MiMeDB: Showing metabocard for 2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic acid (MMDBc0031981)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:57:25 UTC

Update Date

2024-04-30 19:53:55 UTC

Metabolite ID

MMDBc0031981

Metabolite Identification

Common Name

2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic acid

Description

NULL

Structure

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


  Mrv0541 06031309472D          

 31 34  0  0  1  0            999 V2000
   11.9130   -8.5295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9401   -4.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9130   -6.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1177   -4.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5841   -3.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3260   -6.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8411   -6.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8442   -3.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1985   -8.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6275   -8.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6275   -5.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1985   -6.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1320   -4.5380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9130   -7.7045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8719   -5.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0565   -6.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6275   -6.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4840   -7.7045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3420   -7.7045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4840   -6.8794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3420   -5.2294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2962   -2.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3420   -6.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9130   -6.8794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0565   -5.6419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7696   -8.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0565   -8.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7696   -6.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3420   -4.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5563   -1.7387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4881   -2.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  2  1  6  0  0  0
 24  3  1  1  0  0  0
 25  4  1  1  0  0  0
  5 13  1  0  0  0  0
  5  8  1  0  0  0  0
  6 15  1  0  0  0  0
  6  7  1  0  0  0  0
  7 16  1  0  0  0  0
  8 22  1  0  0  0  0
  9 18  1  0  0  0  0
  9 14  1  0  0  0  0
 10 14  1  0  0  0  0
 10 19  1  0  0  0  0
 11 17  1  0  0  0  0
 11 21  1  0  0  0  0
 12 24  1  0  0  0  0
 12 20  1  0  0  0  0
 13 15  1  0  0  0  0
 14 24  1  0  0  0  0
 15 25  1  0  0  0  0
 16 23  1  0  0  0  0
 16 25  1  0  0  0  0
 17 23  1  0  0  0  0
 17 24  1  0  0  0  0
 18 20  1  0  0  0  0
 18 26  1  6  0  0  0
 19 23  1  0  0  0  0
 19 27  1  6  0  0  0
 20 28  1  1  0  0  0
 21 29  1  6  0  0  0
 21 25  1  0  0  0  0
 22 30  1  0  0  0  0
 22 31  2  0  0  0  0
 14  1  1  1  0  0  0
M  END

HMDB0000316
     RDKit          3D
2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic acid
 70 73  0  0  0  0  0  0  0  0999 V2000
    4.0041    0.6700   -2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610   -0.3102   -1.1282 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7517   -1.0044   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385   -0.1189    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8913   -0.8868    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7835   -0.2157    1.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0150   -2.2450    0.6346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    0.0645   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700    1.1745    0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114    1.8402    1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5773    0.7427    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8524    1.0916    0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498    0.0093   -0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0093   -0.5860   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4490   -0.8628   -1.0618 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6802   -1.9757   -0.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1848    0.3427   -0.5981 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1049    1.4099   -1.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0390    0.5339   -0.2463 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9096    1.8971   -0.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7551   -0.3311   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4062   -1.5438   -0.6606 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9554   -2.2880   -1.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846   -0.9581    0.2651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3175   -1.9545    0.7415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7589   -0.3461    1.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073    0.6464    1.0761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7287    0.5967    2.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521    1.3019    2.0111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5278    0.7524    2.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006    1.6579   -1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9591    0.2461   -2.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464    0.7802   -3.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -1.1466   -1.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4261   -1.7626    0.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3038   -1.6181   -1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2033    0.5583   -0.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3836    0.5127    0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0224   -2.8762    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526   -0.8548    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408    1.9573    0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240    0.8169    1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    2.1175    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665    2.7414    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.1349    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9257    2.0717    0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7569   -0.8318    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971   -1.5950   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    0.0146   -2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8484   -1.1272   -2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537   -2.7820   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2122    2.0526   -1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    0.9001   -2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657    2.1151   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1571    1.9245   -1.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202    2.7222   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765    2.1592   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5898    0.3050   -1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1350   -0.6122   -2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -2.1186   -0.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653   -3.2377   -1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0937   -0.2053   -0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8963   -2.5839    1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5358    0.1154    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474   -1.1936    2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1738    1.6643    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6173   -0.4658    2.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2492    1.0884    3.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4703    2.3822    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    0.4915    3.7751 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
 15 17  1  0
 17 18  1  6
 13 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 17  8  1  0
 27 19  1  0
 17 11  1  0
 29 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  6
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  6
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  1
 23 61  1  0
 24 62  1  6
 25 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 28 68  1  0
 29 69  1  1
 30 70  1  0
M  END


