3.3320    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173   -0.4708   -2.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.4415    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4337   -0.5606    2.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    0.9268    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2154    2.0800    2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    0.7157    3.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943   -0.6044    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6656    1.9314   -0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    2.6362    1.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506    0.0233    2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8005    2.3756    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    3.8072    0.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5984    1.6439   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818   -0.2914    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209    0.7030    1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8995   -0.6401   -0.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8761   -2.7087    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833   -2.1176    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5156   -2.5261   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -1.1022   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5328   -0.2209   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259    1.0450   -2.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6081    1.9639   -2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905    2.3477   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0692   -0.6103    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.7413   -0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907   -1.2312   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655    0.8645   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296   -0.4839   -3.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    2.3303    0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492    1.5413   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559    2.2609   -0.9233 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
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  6
 29  8  1  0
 29 11  1  0
 25 12  1  0
 23 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  1
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  1
 12 46  1  6
 13 47  1  1
 14 48  1  0
 15 49  1  1
 16 50  1  0
 17 51  1  6
 18 52  1  0
 18 53  1  0
 19 54  1  6
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  1
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
M  END

3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic.mol
  Mrv0541 02231218302D          

 34 37  0  0  0  0            999 V2000
   -2.4539   -2.1276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539   -1.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -0.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.1276    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3105   -2.5401    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4040   -2.1276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4040   -1.3026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1184   -0.8901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9030   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3880   -0.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030    0.1898    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1580    0.9744    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5746    1.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    2.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850    2.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650    1.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.0651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1184    0.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040    0.3474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3105   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -0.8901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0250   -1.3026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0250   -0.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    3.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    1.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040    1.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.5401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -3.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684   -2.5401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.9526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -1.7151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.4776    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -1.7151    0.0000 H   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
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  1  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  1  0  0  0
 16 25  2  0  0  0  0
 16 26  1  0  0  0  0
 20 27  1  6  0  0  0
  7 28  1  6  0  0  0
  6 29  1  1  0  0  0
  1 30  1  6  0  0  0
  5 31  1  1  0  0  0
 22 32  1  6  0  0  0
  8 33  1  1  0  0  0
  9 34  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000399

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O6/c1-12(4-7-19(27)28)14-5-6-15-20-16(11-18(26)24(14,15)3)23(2)9-8-13(25)10-17(23)21(29)22(20)30/h12-18,20-22,25-26,29-30H,4-11H2,1-3H3,(H,27,28)/t12-,13-,14-,15+,16+,17+,18+,20+,21+,22+,23-,24-/m1/s1

> <INCHI_KEY>
COCMFMBNEAMQMA-VGKGADPCSA-N

> <FORMULA>
C24H40O6

> <MOLECULAR_WEIGHT>
424.5708

> <EXACT_MASS>
424.282489012

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
47.77343214540778

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2R,5R,7R,8S,9S,10R,11S,14R,15R,16S)-5,8,9,16-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.4855445796666666

