Jump To Section:

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

enzymes (1)transporters (8) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:02 UTC

HMDB ID

HMDB0000414

Secondary Accession Numbers

HMDB00414

Metabolite Identification

Common Name

1b,3a,7a-Trihydroxy-5b-cholanoic acid

Description

1b,3a,7a-Trihydroxy-5b-cholanoic acid, also known as 1b-hydroxychenodeoxycholate or 3-a,7-a,12-a-trihydroxy-5-a-cholanoate, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. 1b,3a,7a-Trihydroxy-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

Untitled Document-1
  Mrv0541 02231218302D          

 33 36  0  0  0  0            999 V2000
   -2.4539   -2.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539   -1.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7395   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.3339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3105   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -2.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4040   -1.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1184   -1.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9030   -1.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3880   -0.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -0.0164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1580    0.7682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5746    1.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    2.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850    2.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650    0.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.2714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1184    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040    0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -0.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -1.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0250   -1.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0250   -0.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    3.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    1.7786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684   -2.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -0.2714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -3.1589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -1.9214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.6839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -1.9214    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
  3 29  1  1  0  0  0
  5 30  1  1  0  0  0
 22 31  1  6  0  0  0
  8 32  1  1  0  0  0
  9 33  1  6  0  0  0
M  END

HMDB0000414
     RDKit          3D
1b,3a,7a-Trihydroxy-5b-cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    5.0896   -1.8693    0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9508   -1.1392   -0.4254 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4546    0.0923   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    1.1527   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242    2.3135   -0.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4486    2.3049   -2.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0718    3.3791   -0.2319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -1.1682    0.4250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8962   -0.4940    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7194    0.4968    1.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862   -0.3825    1.1468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5767    0.2450    0.7410 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4532   -0.7889    0.0721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7810   -1.7151   -0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241   -2.0869   -0.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.8476   -0.1145 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3098    0.1371   -1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -0.1998   -0.4828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7083   -0.1350   -2.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    1.2255   -0.0399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2036    1.8252   -0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3702    0.9745   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2053    1.6495    0.8482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0519   -0.3656    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9092   -1.0665   -0.1374 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3838   -1.7922   -1.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537    1.5021    1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    0.7059    1.9564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9668   -0.4017    2.5974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837   -1.2884    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8943   -2.1508   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6108   -2.8056    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801   -1.8913   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3598   -0.1683   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033    0.6273   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842    1.6116    0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7825    0.8260    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0425    3.5086   -0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697   -2.2972    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516   -0.0711    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.2181    2.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    0.7034    2.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9287    1.3837    1.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607   -1.2910    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4055    1.1584    0.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955   -1.4352    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051   -1.4377   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3569   -2.6931   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6843   -2.8258    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1316   -2.5182   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7180   -0.2316   -2.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6378    1.1523   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2007    0.2368   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642    0.5558   -2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7087    0.3322   -2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7419   -1.1291   -2.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297    1.8166   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2461    2.1230   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2546    2.8071    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0228    0.8202   -0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8215    2.2668    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9664   -1.0121    0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9535   -0.3520    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5594   -1.8570    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3339   -2.0326   -1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336    2.5849    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4201    1.4332    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045    1.2482    2.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.0414    3.2084 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  6
 13 18  1  0
 18 19  1  6
 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
 20 27  1  0
 27 28  1  0
 28 29  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  1
 12 45  1  6
 13 46  1  1
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  6
 21 58  1  0
 21 59  1  0
 22 60  1  6
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  1
 26 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  1
 29 69  1  0
M  END

Untitled Document-1
  Mrv0541 02231218302D          

 33 36  0  0  0  0            999 V2000
   -2.4539   -2.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539   -1.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7395   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -2.3339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3105   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -2.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4040   -1.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1184   -1.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9030   -1.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3880   -0.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -0.0164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1580    0.7682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5746    1.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    2.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850    2.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650    0.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.2714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1184    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040    0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -0.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -1.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0250   -1.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0250   -0.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    3.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    1.7786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -2.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684   -2.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -0.2714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -3.1589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -1.9214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.6839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -1.9214    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
  3 29  1  1  0  0  0
  5 30  1  1  0  0  0
 22 31  1  6  0  0  0
  8 32  1  1  0  0  0
  9 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000414