  Mrv0541 06031309472D          

 31 34  0  0  1  0            999 V2000
   11.9130   -8.5295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9401   -4.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9130   -6.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1177   -4.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5841   -3.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3260   -6.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8411   -6.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8442   -3.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1985   -8.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6275   -8.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6275   -5.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1985   -6.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1320   -4.5380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9130   -7.7045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8719   -5.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0565   -6.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6275   -6.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4840   -7.7045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3420   -7.7045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4840   -6.8794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3420   -5.2294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2962   -2.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3420   -6.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9130   -6.8794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0565   -5.6419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7696   -8.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0565   -8.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7696   -6.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3420   -4.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5563   -1.7387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4881   -2.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  2  1  6  0  0  0
 24  3  1  1  0  0  0
 25  4  1  1  0  0  0
  5 13  1  0  0  0  0
  5  8  1  0  0  0  0
  6 15  1  0  0  0  0
  6  7  1  0  0  0  0
  7 16  1  0  0  0  0
  8 22  1  0  0  0  0
  9 18  1  0  0  0  0
  9 14  1  0  0  0  0
 10 14  1  0  0  0  0
 10 19  1  0  0  0  0
 11 17  1  0  0  0  0
 11 21  1  0  0  0  0
 12 24  1  0  0  0  0
 12 20  1  0  0  0  0
 13 15  1  0  0  0  0
 14 24  1  0  0  0  0
 15 25  1  0  0  0  0
 16 23  1  0  0  0  0
 16 25  1  0  0  0  0
 17 23  1  0  0  0  0
 17 24  1  0  0  0  0
 18 20  1  0  0  0  0
 18 26  1  6  0  0  0
 19 23  1  0  0  0  0
 19 27  1  6  0  0  0
 20 28  1  1  0  0  0
 21 29  1  6  0  0  0
 21 25  1  0  0  0  0
 22 30  1  0  0  0  0
 22 31  2  0  0  0  0
 14  1  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031981

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12C[C@H](O)[C@@H](O)C[C@]1(C)C1C[C@H](O)[C@]3(C)C(CCC3C1[C@H](O)C2)[C@@H](C)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O6/c1-12(4-7-21(29)30)14-5-6-15-22-16(10-20(28)24(14,15)3)23(2)11-19(27)17(25)8-13(23)9-18(22)26/h12-20,22,25-28H,4-11H2,1-3H3,(H,29,30)/t12-,13-,14?,15?,16?,17-,18+,19-,20-,22?,23-,24+/m0/s1

> <INCHI_KEY>
IMMADCCLTPCOKH-DLPNMVJGSA-N

> <FORMULA>
C24H40O6

> <MOLECULAR_WEIGHT>
424.5708

> <EXACT_MASS>
424.282489012

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
48.14746477766627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.34