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.623218889870557

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.475007386774329

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3963635541391076

> <JCHEM_POLAR_SURFACE_AREA>
118.22000000000001

> <JCHEM_REFRACTIVITY>
112.07379999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2R,5R,7R,8S,9S,10R,11S,14R,15R,16S)-5,8,9,16-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000399
     RDKit          3D
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid
 70 73  0  0  0  0  0  0  0  0999 V2000
    4.6756    0.2321    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567   -0.8641    0.3512 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7864   -1.9410   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -2.7076   -0.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066   -1.9664   -0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1441   -1.8380    0.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6530   -1.3919   -2.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -0.4673    0.7131 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3547    0.2025    2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    1.0115    2.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977    0.4813    1.0754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9057    1.1253    0.5780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8215    1.7024    1.6060 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0661    0.9007    2.6937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    2.1568    1.0216 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0263    3.3292    0.2867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8079    1.1220    0.1780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5008    0.1360    1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1596   -0.9958    0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7392   -1.8332    1.2513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705   -1.6933   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5907   -0.6699   -1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8714    0.4865   -0.8399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6191    1.5144   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.0035   -0.1159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7050   -0.8364   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -0.0829   -1.1821 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1723   -0.7392   -2.2086 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3885    0.3562   -0.0255 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9747    1.7096   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5452    0.0598    0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771    0.3615   -0.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.2324    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078   -1.4158    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6871   -1.5750   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935   -2.6940   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0621   -3.5255   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1565   -3.3320    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173   -0.4708   -2.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.4415    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4337   -0.5606    2.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    0.9268    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2154    2.0800    2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    0.7157    3.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943   -0.6044    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6656    1.9314   -0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    2.6362    1.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506    0.0233    2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8005    2.3756    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    3.8072    0.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5984    1.6439   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818   -0.2914    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209    0.7030    1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8995   -0.6401   -0.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8761   -2.7087    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833   -2.1176    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5156   -2.5261   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -1.1022   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5328   -0.2209   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259    1.0450   -2.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6081    1.9639   -2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905    2.3477   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0692   -0.6103    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.7413   -0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907   -1.2312   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655    0.8645   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296   -0.4839   -3.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    2.3303    0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492    1.5413   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559    2.2609   -0.9233 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
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  6
 29  8  1  0
 29 11  1  0
 25 12  1  0
 23 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  1
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  1
 12 46  1  6
 13 47  1  1
 14 48  1  0
 15 49  1  1
 16 50  1  0
 17 51  1  6
 18 52  1  0
 18 53  1  0
 19 54  1  6
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  1
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic.mol        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.581  -3.972   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.581  -2.432   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.247  -1.662   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.247  -4.742   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.913  -3.972   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.580  -4.742   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.754  -3.972   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.754  -2.432   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.088  -1.662   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.552  -2.138   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.458  -0.892   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.552   0.354   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.028   1.819   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.939   2.908   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.338   4.395   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.825   4.794   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.535   2.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.088  -0.122   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.088   1.418   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.754   0.648   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.580  -0.122   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.580  -1.662   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.913  -2.432   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.913  -0.892   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.224   6.282   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.914   3.705   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.754   2.188   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.088  -4.742   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.580  -6.282   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.914  -4.742   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      -1.913  -5.512   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.580  -3.202   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.754  -0.892   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.088  -3.202   0.000  0.00  0.00           H+0
CONECT    1    2    4   30                                                  
CONECT    2    1    3                                                       
CONECT    3    2   23                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   23   31                                             
CONECT    6    5    7   29                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7    9   22   33                                             
CONECT    9    8   10   18   34                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   25   26                                                  
CONECT   17   13                                                            
CONECT   18   12    9   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21    8   23   32                                             
CONECT   23   22    3    5   24                                             
CONECT   24   23                                                            
CONECT   25   16                                                            
CONECT   26   16                                                            
CONECT   27   20                                                            
CONECT   28    7                                                            
CONECT   29    6                                                            
CONECT   30    1                                                            
CONECT   31    5                                                            
CONECT   32   22                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0000399
HETATM    1  C1  UNL     1       4.676   0.232   0.242  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.657  -0.864   0.351  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.786  -1.941  -0.656  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.065  -2.708  -0.630  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.307  -1.966  -0.893  1.00  0.00           C  
HETATM    6  O1  UNL     1       7.144  -1.838   0.062  1.00  0.00           O  
HETATM    7  O2  UNL     1       6.653  -1.392  -2.097  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.283  -0.467   0.713  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.355   0.203   2.074  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.051   1.012   2.198  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.298   0.481   1.075  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.906   1.125   0.578  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.821   1.702   1.606  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.066   0.901   2.694  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.135   2.157   1.022  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.026   3.329   0.287  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.808   1.122   0.178  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.501   0.136   1.054  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.160  -0.996   0.332  1.00  0.00           C  
HETATM   20  O5  UNL     1      -5.739  -1.833   1.251  1.00  0.00           O  
HETATM   21  C16 UNL     1      -4.070  -1.693  -0.487  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.591  -0.670  -1.486  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.871   0.486  -0.840  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.619   1.514  -1.904  1.00  0.00           C  
HETATM   25  C20 UNL     1      -1.701   0.004  -0.116  1.00  0.00           C  
HETATM   26  C21 UNL     1      -0.705  -0.836  -0.829  1.00  0.00           C  
HETATM   27  C22 UNL     1       0.587  -0.083  -1.182  1.00  0.00           C  
HETATM   28  O6  UNL     1       1.172  -0.739  -2.209  1.00  0.00           O  
HETATM   29  C23 UNL     1       1.388   0.356  -0.026  1.00  0.00           C  
HETATM   30  C24 UNL     1       1.975   1.710  -0.363  1.00  0.00           C  
HETATM   31  H1  UNL     1       5.545   0.060   0.906  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.077   0.362  -0.780  1.00  0.00           H  
HETATM   33  H3  UNL     1       4.287   1.232   0.632  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.008  -1.416   1.310  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.687  -1.575  -1.709  1.00  0.00           H  
HETATM   36  H6  UNL     1       2.993  -2.694  -0.419  1.00  0.00           H  
HETATM   37  H7  UNL     1       5.062  -3.525  -1.429  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.156  -3.332   0.309  1.00  0.00           H  
HETATM   39  H9  UNL     1       7.117  -0.471  -2.066  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.724  -1.441   0.942  1.00  0.00           H  
HETATM   41  H11 UNL     1       2.434  -0.561   2.881  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.150   0.927   2.196  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.215   2.080   2.252  1.00  0.00           H  
HETATM   44  H14 UNL     1       0.625   0.716   3.203  1.00  0.00           H  
HETATM   45  H15 UNL     1       0.094  -0.604   1.334  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.666   1.931  -0.131  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.315   2.636   1.988  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.651   0.023   2.660  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.801   2.376   1.891  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.195   3.807   0.429  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.598   1.644  -0.427  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.882  -0.291   1.845  1.00  0.00           H  
HETATM   53  H23 UNL     1      -5.321   0.703   1.579  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.899  -0.640  -0.434  1.00  0.00           H  
HETATM   55  H25 UNL     1      -5.876  -2.709   0.820  1.00  0.00           H  
HETATM   56  H26 UNL     1      -3.283  -2.118   0.131  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.516  -2.526  -1.068  1.00  0.00           H  
HETATM   58  H28 UNL     1      -3.053  -1.102  -2.344  1.00  0.00           H  
HETATM   59  H29 UNL     1      -4.533  -0.221  -1.925  1.00  0.00           H  
HETATM   60  H30 UNL     1      -2.226   1.045  -2.836  1.00  0.00           H  
HETATM   61  H31 UNL     1      -3.608   1.964  -2.206  1.00  0.00           H  
HETATM   62  H32 UNL     1      -1.991   2.348  -1.604  1.00  0.00           H  
HETATM   63  H33 UNL     1      -2.069  -0.610   0.762  1.00  0.00           H  
HETATM   64  H34 UNL     1      -0.378  -1.741  -0.276  1.00  0.00           H  
HETATM   65  H35 UNL     1      -1.091  -1.231  -1.809  1.00  0.00           H  
HETATM   66  H36 UNL     1       0.166   0.864  -1.648  1.00  0.00           H  
HETATM   67  H37 UNL     1       0.830  -0.484  -3.116  1.00  0.00           H  
HETATM   68  H38 UNL     1       2.199   2.330   0.488  1.00  0.00           H  
HETATM   69  H39 UNL     1       2.749   1.541  -1.111  1.00  0.00           H  
HETATM   70  H40 UNL     1       1.156   2.261  -0.923  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    8   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6    6    7
CONECT    7   39
CONECT    8    9   29   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   29   45
CONECT   12   13   25   46
CONECT   13   14   15   47
CONECT   14   48
CONECT   15   16   17   49
CONECT   16   50
CONECT   17   18   23   51
CONECT   18   19   52   53
CONECT   19   20   21   54
CONECT   20   55
CONECT   21   22   56   57
CONECT   22   23   58   59
CONECT   23   24   25
CONECT   24   60   61   62
CONECT   25   26   63
CONECT   26   27   64   65
CONECT   27   28   29   66
CONECT   28   67
CONECT   29   30
CONECT   30   68   69   70
END

