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

enzymes (1)transporters (8) Show 9 proteins

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:01 UTC

HMDB ID

HMDB0000384

Secondary Accession Numbers

HMDB00384

Metabolite Identification

Common Name

3a,7a-Dihydroxycholanoic acid

Description

3a,7a-Dihydroxycholanoic acid is a chenodeoxycholic or bile acid present in human blood serum. (PMID 13324110 ) and in the biliary excretion of patients with choledochostomy drainage (PMID 16695472 ). 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.

Structure

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

3a,7a-Dihydroxy-cholanoic acid.mol
  Mrv0541 02231218292D          

 31 34  0  0  0  0            999 V2000
   -2.4539   -2.5401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539   -1.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -2.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -2.5401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4040   -1.7151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1184   -1.3026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9030   -1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3880   -0.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -0.2227    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1580    0.5619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5746    1.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    1.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850    2.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650    0.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.4776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1184    0.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -0.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -1.3026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0250   -1.7151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0250   -0.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    2.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    1.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684   -2.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -2.1276    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.8901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.1276    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
  7 27  1  6  0  0  0
  1 28  1  6  0  0  0
 22 29  1  6  0  0  0
  8 30  1  1  0  0  0
  9 31  1  6  0  0  0
M  END

HMDB0000384
     RDKit          3D
3a,7a-Dihydroxycholanoic acid
 68 71  0  0  0  0  0  0  0  0999 V2000
   -4.0715   -1.5225   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926   -0.2185   -0.3496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8555    0.7585   -0.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2868    0.3595   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8698    0.2044    0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2038    0.4348    1.4229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1843   -0.2047    0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328    0.3694   -0.4984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5130    1.6576    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    1.4889    1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312    0.7008    0.3941 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8502    0.2202    0.9038 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6332   -0.2589   -0.3166 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8139   -1.4237   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631   -0.9970   -1.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3634   -0.4242   -0.0987 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5564   -1.3814    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -0.5628   -0.0891 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2084   -2.0912   -0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -0.0777   -1.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2588   -0.5101   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9199    0.1329   -0.0629 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9254    1.0137   -0.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.8903    0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7115   -0.0225    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    0.7295    2.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316    1.3352    1.5147 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8912    2.3903    0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0356   -2.0238   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623   -1.3424   -2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583   -2.2440   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1551   -0.2833    0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7942    1.7884   -0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    0.9359   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193    1.0137   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3686   -0.6452   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8103    0.2782    1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4140    0.6125   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4359    1.8009    0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910    2.4895   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688    0.9944    2.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917    2.4640    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365    1.3025   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402   -0.6206    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.5640   -1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371   -1.7533   -1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -2.2479   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -0.1950   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543   -1.8683   -1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132   -1.0313    1.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0765   -2.3594    0.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -1.6041    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788   -2.5905    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -2.2622    0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407   -2.4837   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859   -0.4812   -2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7914    1.0191   -1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7549   -0.0620   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206   -1.5889   -1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3587   -0.6351    0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7882    0.5430   -0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821    1.1266    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.8306    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2041   -0.8600    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4439    1.5472    2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519    0.0521    2.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345    1.7096    2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4464    2.3931   -0.1744 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  1
 13 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  6
 12 44  1  1
 13 45  1  6
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  1
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  1
 28 68  1  0
M  END

3a,7a-Dihydroxy-cholanoic acid.mol
  Mrv0541 02231218292D          

 31 34  0  0  0  0            999 V2000
   -2.4539   -2.5401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539   -1.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -2.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -2.5401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4040   -1.7151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1184   -1.3026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9030   -1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3880   -0.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -0.2227    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1580    0.5619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5746    1.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    1.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850    2.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650    0.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.4776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1184    0.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -0.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -1.3026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0250   -1.7151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0250   -0.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    2.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    1.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684   -2.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -2.1276    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.8901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.1276    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
  7 27  1  6  0  0  0
  1 28  1  6  0  0  0
 22 29  1  6  0  0  0
  8 30  1  1  0  0  0
  9 31  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000384

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2C[C@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15?,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1