> <JCHEM_LOGP>
1.4075908496666663

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.894531384101334

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.475011784157612

> <JCHEM_PKA_STRONGEST_BASIC>
-0.18791338009048497

> <JCHEM_POLAR_SURFACE_AREA>
118.22

> <JCHEM_REFRACTIVITY>
112.15079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2b-hydroxycholate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000316
     RDKit          3D
2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic acid
 70 73  0  0  0  0  0  0  0  0999 V2000
    4.0041    0.6700   -2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610   -0.3102   -1.1282 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7517   -1.0044   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385   -0.1189    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8913   -0.8868    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7835   -0.2157    1.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0150   -2.2450    0.6346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    0.0645   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700    1.1745    0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114    1.8402    1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5773    0.7427    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8524    1.0916    0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498    0.0093   -0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0093   -0.5860   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4490   -0.8628   -1.0618 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6802   -1.9757   -0.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1848    0.3427   -0.5981 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1049    1.4099   -1.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0390    0.5339   -0.2463 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9096    1.8971   -0.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7551   -0.3311   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4062   -1.5438   -0.6606 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9554   -2.2880   -1.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846   -0.9581    0.2651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3175   -1.9545    0.7415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7589   -0.3461    1.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073    0.6464    1.0761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7287    0.5967    2.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521    1.3019    2.0111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5278    0.7524    2.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006    1.6579   -1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9591    0.2461   -2.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464    0.7802   -3.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -1.1466   -1.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4261   -1.7626    0.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3038   -1.6181   -1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2033    0.5583   -0.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3836    0.5127    0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0224   -2.8762    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526   -0.8548    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408    1.9573    0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240    0.8169    1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    2.1175    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665    2.7414    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.1349    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9257    2.0717    0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7569   -0.8318    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971   -1.5950   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    0.0146   -2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8484   -1.1272   -2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537   -2.7820   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2122    2.0526   -1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    0.9001   -2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657    2.1151   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1571    1.9245   -1.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202    2.7222   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765    2.1592   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5898    0.3050   -1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1350   -0.6122   -2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -2.1186   -0.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653   -3.2377   -1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0937   -0.2053   -0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8963   -2.5839    1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5358    0.1154    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474   -1.1936    2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1738    1.6643    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6173   -0.4658    2.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2492    1.0884    3.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4703    2.3822    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    0.4915    3.7751 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
 15 17  1  0
 17 18  1  6
 13 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 17  8  1  0
 27 19  1  0
 17 11  1  0
 29 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  6
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  6
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  1
 23 61  1  0
 24 62  1  6
 25 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 28 68  1  0
 29 69  1  1
 30 70  1  0
M  END

