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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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:53 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002431

Secondary Accession Numbers

HMDB02431

Metabolite Identification

Common Name

12b-Hydroxy-5b-cholanoic acid

Description

12b-Hydroxy-5b-cholanoic acid, also known as 12-hydroxy-(5b,12b)-cholan-24-Oate or 12beta-hydroxy-5beta-cholanoate, belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. 12b-Hydroxy-5b-cholanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv0541 02231219322D          

 32 35  0  0  1  0            999 V2000
    7.3145   -9.6134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3145  -10.4384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6000   -9.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000  -10.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855   -9.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855  -10.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7435   -9.6134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7435  -10.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289   -9.2009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0289  -10.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4580   -8.3759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4580   -9.2009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6979   -8.0011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0291   -8.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2426   -8.1209    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7275   -8.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2427   -9.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5141   -7.3419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3245   -7.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5960   -6.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4039   -6.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9430   -6.8842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6774   -5.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000   -6.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3132   -8.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4666   -7.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6835   -7.2153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3132  -11.2284    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3826  -10.3195    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1166   -8.1242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6555   -8.7394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000   -9.9140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  2  0  0  0  0
 23 21  1  0  0  0  0
 18 24  1  6  0  0  0
  1 25  1  1  0  0  0
 11 26  1  1  0  0  0
 13 27  1  1  0  0  0
  2 28  1  1  0  0  0
  7 29  1  1  0  0  0
 15 30  1  6  0  0  0
  9 31  1  6  0  0  0
 12 32  1  6  0  0  0
M  END

HMDB0002431
     RDKit          3D
12b-Hydroxy-5b-cholanoic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    3.8153   -0.4077    1.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6286   -0.2474    0.2271 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6949    0.7645   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747    0.2678    0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    1.2630   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6891    2.3235   -0.9406 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4401    1.0709   -0.2582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3485    0.2447   -0.2645 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4255    0.3071   -1.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353   -0.3721   -2.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575   -0.0196   -1.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0843   -0.5835   -1.0754 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8710   -0.5901   -2.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1466    0.1568   -2.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -0.1631   -1.0557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1503    0.7865   -1.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410    0.6566    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2606    0.6595    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8149    1.0428    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1865   -0.0812    0.2262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2787   -1.3352    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7672    0.3461   -0.0518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9382    0.5339    1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3678   -0.1238    1.2470 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2749   -1.2873    2.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.4927    0.0224 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4044   -1.9796   -0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6893   -1.0801    1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    0.5667    2.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9724   -0.8004    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -1.1989   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987    1.6779    0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588    1.0834   -1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1669    0.0842    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2152   -0.6917   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0198    1.1109   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987    1.2957    0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3847    1.3655   -2.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -0.2305   -2.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2811   -1.4344   -2.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8068    0.1849   -3.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2789    1.1072   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -1.5795   -0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -0.1211   -3.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -1.6429   -2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7745   -0.1194   -3.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9407    1.2360   -2.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3778   -1.1902   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8344    1.8318   -1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7482    0.4919   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6973    1.5760    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7526   -0.1936    0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6096    1.4517    2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2887   -0.3245    1.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180    1.2189    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7827    1.9773    0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748   -1.7907    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -1.1127    2.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794   -2.0604    0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651    1.3164   -0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8472    1.6464    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5595    0.1937    2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463    0.5531    1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2036   -2.0059    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2297   -2.1432   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6624   -2.4106    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -2.5794   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  6
 26  8  1  0
 26 11  1  0
 22 12  1  0
 20 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  1
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  1
 12 43  1  1
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  6
 23 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  0
 27 65  1  0
 27 66  1  0
 27 67  1  0
M  END