HMDB0000399
     RDKit          3D
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid
 70 73  0  0  0  0  0  0  0  0999 V2000
    4.6756    0.2321    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567   -0.8641    0.3512 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7864   -1.9410   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -2.7076   -0.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066   -1.9664   -0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1441   -1.8380    0.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6530   -1.3919   -2.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -0.4673    0.7131 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3547    0.2025    2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    1.0115    2.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977    0.4813    1.0754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9057    1.1253    0.5780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8215    1.7024    1.6060 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0661    0.9007    2.6937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    2.1568    1.0216 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0263    3.3292    0.2867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8079    1.1220    0.1780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5008    0.1360    1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1596   -0.9958    0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7392   -1.8332    1.2513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705   -1.6933   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5907   -0.6699   -1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8714    0.4865   -0.8399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6191    1.5144   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.0035   -0.1159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7050   -0.8364   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -0.0829   -1.1821 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1723   -0.7392   -2.2086 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3885    0.3562   -0.0255 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9747    1.7096   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5452    0.0598    0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771    0.3615   -0.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.2324    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078   -1.4158    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6871   -1.5750   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935   -2.6940   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0621   -3.5255   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1565   -3.3320    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173   -0.4708   -2.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.4415    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4337   -0.5606    2.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    0.9268    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2154    2.0800    2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    0.7157    3.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943   -0.6044    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6656    1.9314   -0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    2.6362    1.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506    0.0233    2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8005    2.3756    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    3.8072    0.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5984    1.6439   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818   -0.2914    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209    0.7030    1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8995   -0.6401   -0.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8761   -2.7087    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833   -2.1176    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5156   -2.5261   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -1.1022   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5328   -0.2209   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259    1.0450   -2.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6081    1.9639   -2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905    2.3477   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0692   -0.6103    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.7413   -0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907   -1.2312   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655    0.8645   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296   -0.4839   -3.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    2.3303    0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492    1.5413   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559    2.2609   -0.9233 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
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  6
 29  8  1  0
 29 11  1  0
 25 12  1  0
 23 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  1
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  1
 12 46  1  6
 13 47  1  1
 14 48  1  0
 15 49  1  1
 16 50  1  0
 17 51  1  6
 18 52  1  0
 18 53  1  0
 19 54  1  6
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  1
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoate	Generator
(4R)-4-[(1S,2R,5R,7R,8S,9S,10R,11S,14R,15R,16S)-5,8,9,16-Tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	Generator, HMDB