> <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)C[C@]2([H])C[C@H](O)C[C@@H](O)[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(8-9-23(16,17)2)24(3)14(11-19(22)26)10-15(25)12-20(24)27/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15+,16-,17+,18+,19-,20-,22+,23-,24+/m1/s1

> <INCHI_KEY>
GYUVAHWOVINGNE-RWXZXXAWSA-N

> <FORMULA>
C24H40O5

> <MOLECULAR_WEIGHT>
408.5714

> <EXACT_MASS>
408.28757439

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.114744344938956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,3R,5S,7S,9R,10S,11S,14R,15R)-3,5,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
2.4097004506666666

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.503984784806836

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.595945249031173

> <JCHEM_PKA_STRONGEST_BASIC>
-0.606753128449452

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
110.74569999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,3R,5S,7S,9R,10S,11S,14R,15R)-3,5,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000414
     RDKit          3D
1b,3a,7a-Trihydroxy-5b-cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    5.0896   -1.8693    0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9508   -1.1392   -0.4254 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4546    0.0923   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    1.1527   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242    2.3135   -0.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4486    2.3049   -2.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0718    3.3791   -0.2319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -1.1682    0.4250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8962   -0.4940    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7194    0.4968    1.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862   -0.3825    1.1468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5767    0.2450    0.7410 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4532   -0.7889    0.0721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7810   -1.7151   -0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241   -2.0869   -0.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.8476   -0.1145 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3098    0.1371   -1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -0.1998   -0.4828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7083   -0.1350   -2.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    1.2255   -0.0399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2036    1.8252   -0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3702    0.9745   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2053    1.6495    0.8482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0519   -0.3656    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9092   -1.0665   -0.1374 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3838   -1.7922   -1.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537    1.5021    1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    0.7059    1.9564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9668   -0.4017    2.5974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837   -1.2884    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8943   -2.1508   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6108   -2.8056    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801   -1.8913   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3598   -0.1683   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033    0.6273   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842    1.6116    0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7825    0.8260    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0425    3.5086   -0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697   -2.2972    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516   -0.0711    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.2181    2.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    0.7034    2.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9287    1.3837    1.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607   -1.2910    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4055    1.1584    0.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955   -1.4352    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051   -1.4377   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3569   -2.6931   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6843   -2.8258    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1316   -2.5182   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7180   -0.2316   -2.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6378    1.1523   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2007    0.2368   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642    0.5558   -2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7087    0.3322   -2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7419   -1.1291   -2.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297    1.8166   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2461    2.1230   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2546    2.8071    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0228    0.8202   -0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8215    2.2668    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9664   -1.0121    0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9535   -0.3520    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5594   -1.8570    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3339   -2.0326   -1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336    2.5849    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4201    1.4332    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045    1.2482    2.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.0414    3.2084 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  6
 13 18  1  0
 18 19  1  6
 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
 20 27  1  0
 27 28  1  0
 28 29  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  1
 12 45  1  6
 13 46  1  1
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  6
 21 58  1  0
 21 59  1  0
 22 60  1  6
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  1
 26 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  1
 29 69  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-1                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.581  -4.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.581  -2.817   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.247  -2.047   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.247  -5.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.913  -4.357   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.580  -5.127   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.754  -4.357   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.754  -2.817   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.088  -2.047   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.552  -2.522   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.458  -1.277   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.552  -0.031   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.028   1.434   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.939   2.523   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.338   4.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.825   4.409   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.535   1.754   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.088  -0.507   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.088   1.033   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.754   0.263   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.580  -0.507   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.580  -2.047   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.913  -2.817   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.913  -1.277   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.224   5.897   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.914   3.320   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.088  -5.127   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.914  -5.127   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.247  -0.507   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0      -1.913  -5.897   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.580  -3.587   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.754  -1.277   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.088  -3.587   0.000  0.00  0.00           H+0