  Mrv0541 02231219322D          

 32 35  0  0  1  0            999 V2000
    7.3145   -9.6134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3145  -10.4384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6000   -9.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000  -10.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855   -9.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855  -10.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7435   -9.6134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7435  -10.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289   -9.2009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0289  -10.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4580   -8.3759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4580   -9.2009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6979   -8.0011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0291   -8.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2426   -8.1209    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7275   -8.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2427   -9.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5141   -7.3419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3245   -7.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5960   -6.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4039   -6.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9430   -6.8842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6774   -5.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000   -6.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3132   -8.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4666   -7.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6835   -7.2153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3132  -11.2284    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3826  -10.3195    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1166   -8.1242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6555   -8.7394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000   -9.9140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  2  0  0  0  0
 23 21  1  0  0  0  0
 18 24  1  6  0  0  0
  1 25  1  1  0  0  0
 11 26  1  1  0  0  0
 13 27  1  1  0  0  0
  2 28  1  1  0  0  0
  7 29  1  1  0  0  0
 15 30  1  6  0  0  0
  9 31  1  6  0  0  0
 12 32  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0002431

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])CCCC[C@]4(C)[C@@]3([H])C[C@@H](O)[C@]12C)[C@H](C)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O3/c1-15(7-12-22(26)27)18-10-11-19-17-9-8-16-6-4-5-13-23(16,2)20(17)14-21(25)24(18,19)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16+,17+,18-,19+,20+,21-,23+,24-/m1/s1