Chemical Formula

C₂₄H₄₀O₆

Average Molecular Weight

424.5708

Monoisotopic Molecular Weight

424.282489012

IUPAC Name

(4R)-4-[(1S,2R,5R,7R,8S,9S,10R,11S,14R,15R,16S)-5,8,9,16-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2R,5R,7R,8S,9S,10R,11S,14R,15R,16S)-5,8,9,16-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

CAS Registry Number

80875-93-0

SMILES

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

InChI Identifier

InChI=1S/C24H40O6/c1-12(4-7-19(27)28)14-5-6-15-20-16(11-18(26)24(14,15)3)23(2)9-8-13(25)10-17(23)21(29)22(20)30/h12-18,20-22,25-26,29-30H,4-11H2,1-3H3,(H,27,28)/t12-,13-,14-,15+,16+,17+,18+,20+,21+,22+,23-,24-/m1/s1

InChI Key

COCMFMBNEAMQMA-VGKGADPCSA-N

Chemical Taxonomy

Description

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

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010120 )

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: HMDB0000399)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000399)

Source

Endogenous

Endogenous (HMDB: HMDB0000399)

Animal

Animal (HMDB: HMDB0000399)

Exogenous

Food

Food (HMDB: HMDB0000399)

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: HMDB0000399)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000399)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000399)

Lipid metabolism pathway (HMDB: HMDB0000399)

Cellular process

Cell signaling (HMDB: HMDB0000399)