> <INCHI_KEY>
RUDATBOHQWOJDD-BYRKYSOESA-N

> <FORMULA>
C24H40O4

> <MOLECULAR_WEIGHT>
392.572

> <EXACT_MASS>
392.292659768

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
46.56906570373209

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
3.7133055236666674

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.296339908541825

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.595945733487658

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5356636301705279

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
109.27379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3a,7a-dihydroxycholanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000384
     RDKit          3D
3a,7a-Dihydroxycholanoic acid
 68 71  0  0  0  0  0  0  0  0999 V2000
   -4.0715   -1.5225   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926   -0.2185   -0.3496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8555    0.7585   -0.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2868    0.3595   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8698    0.2044    0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2038    0.4348    1.4229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1843   -0.2047    0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328    0.3694   -0.4984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5130    1.6576    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    1.4889    1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312    0.7008    0.3941 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8502    0.2202    0.9038 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6332   -0.2589   -0.3166 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8139   -1.4237   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631   -0.9970   -1.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3634   -0.4242   -0.0987 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5564   -1.3814    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -0.5628   -0.0891 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2084   -2.0912   -0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -0.0777   -1.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2588   -0.5101   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9199    0.1329   -0.0629 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9254    1.0137   -0.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.8903    0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7115   -0.0225    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    0.7295    2.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316    1.3352    1.5147 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8912    2.3903    0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0356   -2.0238   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623   -1.3424   -2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583   -2.2440   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1551   -0.2833    0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7942    1.7884   -0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    0.9359   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193    1.0137   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3686   -0.6452   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8103    0.2782    1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4140    0.6125   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4359    1.8009    0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910    2.4895   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688    0.9944    2.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917    2.4640    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365    1.3025   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402   -0.6206    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.5640   -1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371   -1.7533   -1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -2.2479   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -0.1950   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543   -1.8683   -1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132   -1.0313    1.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0765   -2.3594    0.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -1.6041    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788   -2.5905    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -2.2622    0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407   -2.4837   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859   -0.4812   -2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7914    1.0191   -1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7549   -0.0620   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206   -1.5889   -1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3587   -0.6351    0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7882    0.5430   -0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821    1.1266    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.8306    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2041   -0.8600    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4439    1.5472    2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519    0.0521    2.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345    1.7096    2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4464    2.3931   -0.1744 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  1
 13 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  6
 12 44  1  1
 13 45  1  6
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  1
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  1
 28 68  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3a,7a-Dihydroxy-cholanoic acid.mol                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.581  -4.742   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.581  -3.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.247  -2.432   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.247  -5.512   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.913  -4.742   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.580  -5.512   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.754  -4.742   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.754  -3.202   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.088  -2.432   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.552  -2.908   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.458  -1.662   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.552  -0.416   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.028   1.049   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.939   2.138   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.338   3.625   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.825   4.024   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.535   1.369   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.088  -0.892   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.088   0.648   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.754  -0.122   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.580  -0.892   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.580  -2.432   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.913  -3.202   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.913  -1.662   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.224   5.512   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.914   2.935   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.088  -5.512   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.914  -5.512   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0      -0.580  -3.972   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.754  -1.662   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.088  -3.972   0.000  0.00  0.00           H+0