> <INCHI_KEY>
OBUOWZOYJNAMCZ-ORVKXXEISA-N

> <FORMULA>
C24H40O3

> <MOLECULAR_WEIGHT>
376.5726

> <EXACT_MASS>
376.297745146

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.27638007853689

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.50

> <JCHEM_LOGP>
5.177977780666668

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.651656369097671

> <JCHEM_PKA_STRONGEST_BASIC>
-0.396310927517732

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
107.52729999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12b-hydroxy-5b-cholanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002431
     RDKit          3D
12b-Hydroxy-5b-cholanoic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    3.8153   -0.4077    1.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6286   -0.2474    0.2271 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6949    0.7645   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747    0.2678    0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    1.2630   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6891    2.3235   -0.9406 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4401    1.0709   -0.2582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3485    0.2447   -0.2645 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4255    0.3071   -1.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353   -0.3721   -2.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575   -0.0196   -1.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0843   -0.5835   -1.0754 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8710   -0.5901   -2.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1466    0.1568   -2.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -0.1631   -1.0557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1503    0.7865   -1.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410    0.6566    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2606    0.6595    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8149    1.0428    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1865   -0.0812    0.2262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2787   -1.3352    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7672    0.3461   -0.0518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9382    0.5339    1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3678   -0.1238    1.2470 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2749   -1.2873    2.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.4927    0.0224 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4044   -1.9796   -0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6893   -1.0801    1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    0.5667    2.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9724   -0.8004    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -1.1989   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987    1.6779    0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588    1.0834   -1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1669    0.0842    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2152   -0.6917   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0198    1.1109   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987    1.2957    0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3847    1.3655   -2.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -0.2305   -2.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2811   -1.4344   -2.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8068    0.1849   -3.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2789    1.1072   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -1.5795   -0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -0.1211   -3.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -1.6429   -2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7745   -0.1194   -3.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9407    1.2360   -2.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3778   -1.1902   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8344    1.8318   -1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7482    0.4919   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6973    1.5760    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7526   -0.1936    0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6096    1.4517    2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2887   -0.3245    1.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180    1.2189    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7827    1.9773    0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748   -1.7907    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -1.1127    2.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794   -2.0604    0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651    1.3164   -0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8472    1.6464    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5595    0.1937    2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463    0.5531    1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2036   -2.0059    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2297   -2.1432   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6624   -2.4106    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -2.5794   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  6
 26  8  1  0
 26 11  1  0
 22 12  1  0
 20 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  1
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  1
 12 43  1  1
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  6
 23 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  0
 27 65  1  0
 27 66  1  0
 27 67  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      13.654 -17.945   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.654 -19.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.320 -17.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.320 -20.255   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.986 -17.945   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.986 -19.485   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.321 -17.945   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.321 -19.485   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.987 -17.175   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.987 -20.255   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.655 -15.635   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.655 -17.175   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.236 -14.935   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.988 -15.635   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.120 -15.159   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.025 -16.405   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.120 -17.651   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.626 -13.705   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.139 -13.417   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.646 -11.963   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.154 -11.685   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      24.160 -12.851   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      23.664 -10.220   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      18.480 -12.738   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.651 -16.470   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.671 -14.121   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      16.209 -13.469   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0      13.651 -20.960   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      17.514 -19.263   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      20.751 -15.165   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      16.157 -16.314   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      18.480 -18.506   0.000  0.00  0.00           H+0
CONECT    1    3    9    2   25                                             
CONECT    2    4   10    1   28                                             
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5                                                       
CONECT    7    8   12    9   29                                             
CONECT    8    7   10                                                       
CONECT    9    1    7   14   31                                             
CONECT   10    8    2                                                       
CONECT   11   13   15   12   26                                             
CONECT   12    7   11   17   32                                             
CONECT   13   11   14   27                                                  
CONECT   14   13    9                                                       
CONECT   15   11   16   18   30                                             
CONECT   16   15   17                                                       
CONECT   17   12   16                                                       
CONECT   18   15   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   18                                                            
CONECT   25    1                                                            
CONECT   26   11                                                            
CONECT   27   13                                                            
CONECT   28    2                                                            
CONECT   29    7                                                            
CONECT   30   15                                                            
CONECT   31    9                                                            
CONECT   32   12                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0002431
HETATM    1  C1  UNL     1       3.815  -0.408   1.693  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.629  -0.247   0.227  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.695   0.765  -0.236  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.075   0.268   0.059  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.055   1.263  -0.402  1.00  0.00           C  
HETATM    6  O1  UNL     1       6.689   2.323  -0.941  1.00  0.00           O  
HETATM    7  O2  UNL     1       8.440   1.071  -0.258  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.348   0.245  -0.265  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.425   0.307  -1.796  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.135  -0.372  -2.294  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.258  -0.020  -1.173  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.084  -0.583  -1.075  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.871  -0.590  -2.365  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.147   0.157  -2.276  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.970  -0.163  -1.056  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.150   0.786  -1.085  1.00  0.00           C  
HETATM   17  C15 UNL     1      -6.041   0.657   0.105  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.261   0.660   1.379  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.815   1.043   1.044  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.187  -0.081   0.226  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.279  -1.335   1.047  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.767   0.346  -0.052  1.00  0.00           C  
HETATM   23  C21 UNL     1      -0.938   0.534   1.151  1.00  0.00           C  
HETATM   24  C22 UNL     1       0.368  -0.124   1.247  1.00  0.00           C  
HETATM   25  O3  UNL     1       0.275  -1.287   2.050  1.00  0.00           O  
HETATM   26  C23 UNL     1       1.097  -0.493   0.022  1.00  0.00           C  
HETATM   27  C24 UNL     1       1.404  -1.980  -0.084  1.00  0.00           C  
HETATM   28  H1  UNL     1       4.689  -1.080   1.932  1.00  0.00           H  
HETATM   29  H2  UNL     1       4.091   0.567   2.151  1.00  0.00           H  
HETATM   30  H3  UNL     1       2.972  -0.800   2.253  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.932  -1.199  -0.259  1.00  0.00           H  
HETATM   32  H5  UNL     1       4.499   1.678   0.399  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.559   1.083  -1.267  1.00  0.00           H  
HETATM   34  H7  UNL     1       6.167   0.084   1.159  1.00  0.00           H  
HETATM   35  H8  UNL     1       6.215  -0.692  -0.516  1.00  0.00           H  
HETATM   36  H9  UNL     1       9.020   1.111  -1.101  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.199   1.296   0.128  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.385   1.366  -2.117  1.00  0.00           H  
HETATM   39  H12 UNL     1       3.312  -0.231  -2.184  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.281  -1.434  -2.490  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.807   0.185  -3.209  1.00  0.00           H  
HETATM   42  H15 UNL     1       0.279   1.107  -1.075  1.00  0.00           H  
HETATM   43  H16 UNL     1      -1.185  -1.580  -0.640  1.00  0.00           H  
HETATM   44  H17 UNL     1      -1.237  -0.121  -3.143  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.078  -1.643  -2.717  1.00  0.00           H  
HETATM   46  H19 UNL     1      -3.774  -0.119  -3.161  1.00  0.00           H  
HETATM   47  H20 UNL     1      -2.941   1.236  -2.373  1.00  0.00           H  
HETATM   48  H21 UNL     1      -4.378  -1.190  -1.143  1.00  0.00           H  
HETATM   49  H22 UNL     1      -4.834   1.832  -1.281  1.00  0.00           H  
HETATM   50  H23 UNL     1      -5.748   0.492  -1.996  1.00  0.00           H  
HETATM   51  H24 UNL     1      -6.697   1.576   0.119  1.00  0.00           H  
HETATM   52  H25 UNL     1      -6.753  -0.194   0.015  1.00  0.00           H  
HETATM   53  H26 UNL     1      -5.610   1.452   2.090  1.00  0.00           H  
HETATM   54  H27 UNL     1      -5.289  -0.325   1.842  1.00  0.00           H  
HETATM   55  H28 UNL     1      -3.318   1.219   1.996  1.00  0.00           H  
HETATM   56  H29 UNL     1      -3.783   1.977   0.464  1.00  0.00           H  
HETATM   57  H30 UNL     1      -4.275  -1.791   0.852  1.00  0.00           H  
HETATM   58  H31 UNL     1      -3.251  -1.113   2.154  1.00  0.00           H  
HETATM   59  H32 UNL     1      -2.479  -2.060   0.861  1.00  0.00           H  
HETATM   60  H33 UNL     1      -1.865   1.316  -0.627  1.00  0.00           H  
HETATM   61  H34 UNL     1      -0.847   1.646   1.344  1.00  0.00           H  
HETATM   62  H35 UNL     1      -1.560   0.194   2.037  1.00  0.00           H  
HETATM   63  H36 UNL     1       1.046   0.553   1.852  1.00  0.00           H  
HETATM   64  H37 UNL     1      -0.204  -2.006   1.616  1.00  0.00           H  
HETATM   65  H38 UNL     1       2.230  -2.143  -0.833  1.00  0.00           H  
HETATM   66  H39 UNL     1       1.662  -2.411   0.901  1.00  0.00           H  
HETATM   67  H40 UNL     1       0.563  -2.579  -0.470  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    8   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6    6    7
CONECT    7   36
CONECT    8    9   26   37
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   26   42
CONECT   12   13   22   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   20   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   53   54
CONECT   19   20   55   56
CONECT   20   21   22
CONECT   21   57   58   59
CONECT   22   23   60
CONECT   23   24   61   62
CONECT   24   25   26   63
CONECT   25   64
CONECT   26   27
CONECT   27   65   66   67
END