Biochemical process

Lipid transport (HMDB: HMDB0000399)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	165 - 167 °C	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	0.51 g/L	ALOGPS
logP	1.33	ALOGPS
logP	1.49	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.07 m³·mol⁻¹	ChemAxon
Polarizability	47.77 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
AllCCS	[M+H]+	205.951	32859911
AllCCS	[M-H]-	203.548	32859911
DeepCCS	[M-2H]-	228.338	30932474
DeepCCS	[M+Na]+	202.113	30932474
AllCCS	[M+H]+	206.0	32859911
AllCCS	[M+H-H2O]+	204.0	32859911
AllCCS	[M+NH4]+	207.8	32859911
AllCCS	[M+Na]+	208.3	32859911
AllCCS	[M-H]-	203.5	32859911
AllCCS	[M+Na-2H]-	205.0	32859911
AllCCS	[M+HCOO]-	206.8	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.	5.1 minutes	32390414
Predicted by Siyang on May 30, 2022	11.8551 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.49 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	160.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2441.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	173.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	232.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	462.4 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	499.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	159.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	835.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	461.2 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	1411.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	279.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	322.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	232.9 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	175.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C	4156.8	Standard polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C	3604.8	Standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C	3817.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3481.2	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3498.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3411.8	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3416.3	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3501.7	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3356.3	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #10	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3358.5	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3356.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3423.1	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #4	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3429.8	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3395.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #6	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3350.1	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #7	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3416.5	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #8	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3315.1	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TMS,isomer #9	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3359.4	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3292.5	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #10	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3327.5	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3327.9	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3357.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #4	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3318.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #5	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3320.3	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #6	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3375.3	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #7	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3341.0	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #8	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3378.0	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TMS,isomer #9	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3339.8	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3316.7	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3331.3	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3360.1	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TMS,isomer #4	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3324.7	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3371.4	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,5TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C)[C@@]21C	3354.5	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3745.8	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3713.2	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3632.7	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TBDMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3636.4	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,1TBDMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3725.8	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3798.9	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #10	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3807.0	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3803.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3914.1	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #4	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3898.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3819.0	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #6	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3777.0	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #7	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3865.3	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #8	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3752.5	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,2TBDMS,isomer #9	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3802.2	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3928.2	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #10	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3961.0	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3987.2	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4010.3	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	3977.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #5	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3964.8	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #6	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4058.7	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #7	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3979.1	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #8	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4021.9	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,3TBDMS,isomer #9	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3979.6	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C	4152.5	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4168.5	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TBDMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4199.7	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TBDMS,isomer #4	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4161.3	Semi standard non polar	33892256
3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid,4TBDMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	4197.9	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Gall Bladder
Intestine
Kidney
Liver

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

FDB022016

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

139419

Food Biomarker Ontology

Not Available

VMH ID

F1P

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Kurosawa, Takao; Mahara, Reijiro; Nittono, Hiroshi; Tohma, Masahiko. Synthesis of 6-hydroxylated bile acids and identification of 3a,6a,7a,12a-tetrahydroxy-5b-cholan-24-oic acid in human meconium and neonatal urine. Chemical & Pharmaceutical Bulletin (1989), 37(2), 557-9.

Material Safety Data Sheet (MSDS)

Not Available

General References

Hoffmann GF, Seppel CK, Holmes B, Mitchell L, Christen HJ, Hanefeld F, Rating D, Nyhan WL: Quantitative organic acid analysis in cerebrospinal fluid and plasma: reference values in a pediatric population. J Chromatogr. 1993 Jul 23;617(1):1-10. [PubMed:8376520 ]
Kurosawa T, Mahara R, Nittono H, Tohma M: Synthesis of 6-hydroxylated bile acids and identification of 3 alpha,6 alpha,7 alpha,12 alpha-tetrahydroxy-5 beta-cholan-24-oic acid in human meconium and neonatal urine. Chem Pharm Bull (Tokyo). 1989 Feb;37(2):557-9. [PubMed:2743505 ]

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,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid (HMDB0000399)

MOL for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

3D MOL for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

3D SDF for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

3D-SDF for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

PDB for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

3D PDB for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

SMILES for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

INCHI for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

Structure for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

3D Structure for HMDB0000399 (3a,6b,7a,12a-Tetrahydroxy-5b-cholanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

References

Transporters

References

References