HEADER    PROTEIN                                 03-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-13         0                                  
HETATM    1  H   UNK     0      22.238 -15.922   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      29.755  -8.161   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.238 -11.302   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.353  -8.996   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.224  -7.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.609 -11.302   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.703 -12.548   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.709  -5.858   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.904 -15.152   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.571 -15.152   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.571 -10.532   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.904 -12.072   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.246  -8.471   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.238 -14.382   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.761  -9.932   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.239 -12.072   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.571 -12.072   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.570 -14.382   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.905 -14.382   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.570 -12.842   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.905  -9.762   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.686  -4.707   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.905 -12.842   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.238 -12.842   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.239 -10.532   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      18.237 -15.152   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      26.239 -15.152   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      18.237 -12.072   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      24.905  -8.222   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      27.172  -3.246   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      25.178  -5.017   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   13                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   13    8                                                       
CONECT    6   15    7                                                       
CONECT    7    6   16                                                       
CONECT    8    5   22                                                       
CONECT    9   18   14                                                       
CONECT   10   14   19                                                       
CONECT   11   17   21                                                       
CONECT   12   24   20                                                       
CONECT   13    2    5   15                                                  
CONECT   14    9   10   24    1                                             
CONECT   15    6   13   25                                                  
CONECT   16    7   23   25                                                  
CONECT   17   11   23   24                                                  
CONECT   18    9   20   26                                                  
CONECT   19   10   23   27                                                  
CONECT   20   12   18   28                                                  
CONECT   21   11   29   25                                                  
CONECT   22    8   30   31                                                  
CONECT   23   16   17   19                                                  
CONECT   24    3   12   14   17                                             
CONECT   25    4   15   16   21                                             
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   22                                                            
CONECT   31   22                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0000316
HETATM    1  C1  UNL     1       4.004   0.670  -2.148  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.561  -0.310  -1.128  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.752  -1.004  -0.520  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.739  -0.119   0.147  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.891  -0.887   0.720  1.00  0.00           C  
HETATM    6  O1  UNL     1       7.784  -0.216   1.308  1.00  0.00           O  
HETATM    7  O2  UNL     1       7.015  -2.245   0.635  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.588   0.064  -0.117  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.870   1.175   0.817  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.511   1.840   1.145  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.577   0.743   0.742  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.852   1.092   0.639  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.650   0.009  -0.013  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.009  -0.586  -1.228  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.449  -0.863  -1.062  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.680  -1.976  -0.257  1.00  0.00           O  
HETATM   17  C14 UNL     1       1.185   0.343  -0.598  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.105   1.410  -1.625  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.039   0.534  -0.246  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.910   1.897  -0.901  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.755  -0.331  -1.246  1.00  0.00           C  
HETATM   22  C19 UNL     1      -4.406  -1.544  -0.661  1.00  0.00           C  
HETATM   23  O4  UNL     1      -4.955  -2.288  -1.678  1.00  0.00           O  
HETATM   24  C20 UNL     1      -5.485  -0.958   0.265  1.00  0.00           C  
HETATM   25  O5  UNL     1      -6.318  -1.955   0.742  1.00  0.00           O  
HETATM   26  C21 UNL     1      -4.759  -0.346   1.402  1.00  0.00           C  
HETATM   27  C22 UNL     1      -3.707   0.646   1.076  1.00  0.00           C  
HETATM   28  C23 UNL     1      -2.729   0.597   2.245  1.00  0.00           C  
HETATM   29  C24 UNL     1      -1.452   1.302   2.011  1.00  0.00           C  
HETATM   30  O6  UNL     1      -0.528   0.752   2.935  1.00  0.00           O  
HETATM   31  H1  UNL     1       4.301   1.658  -1.778  1.00  0.00           H  
HETATM   32  H2  UNL     1       4.959   0.246  -2.591  1.00  0.00           H  
HETATM   33  H3  UNL     1       3.346   0.780  -3.034  1.00  0.00           H  
HETATM   34  H4  UNL     1       3.053  -1.147  -1.742  1.00  0.00           H  
HETATM   35  H5  UNL     1       4.426  -1.763   0.253  1.00  0.00           H  
HETATM   36  H6  UNL     1       5.304  -1.618  -1.269  1.00  0.00           H  
HETATM   37  H7  UNL     1       6.203   0.558  -0.620  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.384   0.513   0.957  1.00  0.00           H  
HETATM   39  H9  UNL     1       7.022  -2.876   1.422  1.00  0.00           H  
HETATM   40  H10 UNL     1       2.453  -0.855   0.544  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.541   1.957   0.487  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.224   0.817   1.822  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.443   2.118   2.210  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.366   2.741   0.543  1.00  0.00           H  
HETATM   45  H15 UNL     1       0.705  -0.135   1.407  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.926   2.072   0.127  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.757  -0.832   0.734  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.497  -1.595  -1.381  1.00  0.00           H  
HETATM   49  H19 UNL     1      -1.149   0.015  -2.149  1.00  0.00           H  
HETATM   50  H20 UNL     1       0.848  -1.127  -2.085  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.754  -2.782  -0.799  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.212   2.053  -1.548  1.00  0.00           H  
HETATM   53  H23 UNL     1       0.993   0.900  -2.628  1.00  0.00           H  
HETATM   54  H24 UNL     1       1.966   2.115  -1.609  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.157   1.925  -1.703  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.820   2.722  -0.155  1.00  0.00           H  
HETATM   57  H27 UNL     1      -3.877   2.159  -1.435  1.00  0.00           H  
HETATM   58  H28 UNL     1      -4.590   0.305  -1.667  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.135  -0.612  -2.089  1.00  0.00           H  
HETATM   60  H30 UNL     1      -3.704  -2.119  -0.022  1.00  0.00           H  
HETATM   61  H31 UNL     1      -4.665  -3.238  -1.645  1.00  0.00           H  
HETATM   62  H32 UNL     1      -6.094  -0.205  -0.254  1.00  0.00           H  
HETATM   63  H33 UNL     1      -5.896  -2.584   1.356  1.00  0.00           H  
HETATM   64  H34 UNL     1      -5.536   0.115   2.083  1.00  0.00           H  
HETATM   65  H35 UNL     1      -4.347  -1.194   2.029  1.00  0.00           H  
HETATM   66  H36 UNL     1      -4.174   1.664   1.138  1.00  0.00           H  
HETATM   67  H37 UNL     1      -2.617  -0.466   2.546  1.00  0.00           H  
HETATM   68  H38 UNL     1      -3.249   1.088   3.105  1.00  0.00           H  
HETATM   69  H39 UNL     1      -1.470   2.382   2.266  1.00  0.00           H  
HETATM   70  H40 UNL     1      -0.999   0.492   3.775  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    8   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6    6    7
CONECT    7   39
CONECT    8    9   17   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   17   45
CONECT   12   13   29   46
CONECT   13   14   19   47
CONECT   14   15   48   49
CONECT   15   16   17   50
CONECT   16   51
CONECT   17   18
CONECT   18   52   53   54
CONECT   19   20   21   27
CONECT   20   55   56   57
CONECT   21   22   58   59
CONECT   22   23   24   60
CONECT   23   61
CONECT   24   25   26   62
CONECT   25   63
CONECT   26   27   64   65
CONECT   27   28   66
CONECT   28   29   67   68
CONECT   29   30   69
CONECT   30   70
END