HMDB0002431
     RDKit          3D
12b-Hydroxy-5b-cholanoic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    3.8153   -0.4077    1.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6286   -0.2474    0.2271 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6949    0.7645   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747    0.2678    0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    1.2630   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6891    2.3235   -0.9406 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4401    1.0709   -0.2582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3485    0.2447   -0.2645 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4255    0.3071   -1.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353   -0.3721   -2.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575   -0.0196   -1.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0843   -0.5835   -1.0754 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8710   -0.5901   -2.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1466    0.1568   -2.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -0.1631   -1.0557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1503    0.7865   -1.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410    0.6566    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2606    0.6595    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8149    1.0428    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1865   -0.0812    0.2262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2787   -1.3352    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7672    0.3461   -0.0518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9382    0.5339    1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3678   -0.1238    1.2470 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2749   -1.2873    2.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.4927    0.0224 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4044   -1.9796   -0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6893   -1.0801    1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    0.5667    2.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9724   -0.8004    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -1.1989   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987    1.6779    0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588    1.0834   -1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1669    0.0842    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2152   -0.6917   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0198    1.1109   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987    1.2957    0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3847    1.3655   -2.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -0.2305   -2.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2811   -1.4344   -2.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8068    0.1849   -3.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2789    1.1072   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -1.5795   -0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374   -0.1211   -3.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -1.6429   -2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7745   -0.1194   -3.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9407    1.2360   -2.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3778   -1.1902   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8344    1.8318   -1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7482    0.4919   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6973    1.5760    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7526   -0.1936    0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6096    1.4517    2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2887   -0.3245    1.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180    1.2189    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7827    1.9773    0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748   -1.7907    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -1.1127    2.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794   -2.0604    0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651    1.3164   -0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8472    1.6464    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5595    0.1937    2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463    0.5531    1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2036   -2.0059    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2297   -2.1432   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6624   -2.4106    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -2.5794   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  6
 26  8  1  0
 26 11  1  0
 22 12  1  0
 20 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  1
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  1
 12 43  1  1
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  6
 23 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  0
 27 65  1  0
 27 66  1  0
 27 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
12b-Hydroxy-5b-cholanoate	Generator
12-Hydroxy-(5b,12b)-cholan-24-Oate	HMDB
12-Hydroxy-(5b,12b)-cholan-24-Oic acid	HMDB
12b-Hydroxy-5b-cholan-24-Oate	HMDB
12b-Hydroxy-5b-cholan-24-Oic acid	HMDB
12b-Hydroxy-5b-cholanic acid	HMDB
12beta-Hydroxy-5beta-cholanoate	HMDB
12beta-Hydroxy-5beta-cholanoic acid	HMDB
(4R)-4-[(1S,2S,7S,10R,11S,14R,15R,16R)-16-Hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB
12Β-hydroxy-5β-cholanoate	HMDB
12Β-hydroxy-5β-cholanoic acid	HMDB
12b-Hydroxy-5b-cholanoic acid	Generator