CONECT    1    2    4   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2   23   29                                                  
CONECT    4    1    5                                                       
CONECT    5    4    6   23   30                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9   22   32                                             
CONECT    9    8   10   18   33                                             
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   31                                             
CONECT   23   22    3    5   24                                             
CONECT   24   23                                                            
CONECT   25   16                                                            
CONECT   26   16                                                            
CONECT   27    7                                                            
CONECT   28    1                                                            
CONECT   29    3                                                            
CONECT   30    5                                                            
CONECT   31   22                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0000414
HETATM    1  C1  UNL     1       5.090  -1.869   0.353  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.951  -1.139  -0.425  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.455   0.092  -1.037  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.014   1.153  -0.121  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.524   2.314  -0.896  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.449   2.305  -2.133  1.00  0.00           O  
HETATM    7  O2  UNL     1       6.072   3.379  -0.232  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.759  -1.168   0.425  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.896  -0.494   1.783  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.719   0.497   1.791  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.686  -0.383   1.147  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.577   0.245   0.741  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.453  -0.789   0.072  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.781  -1.715  -0.865  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.624  -2.087  -0.507  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.427  -0.848  -0.115  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.310   0.137  -1.207  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.725  -0.200  -0.483  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.708  -0.135  -2.020  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.864   1.225  -0.040  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.204   1.825  -0.376  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.370   0.974  -0.067  1.00  0.00           C  
HETATM   23  O3  UNL     1      -6.205   1.650   0.848  1.00  0.00           O  
HETATM   24  C21 UNL     1      -5.052  -0.366   0.496  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.909  -1.067  -0.137  1.00  0.00           C  
HETATM   26  O4  UNL     1      -4.384  -1.792  -1.239  1.00  0.00           O  
HETATM   27  C23 UNL     1      -2.554   1.502   1.379  1.00  0.00           C  
HETATM   28  C24 UNL     1      -1.413   0.706   1.956  1.00  0.00           C  
HETATM   29  O5  UNL     1      -1.967  -0.402   2.597  1.00  0.00           O  
HETATM   30  H1  UNL     1       5.384  -1.288   1.225  1.00  0.00           H  
HETATM   31  H2  UNL     1       5.894  -2.151  -0.331  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.611  -2.806   0.710  1.00  0.00           H  
HETATM   33  H4  UNL     1       3.780  -1.891  -1.270  1.00  0.00           H  
HETATM   34  H5  UNL     1       5.360  -0.168  -1.709  1.00  0.00           H  
HETATM   35  H6  UNL     1       3.803   0.627  -1.746  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.184   1.612   0.505  1.00  0.00           H  
HETATM   37  H8  UNL     1       5.783   0.826   0.567  1.00  0.00           H  
HETATM   38  H9  UNL     1       7.042   3.509  -0.014  1.00  0.00           H  
HETATM   39  H10 UNL     1       2.670  -2.297   0.729  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.852  -0.071   2.011  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.676  -1.218   2.631  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.480   0.703   2.858  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.929   1.384   1.204  1.00  0.00           H  
HETATM   44  H15 UNL     1       0.561  -1.291   1.770  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.405   1.158   0.183  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.796  -1.435   0.945  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.805  -1.438  -1.938  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.357  -2.693  -0.854  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.684  -2.826   0.319  1.00  0.00           H  
HETATM   50  H21 UNL     1       1.132  -2.518  -1.391  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.718  -0.232  -2.169  1.00  0.00           H  
HETATM   52  H23 UNL     1       1.638   1.152  -1.033  1.00  0.00           H  
HETATM   53  H24 UNL     1       0.201   0.237  -1.445  1.00  0.00           H  
HETATM   54  H25 UNL     1      -1.964   0.556  -2.408  1.00  0.00           H  
HETATM   55  H26 UNL     1      -3.709   0.332  -2.270  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.742  -1.129  -2.475  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.130   1.817  -0.668  1.00  0.00           H  
HETATM   58  H29 UNL     1      -4.246   2.123  -1.455  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.255   2.807   0.180  1.00  0.00           H  
HETATM   60  H31 UNL     1      -6.023   0.820  -0.976  1.00  0.00           H  
HETATM   61  H32 UNL     1      -6.821   2.267   0.346  1.00  0.00           H  
HETATM   62  H33 UNL     1      -5.966  -1.012   0.334  1.00  0.00           H  
HETATM   63  H34 UNL     1      -4.953  -0.352   1.622  1.00  0.00           H  
HETATM   64  H35 UNL     1      -3.559  -1.857   0.591  1.00  0.00           H  
HETATM   65  H36 UNL     1      -5.334  -2.033  -1.058  1.00  0.00           H  
HETATM   66  H37 UNL     1      -2.234   2.585   1.448  1.00  0.00           H  
HETATM   67  H38 UNL     1      -3.420   1.433   2.076  1.00  0.00           H  
HETATM   68  H39 UNL     1      -0.805   1.248   2.680  1.00  0.00           H  
HETATM   69  H40 UNL     1      -2.666  -0.041   3.208  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    8   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6    6    7
CONECT    7   38
CONECT    8    9   16   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   16   44
CONECT   12   13   28   45
CONECT   13   14   18   46
CONECT   14   15   47   48
CONECT   15   16   49   50
CONECT   16   17
CONECT   17   51   52   53
CONECT   18   19   20   25
CONECT   19   54   55   56
CONECT   20   21   27   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   65
CONECT   27   28   66   67
CONECT   28   29   68
CONECT   29   69
END