CONECT    1    2    4   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2   23                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9   22   30                                             
CONECT    9    8   10   18   31                                             
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                                                       
CONECT   21   20   22                                                       
CONECT   22   21    8   23   29                                             
CONECT   23   22    3    5   24                                             
CONECT   24   23                                                            
CONECT   25   16                                                            
CONECT   26   16                                                            
CONECT   27    7                                                            
CONECT   28    1                                                            
CONECT   29   22                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0000384
HETATM    1  C1  UNL     1      -4.071  -1.523  -1.095  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.893  -0.218  -0.350  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.855   0.759  -0.995  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.287   0.360  -0.933  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.870   0.204   0.391  1.00  0.00           C  
HETATM    6  O1  UNL     1      -6.204   0.435   1.423  1.00  0.00           O  
HETATM    7  O2  UNL     1      -8.184  -0.205   0.554  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.533   0.369  -0.498  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.513   1.658   0.318  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.307   1.489   1.264  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.431   0.701   0.394  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.850   0.220   0.904  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.633  -0.259  -0.317  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.814  -1.424  -0.874  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.563  -0.997  -1.273  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.363  -0.424  -0.099  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.556  -1.381   1.015  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.038  -0.563  -0.089  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.208  -2.091  -0.133  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.826  -0.078  -1.319  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.259  -0.510  -1.259  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.920   0.133  -0.063  1.00  0.00           C  
HETATM   23  O3  UNL     1       6.925   1.014  -0.407  1.00  0.00           O  
HETATM   24  C21 UNL     1       4.898   0.890   0.746  1.00  0.00           C  
HETATM   25  C22 UNL     1       3.712  -0.023   1.104  1.00  0.00           C  
HETATM   26  C23 UNL     1       2.879   0.729   2.078  1.00  0.00           C  
HETATM   27  C24 UNL     1       1.632   1.335   1.515  1.00  0.00           C  
HETATM   28  O4  UNL     1       1.891   2.390   0.686  1.00  0.00           O  
HETATM   29  H1  UNL     1      -5.036  -2.024  -0.800  1.00  0.00           H  
HETATM   30  H2  UNL     1      -4.162  -1.342  -2.185  1.00  0.00           H  
HETATM   31  H3  UNL     1      -3.258  -2.244  -0.951  1.00  0.00           H  
HETATM   32  H4  UNL     1      -4.155  -0.283   0.718  1.00  0.00           H  
HETATM   33  H5  UNL     1      -4.794   1.788  -0.554  1.00  0.00           H  
HETATM   34  H6  UNL     1      -4.533   0.936  -2.067  1.00  0.00           H  
HETATM   35  H7  UNL     1      -6.919   1.014  -1.609  1.00  0.00           H  
HETATM   36  H8  UNL     1      -6.369  -0.645  -1.448  1.00  0.00           H  
HETATM   37  H9  UNL     1      -8.810   0.278   1.215  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.414   0.612  -1.598  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.436   1.801   0.914  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.291   2.489  -0.361  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.669   0.994   2.164  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.892   2.464   1.542  1.00  0.00           H  
HETATM   43  H15 UNL     1      -0.237   1.303  -0.543  1.00  0.00           H  
HETATM   44  H16 UNL     1       0.840  -0.621   1.606  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.505   0.564  -1.077  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.337  -1.753  -1.781  1.00  0.00           H  
HETATM   47  H19 UNL     1       0.720  -2.248  -0.149  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.553  -0.195  -2.053  1.00  0.00           H  
HETATM   49  H21 UNL     1      -1.054  -1.868  -1.741  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.113  -1.031   1.994  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.076  -2.359   0.807  1.00  0.00           H  
HETATM   52  H24 UNL     1      -2.612  -1.604   1.264  1.00  0.00           H  
HETATM   53  H25 UNL     1       2.579  -2.590   0.615  1.00  0.00           H  
HETATM   54  H26 UNL     1       4.271  -2.262   0.211  1.00  0.00           H  
HETATM   55  H27 UNL     1       3.141  -2.484  -1.146  1.00  0.00           H  
HETATM   56  H28 UNL     1       3.386  -0.481  -2.253  1.00  0.00           H  
HETATM   57  H29 UNL     1       3.791   1.019  -1.395  1.00  0.00           H  
HETATM   58  H30 UNL     1       5.755  -0.062  -2.160  1.00  0.00           H  
HETATM   59  H31 UNL     1       5.421  -1.589  -1.331  1.00  0.00           H  
HETATM   60  H32 UNL     1       6.359  -0.635   0.635  1.00  0.00           H  
HETATM   61  H33 UNL     1       7.788   0.543  -0.632  1.00  0.00           H  
HETATM   62  H34 UNL     1       5.382   1.127   1.729  1.00  0.00           H  
HETATM   63  H35 UNL     1       4.575   1.831   0.304  1.00  0.00           H  
HETATM   64  H36 UNL     1       4.204  -0.860   1.687  1.00  0.00           H  
HETATM   65  H37 UNL     1       3.444   1.547   2.593  1.00  0.00           H  
HETATM   66  H38 UNL     1       2.552   0.052   2.921  1.00  0.00           H  
HETATM   67  H39 UNL     1       1.034   1.710   2.398  1.00  0.00           H  
HETATM   68  H40 UNL     1       1.446   2.393  -0.174  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    8   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6    6    7
CONECT    7   37
CONECT    8    9   16   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   16   43
CONECT   12   13   27   44
CONECT   13   14   18   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17
CONECT   17   50   51   52
CONECT   18   19   20   25
CONECT   19   53   54   55
CONECT   20   21   56   57
CONECT   21   22   58   59
CONECT   22   23   24   60
CONECT   23   61
CONECT   24   25   62   63
CONECT   25   26   64
CONECT   26   27   65   66
CONECT   27   28   67
CONECT   28   68
END