Chemical Formula

C₂₄H₄₀O₃

Average Molecular Weight

376.5726

Monoisotopic Molecular Weight

376.297745146

IUPAC Name

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

Traditional Name

12b-hydroxy-5b-cholanoic acid

CAS Registry Number

15173-23-6

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])CCCC[C@]4(C)[C@@]3([H])C[C@@H](O)[C@]12C)[C@H](C)CCC(O)=O

InChI Identifier

InChI=1S/C24H40O3/c1-15(7-12-22(26)27)18-10-11-19-17-9-8-16-6-4-5-13-23(16,2)20(17)14-21(25)24(18,19)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16+,17+,18-,19+,20+,21-,23+,24-/m1/s1

InChI Key

OBUOWZOYJNAMCZ-ORVKXXEISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010016 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002431)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0002431)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002431)

Source

Endogenous

Endogenous (HMDB: HMDB0002431)

Animal

Animal (HMDB: HMDB0002431)

Exogenous

Food

Food (HMDB: HMDB0002431)

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: HMDB0002431)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002431)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002431)

Lipid metabolism pathway (HMDB: HMDB0002431)

Cellular process

Cell signaling (HMDB: HMDB0002431)

Biochemical process

Lipid transport (HMDB: HMDB0002431)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002431)

Molecular messenger

Signaling molecule (HMDB: HMDB0002431)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002431)