HMDB0000414
     RDKit          3D
1b,3a,7a-Trihydroxy-5b-cholanoic acid
 69 72  0  0  0  0  0  0  0  0999 V2000
    5.0896   -1.8693    0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9508   -1.1392   -0.4254 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4546    0.0923   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    1.1527   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242    2.3135   -0.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4486    2.3049   -2.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0718    3.3791   -0.2319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -1.1682    0.4250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8962   -0.4940    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7194    0.4968    1.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862   -0.3825    1.1468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5767    0.2450    0.7410 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4532   -0.7889    0.0721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7810   -1.7151   -0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241   -2.0869   -0.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.8476   -0.1145 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3098    0.1371   -1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -0.1998   -0.4828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7083   -0.1350   -2.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    1.2255   -0.0399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2036    1.8252   -0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3702    0.9745   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2053    1.6495    0.8482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0519   -0.3656    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9092   -1.0665   -0.1374 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3838   -1.7922   -1.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537    1.5021    1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    0.7059    1.9564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9668   -0.4017    2.5974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837   -1.2884    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8943   -2.1508   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6108   -2.8056    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801   -1.8913   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3598   -0.1683   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033    0.6273   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842    1.6116    0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7825    0.8260    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0425    3.5086   -0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697   -2.2972    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516   -0.0711    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.2181    2.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    0.7034    2.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9287    1.3837    1.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607   -1.2910    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4055    1.1584    0.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955   -1.4352    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051   -1.4377   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3569   -2.6931   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6843   -2.8258    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1316   -2.5182   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7180   -0.2316   -2.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6378    1.1523   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2007    0.2368   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642    0.5558   -2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7087    0.3322   -2.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7419   -1.1291   -2.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297    1.8166   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2461    2.1230   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2546    2.8071    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0228    0.8202   -0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8215    2.2668    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9664   -1.0121    0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9535   -0.3520    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5594   -1.8570    0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3339   -2.0326   -1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336    2.5849    1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4201    1.4332    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045    1.2482    2.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.0414    3.2084 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  6
 13 18  1  0
 18 19  1  6
 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
 20 27  1  0
 27 28  1  0
 28 29  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  1
 12 45  1  6
 13 46  1  1
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  6
 21 58  1  0
 21 59  1  0
 22 60  1  6
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  1
 26 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  1
 29 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1b,3a,7a-Trihydroxy-5b-cholanoate	Generator
1 beta,3a,7a-Trihydroxy-5b-cholanoate	HMDB
1 beta,3a,7a-Trihydroxy-5b-cholanoic acid	HMDB
1b,3 alpha,7a-Trihydroxy-5b-cholanoate	HMDB
1b,3 alpha,7a-Trihydroxy-5b-cholanoic acid	HMDB
1b,3a,7 alpha-Trihydroxy-5b-cholanoate	HMDB
1b,3a,7 alpha-Trihydroxy-5b-cholanoic acid	HMDB
1b,3a,7a-Trihydroxy-5 beta-cholanoate	HMDB
1b,3a,7a-Trihydroxy-5 beta-cholanoic acid	HMDB
1b,3a,7a-Trihydroxy-5b-cholan-24-Oate	HMDB
1b,3a,7a-Trihydroxy-5b-cholan-24-Oic acid	HMDB
1b-Hydroxychenodeoxycholate	HMDB
1b-Hydroxychenodeoxycholic acid	HMDB
3-a,7-a,12-a-Trihydroxy-5-a-cholanoate	HMDB
3-a,7-a,12-a-Trihydroxy-5-a-cholanoic acid	HMDB
3-a,7-a,12-alpha-Trihydroxy-5-alpha-cholanoate	HMDB
3-a,7-a,12-alpha-Trihydroxy-5-alpha-cholanoic acid	HMDB
(4R)-4-[(1S,2S,3R,5S,7S,9R,10S,11S,14R,15R)-3,5,9-Trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB

Chemical Formula

C₂₄H₄₀O₅

Average Molecular Weight

408.5714

Monoisotopic Molecular Weight

408.28757439

IUPAC Name

(4R)-4-[(1S,2S,3R,5S,7S,9R,10S,11S,14R,15R)-3,5,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2S,3R,5S,7S,9R,10S,11S,14R,15R)-3,5,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

CAS Registry Number

99598-04-6

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)C[C@]2([H])C[C@H](O)C[C@@H](O)[C@]12C

InChI Identifier

InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(8-9-23(16,17)2)24(3)14(11-19(22)26)10-15(25)12-20(24)27/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15+,16-,17+,18+,19-,20-,22+,23-,24+/m1/s1

InChI Key

GYUVAHWOVINGNE-RWXZXXAWSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010058 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Depression (PMID: 35445772)

Alzheimer's Disease (PMID: 30337151)

Cancer

Colorectal cancer (PMID: 21724466)

Digestive system disorder

Gastrointestinal disorder

Chronic diarrhea (PMID: 19900947)

Disposition

Biological location

Cytoplasm (HMDB: HMDB0000414)
Cell membrane (HMDB: HMDB0000414)

Biofluid or Excreta

Urine (HMDB: HMDB0000414)

Tissue substructure

Hepatic tissue (HMDB: HMDB0000414)

Organ

Cellular substructure

Extracellular (HMDB: HMDB0000414)

Non-excretory biofluid

Biofluid or Excreta

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

Excreta

Biofluid or Excreta

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

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000414)

Source

Endogenous

Endogenous (HMDB: HMDB0000414)

Animal

Animal (HMDB: HMDB0000414)

Exogenous

Food

Food (HMDB: HMDB0000414)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0000414)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0000414)