HMDB0000384
     RDKit          3D
3a,7a-Dihydroxycholanoic acid
 68 71  0  0  0  0  0  0  0  0999 V2000
   -4.0715   -1.5225   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926   -0.2185   -0.3496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8555    0.7585   -0.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2868    0.3595   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8698    0.2044    0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2038    0.4348    1.4229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1843   -0.2047    0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328    0.3694   -0.4984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5130    1.6576    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    1.4889    1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312    0.7008    0.3941 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8502    0.2202    0.9038 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6332   -0.2589   -0.3166 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8139   -1.4237   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631   -0.9970   -1.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3634   -0.4242   -0.0987 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5564   -1.3814    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -0.5628   -0.0891 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2084   -2.0912   -0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -0.0777   -1.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2588   -0.5101   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9199    0.1329   -0.0629 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9254    1.0137   -0.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.8903    0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7115   -0.0225    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    0.7295    2.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316    1.3352    1.5147 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8912    2.3903    0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0356   -2.0238   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623   -1.3424   -2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583   -2.2440   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1551   -0.2833    0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7942    1.7884   -0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    0.9359   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193    1.0137   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3686   -0.6452   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8103    0.2782    1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4140    0.6125   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4359    1.8009    0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910    2.4895   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688    0.9944    2.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917    2.4640    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365    1.3025   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402   -0.6206    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.5640   -1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371   -1.7533   -1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -2.2479   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -0.1950   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543   -1.8683   -1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132   -1.0313    1.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0765   -2.3594    0.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -1.6041    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788   -2.5905    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -2.2622    0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407   -2.4837   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859   -0.4812   -2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7914    1.0191   -1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7549   -0.0620   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206   -1.5889   -1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3587   -0.6351    0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7882    0.5430   -0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821    1.1266    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.8306    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2041   -0.8600    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4439    1.5472    2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519    0.0521    2.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345    1.7096    2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4464    2.3931   -0.1744 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  1
 13 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  6
 12 44  1  1
 13 45  1  6
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  1
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  1
 28 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3a,7a-Dihydroxycholanoate	Generator
(3a,7a)-3,7-Dihydroxy-cholan-24-Oate	HMDB
(3a,7a)-3,7-Dihydroxy-cholan-24-Oic acid	HMDB
3a,7a-Dihydroxy-cholanoate	HMDB
3a,7a-Dihydroxy-cholanoic acid	HMDB
(4R)-4-[(1S,2S,5R,9R,10R,11S,14R,15R)-5,9-Dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB

Chemical Formula

C₂₄H₄₀O₄

Average Molecular Weight

392.572

Monoisotopic Molecular Weight

392.292659768

IUPAC Name

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

Traditional Name

3a,7a-dihydroxycholanoate

CAS Registry Number

30634-99-2

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2C[C@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15?,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1

InChI Key

RUDATBOHQWOJDD-BYRKYSOESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid 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

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0000384)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0000384)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000384)

Source

Endogenous

Endogenous (HMDB: HMDB0000384)

Animal

Animal (HMDB: HMDB0000384)

Exogenous

Food

Food (HMDB: HMDB0000384)

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: HMDB0000384)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000384)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000384)

Lipid metabolism pathway (HMDB: HMDB0000384)

Cellular process

Cell signaling (HMDB: HMDB0000384)

Biochemical process

Lipid transport (HMDB: HMDB0000384)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0000384)

Molecular messenger

Signaling molecule (HMDB: HMDB0000384)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000384)