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	0.0011 g/L	ALOGPS
logP	4.5	ALOGPS
logP	5.18	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.53 m³·mol⁻¹	ChemAxon
Polarizability	45.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	188.767	31661259
DarkChem	[M-H]-	182.702	31661259
DeepCCS	[M-2H]-	226.387	30932474
DeepCCS	[M+Na]+	200.458	30932474
AllCCS	[M+H]+	197.3	32859911
AllCCS	[M+H-H2O]+	195.1	32859911
AllCCS	[M+NH4]+	199.4	32859911
AllCCS	[M+Na]+	200.0	32859911
AllCCS	[M-H]-	197.6	32859911
AllCCS	[M+Na-2H]-	198.8	32859911
AllCCS	[M+HCOO]-	200.2	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. Predicted by Afia on May 17, 2022.	8.51 minutes	32390414
Predicted by Siyang on May 30, 2022	19.6631 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	48.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3151.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	442.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	245.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	632.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	871.9 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	843.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	103.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1534.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	605.9 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	1828.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	505.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	526.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	292.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	403.6 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	21.3 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12b-Hydroxy-5b-cholanoic acid,1TMS,isomer #1	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C)[C@@]21C	3157.2	Semi standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TMS,isomer #1	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C)[C@@]21C	2943.3	Standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TMS,isomer #1	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C)[C@@]21C	3491.2	Standard polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O)[C@@]21C	3078.6	Semi standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O)[C@@]21C	2988.9	Standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O)[C@@]21C	3490.8	Standard polar	33892256
12b-Hydroxy-5b-cholanoic acid,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C)[C@@]21C	3091.3	Semi standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C)[C@@]21C	3039.2	Standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C)[C@@]21C	3470.6	Standard polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3398.1	Semi standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3184.6	Standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3637.4	Standard polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O)[C@@]21C	3344.1	Semi standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O)[C@@]21C	3225.6	Standard non polar	33892256
12b-Hydroxy-5b-cholanoic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O)[C@@]21C	3623.8	Standard polar	33892256
12b-Hydroxy-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]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3595.5	Semi standard non polar	33892256
12b-Hydroxy-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]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3533.3	Standard non polar	33892256
12b-Hydroxy-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]3CC[C@@H]4CCCC[C@]4(C)[C@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@]21C	3684.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 12b-Hydroxy-5b-cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-0529000000-3b69425c7ae697ec414d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12b-Hydroxy-5b-cholanoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-3412790000-eb52115fafe72be03722	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12b-Hydroxy-5b-cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 10V, Positive-QTOF	splash10-0a4i-0009000000-15d32456a05796c74b9e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 20V, Positive-QTOF	splash10-0a4l-1129000000-42a672f4744641eef19e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 40V, Positive-QTOF	splash10-0002-9436000000-b906bafebf3f347be588	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 10V, Negative-QTOF	splash10-004i-0009000000-f317b23fea7a9c31f96a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 20V, Negative-QTOF	splash10-0a6r-0009000000-7369aef23afe9f4d2fd4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 40V, Negative-QTOF	splash10-0a4l-9007000000-9e6e385970953e2c0490	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 10V, Negative-QTOF	splash10-004i-0009000000-eccc9e9b8c78169f5313	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 20V, Negative-QTOF	splash10-056r-0009000000-ba11f3143c6ba7fb91e9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 40V, Negative-QTOF	splash10-00di-1049000000-e239941ccc7bfead9dff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 10V, Positive-QTOF	splash10-004i-0019000000-b5f69b5609f9c70066ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 20V, Positive-QTOF	splash10-0a6r-4295000000-af9a318aaf3d2a121d9c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12b-Hydroxy-5b-cholanoic acid 40V, Positive-QTOF	splash10-0a4l-9430000000-d8b1a979438d056e7fc8	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023003

KNApSAcK ID

Not Available

Chemspider ID

4446900

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283812

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

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

ENEROTH P: THIN-LAYER CHROMATOGRAPHY OF BILE ACIDS. J Lipid Res. 1963 Jan;4:11-6. [PubMed:14167657 ]

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 12b-Hydroxy-5b-cholanoic acid (HMDB0002431)

MOL for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

3D MOL for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

3D SDF for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

3D-SDF for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

PDB for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

3D PDB for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

SMILES for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

INCHI for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

Structure for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

3D Structure for HMDB0002431 (12b-Hydroxy-5b-cholanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References