Cellular process

Cell signaling (HMDB: HMDB0000414)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0000414)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	238 - 240 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.08 g/L	ALOGPS
logP	2.21	ALOGPS
logP	2.41	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-0.61	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.75 m³·mol⁻¹	ChemAxon
Polarizability	47.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	203.514	32859911
AllCCS	[M-H]-	200.947	32859911
DeepCCS	[M-2H]-	231.004	30932474
DeepCCS	[M+Na]+	205.139	30932474
AllCCS	[M+H]+	203.5	32859911
AllCCS	[M+H-H2O]+	201.4	32859911
AllCCS	[M+NH4]+	205.4	32859911
AllCCS	[M+Na]+	206.0	32859911
AllCCS	[M-H]-	200.9	32859911
AllCCS	[M+Na-2H]-	202.4	32859911
AllCCS	[M+HCOO]-	204.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1b,3a,7a-Trihydroxy-5b-cholanoic 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)C[C@]2([H])C[C@H](O)C[C@@H](O)[C@]12C	4145.6	Standard polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic 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)C[C@]2([H])C[C@H](O)C[C@@H](O)[C@]12C	3469.2	Standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic 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)C[C@]2([H])C[C@H](O)C[C@@H](O)[C@]12C	3706.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1b,3a,7a-Trihydroxy-5b-cholanoic acid,1TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O)C[C@H]3O	3438.1	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic 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)[C@@H](C[C@H](O)C[C@H]1O)C[C@H]3O[Si](C)(C)C	3434.6	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic 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)[C@H](O)C[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O	3473.9	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,1TMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O[Si](C)(C)C)C[C@H]3O	3448.0	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)[C@H](O)C[C@@H](O[Si](C)(C)C)C[C@H]1C[C@H]3O	3418.5	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O[Si](C)(C)C)C[C@H]3O	3372.8	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O)C[C@H]3O[Si](C)(C)C	3362.6	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C)C[C@H]1O)C[C@H]3O[Si](C)(C)C	3365.5	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O[Si](C)(C)C)C[C@H]3O[Si](C)(C)C	3353.5	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TMS,isomer #6	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)C[C@H]3O	3367.6	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)C[C@H]3O	3344.6	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,3TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C)C[C@H]1O)C[C@H]3O[Si](C)(C)C	3339.1	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,3TMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O[Si](C)(C)C)C[C@H]3O[Si](C)(C)C	3339.1	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,3TMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)C[C@H]3O[Si](C)(C)C	3349.6	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,4TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)C[C@H]3O[Si](C)(C)C	3352.5	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O)C[C@H]3O	3700.4	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic 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)[C@@H](C[C@H](O)C[C@H]1O)C[C@H]3O[Si](C)(C)C(C)(C)C	3648.5	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic 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)[C@H](O)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O	3693.4	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,1TBDMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)C[C@H]3O	3661.0	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)[C@H](O)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O	3883.0	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)C[C@H]3O	3841.9	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O)C[C@H]3O[Si](C)(C)C(C)(C)C	3807.4	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)C[C@H]3O[Si](C)(C)C(C)(C)C	3791.0	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #5	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)C[C@H]3O[Si](C)(C)C(C)(C)C	3783.6	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,2TBDMS,isomer #6	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)C[C@H]3O	3791.6	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)C[C@H]3O	3979.8	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)C[C@H]3O[Si](C)(C)C(C)(C)C	3959.2	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,3TBDMS,isomer #3	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)C[C@H]3O[Si](C)(C)C(C)(C)C	3966.7	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,3TBDMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)C[C@H]3O[Si](C)(C)C(C)(C)C	3958.9	Semi standard non polar	33892256
1b,3a,7a-Trihydroxy-5b-cholanoic acid,4TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@]1(C)[C@@H](C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)C[C@H]3O[Si](C)(C)C(C)(C)C	4149.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-0239000000-394ff08e885cc2ff62cf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (4 TMS) - 70eV, Positive	splash10-001i-1010049000-e251a4d89cf691964638	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid GC-MS (TBDMS_2_3) - 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 - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 10V, Positive-QTOF	splash10-00dl-0009000000-0c122eee1b1dbeb1519d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 20V, Positive-QTOF	splash10-00dl-0009000000-5d6420cc5eb3dddd01e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 40V, Positive-QTOF	splash10-017m-0229000000-c2cdbb52f610d0037ad6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 10V, Negative-QTOF	splash10-0a4r-0009800000-4a0ab06b262a99f18ff4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 20V, Negative-QTOF	splash10-052r-0009200000-9a24af3f58b590ac86cd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 40V, Negative-QTOF	splash10-0a4l-9008000000-bc16e2d0e0920690f4a7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 10V, Negative-QTOF	splash10-0a4i-0000900000-ec1d9319a9eaf1f2aba6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 20V, Negative-QTOF	splash10-0a4r-0005900000-d45f49a6aa240d181d6f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 40V, Negative-QTOF	splash10-0a4i-3009300000-e033ec1692855f102db7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 10V, Positive-QTOF	splash10-0abc-0009400000-0c2f2b8fbd1d31656464	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 20V, Positive-QTOF	splash10-0ab9-2329100000-7d1b771c9c7caac830fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b,3a,7a-Trihydroxy-5b-cholanoic acid 40V, Positive-QTOF	splash10-0a4i-3972000000-1944d08827537fc2a83a	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

FDB022030

KNApSAcK ID

Not Available

Chemspider ID

4446934

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5403

PubChem Compound

5283846

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

Tohma, Masahiko; Mahara, Reijiro; Takeshita, Hiromi; Kurosawa, Takao; Ikegawa, Shigeo; Nittono, Hiroshi. Synthesis of the 1b-hydroxylated bile acids and identification of 1b,3a,7a-trihydroxy- and 1b,3a,7a,12a-tetrahydroxy-5b-cholan-24-oic acids in human meconium. Chemical & Pharmaceutical Bulletin (1985), 33(7), 3071-3.

Material Safety Data Sheet (MSDS)

Not Available

General References

Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
Kimura A, Mahara R, Inoue T, Nomura Y, Murai T, Kurosawa T, Tohma M, Noguchi K, Hoshiyama A, Fujisawa T, Kato H: Profile of urinary bile acids in infants and children: developmental pattern of excretion of unsaturated ketonic bile acids and 7beta-hydroxylated bile acids. Pediatr Res. 1999 Apr;45(4 Pt 1):603-9. [PubMed:10203155 ]

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 1b,3a,7a-Trihydroxy-5b-cholanoic acid (HMDB0000414)

MOL for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

3D MOL for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

3D SDF for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

3D-SDF for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

PDB for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

3D PDB for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

SMILES for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

INCHI for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

Structure for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

3D Structure for HMDB0000414 (1b,3a,7a-Trihydroxy-5b-cholanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References