HMDB0000316
     RDKit          3D
2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic acid
 70 73  0  0  0  0  0  0  0  0999 V2000
    4.0041    0.6700   -2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610   -0.3102   -1.1282 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7517   -1.0044   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385   -0.1189    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8913   -0.8868    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7835   -0.2157    1.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0150   -2.2450    0.6346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    0.0645   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700    1.1745    0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114    1.8402    1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5773    0.7427    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8524    1.0916    0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498    0.0093   -0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0093   -0.5860   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4490   -0.8628   -1.0618 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6802   -1.9757   -0.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1848    0.3427   -0.5981 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1049    1.4099   -1.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0390    0.5339   -0.2463 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9096    1.8971   -0.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7551   -0.3311   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4062   -1.5438   -0.6606 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9554   -2.2880   -1.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846   -0.9581    0.2651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3175   -1.9545    0.7415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7589   -0.3461    1.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073    0.6464    1.0761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7287    0.5967    2.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521    1.3019    2.0111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5278    0.7524    2.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006    1.6579   -1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9591    0.2461   -2.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464    0.7802   -3.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -1.1466   -1.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4261   -1.7626    0.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3038   -1.6181   -1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2033    0.5583   -0.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3836    0.5127    0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0224   -2.8762    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526   -0.8548    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408    1.9573    0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240    0.8169    1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    2.1175    2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665    2.7414    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.1349    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9257    2.0717    0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7569   -0.8318    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971   -1.5950   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    0.0146   -2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8484   -1.1272   -2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537   -2.7820   -0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2122    2.0526   -1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    0.9001   -2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657    2.1151   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1571    1.9245   -1.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202    2.7222   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765    2.1592   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5898    0.3050   -1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1350   -0.6122   -2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -2.1186   -0.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653   -3.2377   -1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0937   -0.2053   -0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8963   -2.5839    1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5358    0.1154    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474   -1.1936    2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1738    1.6643    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6173   -0.4658    2.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2492    1.0884    3.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4703    2.3822    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    0.4915    3.7751 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
 15 17  1  0
 17 18  1  6
 13 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 17  8  1  0
 27 19  1  0
 17 11  1  0
 29 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  6
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  6
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  1
 23 61  1  0
 24 62  1  6
 25 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 28 68  1  0
 29 69  1  1
 30 70  1  0
M  END

Synonyms

Value	Source
2b,3a,7a,12a-Tetrahydroxy-5b-cholanoate	Generator
2b,3a,7a,12a-Tetrahydroxy-5b-cholan-24-Oate	HMDB
2b,3a,7a,12a-Tetrahydroxy-5b-cholan-24-Oic acid	HMDB
2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic	HMDB
2b-Hydroxycholate	HMDB
2b-Hydroxycholic acid	HMDB
(4S)-4-[(2S,4S,5S,7R,9R,15R,16S)-4,5,9,16-Tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB

Molecular Formula

C₂₄H₄₀O₆

Average Mass

424.5708

Monoisotopic Mass

424.282489012

IUPAC Name

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

Traditional Name

2b-hydroxycholate

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@H](O)[C@@H](O)C[C@]1(C)C1C[C@H](O)[C@]3(C)C(CCC3C1[C@H](O)C2)[C@@H](C)CCC(O)=O

InChI Identifier

InChI=1S/C24H40O6/c1-12(4-7-21(29)30)14-5-6-15-22-16(10-20(28)24(14,15)3)23(2)11-19(27)17(25)8-13(23)9-18(22)26/h12-20,22,25-28H,4-11H2,1-3H3,(H,29,30)/t12-,13-,14?,15?,16?,17-,18+,19-,20-,22?,23-,24+/m0/s1