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	0.02 g/L	ALOGPS
logP	3.01	ALOGPS
logP	3.71	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-0.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.27 m³·mol⁻¹	ChemAxon
Polarizability	46.57 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]+	193.089	31661259
DarkChem	[M-H]-	185.776	31661259
AllCCS	[M+H]+	201.145	32859911
AllCCS	[M-H]-	198.892	32859911
DeepCCS	[M-2H]-	239.207	30932474
DeepCCS	[M+Na]+	214.164	30932474
AllCCS	[M+H]+	201.1	32859911
AllCCS	[M+H-H2O]+	199.0	32859911
AllCCS	[M+NH4]+	203.1	32859911
AllCCS	[M+Na]+	203.7	32859911
AllCCS	[M-H]-	198.9	32859911
AllCCS	[M+Na-2H]-	200.2	32859911
AllCCS	[M+HCOO]-	201.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3a,7a-Dihydroxycholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2C[C@H](O)CC[C@]12C	3643.1	Standard polar	33892256
3a,7a-Dihydroxycholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2C[C@H](O)CC[C@]12C	3279.7	Standard non polar	33892256
3a,7a-Dihydroxycholanoic acid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2C[C@H](O)CC[C@]12C	3490.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3a,7a-Dihydroxycholanoic 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](CC[C@@]21C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O	3311.6	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic acid,1TMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C	3324.2	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic acid,1TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O	3393.0	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic 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](CC[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O	3329.5	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic 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](CC[C@@]21C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C	3249.2	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic acid,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C	3285.0	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic 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](CC[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C	3240.9	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic 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](CC[C@@]21C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O	3575.6	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3525.2	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic acid,1TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O	3601.2	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic 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](CC[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O	3810.6	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic 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](CC[C@@]21C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3698.0	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic acid,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3701.3	Semi standard non polar	33892256
3a,7a-Dihydroxycholanoic 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](CC[C@@]21C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C	3898.8	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,7a-Dihydroxycholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01rt-0529000000-3b28c649fc51c7806ad3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7a-Dihydroxycholanoic acid GC-MS (3 TMS) - 70eV, Positive	splash10-0006-1110390000-7a6c62344d1371b74081	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7a-Dihydroxycholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3a,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic 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,7a-Dihydroxycholanoic acid GC-MS (TBDMS_3_1) - 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,7a-Dihydroxycholanoic acid 10V, Positive-QTOF	splash10-056r-0009000000-caf73ba5a49d006bb35c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 20V, Positive-QTOF	splash10-056r-0009000000-19e20147b99f0203beea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 40V, Positive-QTOF	splash10-02di-1219000000-2712784370392aae8dfe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 10V, Negative-QTOF	splash10-006x-0009000000-f969293bf286459bff3f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 20V, Negative-QTOF	splash10-00dl-0009000000-6d3e401b3a1ad3688eb2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 40V, Negative-QTOF	splash10-0a4l-9007000000-941ad38857c04e2f5622	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 10V, Negative-QTOF	splash10-0006-0009000000-9ec5a4bbbe3c1396f290	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 20V, Negative-QTOF	splash10-006x-0009000000-94b82bd5679a84a4db10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 40V, Negative-QTOF	splash10-052p-2009000000-302f7e60ce3076bc9db1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 10V, Positive-QTOF	splash10-054o-0009000000-4e0986447d05e9362fad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 20V, Positive-QTOF	splash10-0a6r-3229000000-0ec43eb64212ba6669ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3a,7a-Dihydroxycholanoic acid 40V, Positive-QTOF	splash10-052f-3930000000-0af26f4ca58ef37524aa	2021-09-22	Wishart Lab	View Spectrum

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

FDB022002

KNApSAcK ID

Not Available

Chemspider ID

13628074

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5373

PubChem Compound

21252245

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Berner, E.; Lardon, A.; Reichstein, T. Bile acids and related compounds. XLV. 3(a),12(a)-Dihydroxy-7-cholenic acid. Helvetica Chimica Acta (1947), 30 1542-53.

Material Safety Data Sheet (MSDS)

Not Available

General References

CAREY JB Jr: Chenodeoxycholic acid in human blood serum. Science. 1956 May 18;123(3203):892. [PubMed:13324110 ]
WYSOCKI AP, PORTMAN OW, MANN GV: Bile acids in blood: methods and their application to studies of experimental atherosclerosis in monkeys. Arch Biochem Biophys. 1955 Nov;59(1):213-23. [PubMed:13269172 ]
Johnston CG, Irvin JL: THE BILIARY EXCRETION OF VARIOUS BILE ACIDS BY PATIENTS WITH CHOLEDOCHOSTOMY DRAINAGE, AND THE EFFECT OF ORAL ADMINISTRATION OF DESICCATED BILE OF THE OX AND THE HOG. J Clin Invest. 1947 Jul;26(4):802-14. [PubMed:16695472 ]

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,7a-Dihydroxycholanoic acid (HMDB0000384)

MOL for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

3D MOL for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

3D SDF for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

3D-SDF for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

PDB for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

3D PDB for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

SMILES for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

INCHI for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

Structure for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

3D Structure for HMDB0000384 (3a,7a-Dihydroxycholanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References