InChI Key

IMMADCCLTPCOKH-DLPNMVJGSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	1.34	ALOGPS
logP	1.41	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	-0.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.15 m³·mol⁻¹	ChemAxon
Polarizability	48.15 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-056u-0349200000-b0b08f5856ad6c87f694	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-004i-1100169000-a315711d7850b06d1e6d	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-0009700000-4bd7fcfff99cc3ef2be3	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-0109200000-4e4820960d8c18237874	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00l2-2109000000-0e0f6d299d25f4f2ab0f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05fr-0003900000-eb918affd2e4c283a1bd	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-1006900000-08a37999c1ecae279d7d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9006100000-c42e6ca2acaaf03f9f53	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a70-0007900000-d133c2ed974bbe01feeb	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-1329200000-37c56b59a2af41ecda9b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a59-9550000000-3ce7e188c553f66bcdeb	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000900000-f2b8ea5cd784108b4f12	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05fr-0001900000-087880e8ccd5371d10c3	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-022i-1009200000-34b17fc126fb16670448	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Gall Bladder
Intestine

Tissue Locations

Gall Bladder
Intestine

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192108	Solute carrier organic anion transporter family member 1B3	Transporter	Q9NPD5	Homo sapiens
MMDBp0192115	Solute carrier organic anion transporter family member 1B1	Transporter	Q9Y6L6	Homo sapiens
MMDBp0193395	Canalicular multispecific organic anion transporter 2	Transporter	O15438	Homo sapiens
MMDBp0193400	Bile salt export pump	Transporter	O95342	Homo sapiens
MMDBp0193547	Ileal sodium/bile acid cotransporter	Transporter	Q12908	Homo sapiens
MMDBp0193577	Sodium/bile acid cotransporter	Transporter	Q14973	Homo sapiens
MMDBp0193639	Solute carrier organic anion transporter family member 1A2	Transporter	P46721	Homo sapiens
MMDBp0193865	Solute carrier organic anion transporter family member 4A1	Transporter	Q96BD0	Homo sapiens
MMDBp0195864	Gastrotropin	Unknown	P51161	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	27999311

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Gall bladder	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000316

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021943

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5305

PubChem Compound

53477680

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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. doi: 10.1203/00006450-199904010-00022. [PubMed:10203155 ]
St-Pierre MV, Kullak-Ublick GA, Hagenbuch B, Meier PJ: Transport of bile acids in hepatic and non-hepatic tissues. J Exp Biol. 2001 May;204(Pt 10):1673-86. doi: 10.1242/jeb.204.10.1673. [PubMed:11316487 ]
Davis RA, Miyake JH, Hui TY, Spann NJ: Regulation of cholesterol-7alpha-hydroxylase: BAREly missing a SHP. J Lipid Res. 2002 Apr;43(4):533-43. [PubMed:11907135 ]
Chiang JY: Bile acid regulation of hepatic physiology: III. Bile acids and nuclear receptors. Am J Physiol Gastrointest Liver Physiol. 2003 Mar;284(3):G349-56. doi: 10.1152/ajpgi.00417.2002. [PubMed:12576301 ]
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. doi: 10.1016/s1570-0232(03)00277-0. [PubMed:12829005 ]
Claudel T, Staels B, Kuipers F: The Farnesoid X receptor: a molecular link between bile acid and lipid and glucose metabolism. Arterioscler Thromb Vasc Biol. 2005 Oct;25(10):2020-30. doi: 10.1161/01.ATV.0000178994.21828.a7. Epub 2005 Jul 21. [PubMed:16037564 ]

Showing metabocard for 2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic acid (MMDBc0031981)

MOL for #<Metabolite:0x00007fdb026a0a88>

3D MOL for #<Metabolite:0x00007fdb026a0a88>

3D SDF for #<Metabolite:0x00007fdb026a0a88>

3D-SDF for #<Metabolite:0x00007fdb026a0a88>

PDB for #<Metabolite:0x00007fdb026a0a88>

3D PDB for #<Metabolite:0x00007fdb026a0a88>

SMILES for #<Metabolite:0x00007fdb026a0a88>

INCHI for #<Metabolite:0x00007fdb026a0a88>

Structure for #<Metabolite:0x00007fdb026a0a88>

3D Structure for #<Metabolite:0x00007fdb026a0a88>