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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-13 13:38:40 UTC

Update Date

2022-03-07 02:51:26 UTC

HMDB ID

HMDB0012458

Secondary Accession Numbers

HMDB0062430
HMDB12458
HMDB62430

Metabolite Identification

Common Name

7alpha-Hydroxy-3-oxo-4-cholestenoate

Description

7alpha-Hydroxy-3-oxo-4-cholestenoate, also known as 7-Hoca, is a member of the class of compounds known as monohydroxy bile acids, alcohols, and derivatives. Thes compounds are bile acids, alcohols, or any of their derivatives bearing a hydroxyl group. 7alpha-Hydroxy-3-oxo-4-cholestenoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 7alpha-Hydroxy-3-oxo-4-cholestenoate is involved in metabolic disorders such as 27-hydroxylase deficiency, familial hypercholanemia (FHCA), and Zellweger syndrome. 7alpha-Hydroxy-3-oxo-4-cholestenoate is involved in the primary bile acid biosynthesis pathway. 7alpha-Hydroxy-3-oxo-4-cholestenoate is created from either 3beta,7alpha-dihydroxy-5-cholestenoate or 7alpha,26-dihydroxy-4-cholesten-3-one through the actions of HSD3B7 (EC 1.1.1.181) or CYP27A (EC 1.14.13.15), respectively.

Structure

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

  Mrv1652303262014172D          

 35 38  0  0  1  0            999 V2000
   20.6954   -4.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9728   -5.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9728   -6.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6954   -6.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3951   -6.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1100   -6.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3951   -5.3039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.1100   -4.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8408   -3.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5407   -4.0992    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.5407   -4.9073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.3253   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7918   -4.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3253   -3.8427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.5407   -3.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3951   -4.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5407   -5.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0485   -3.4382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.2395   -6.5739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1100   -4.9073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.1100   -5.7328    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.6109   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8408   -5.3039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.8408   -4.4787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.8408   -6.1431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.5555   -6.5557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7545   -2.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4689   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1834   -2.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1834   -3.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8979   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0400   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3253   -2.9952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.6125   -2.9952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8979   -1.7578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 14 10  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  1  0  0  0
 23 11  1  0  0  0  0
 12 11  1  0  0  0  0
 11 17  1  6  0  0  0
  8 20  1  0  0  0  0
  7 20  1  0  0  0  0
 23 20  1  0  0  0  0
 25 23  1  0  0  0  0
  5  7  1  0  0  0  0
  7 16  1  1  0  0  0
  1  7  1  0  0  0  0
 13 14  1  0  0  0  0
 33 14  1  0  0  0  0
 14 18  1  6  0  0  0
  8  9  1  0  0  0  0
 13 12  1  0  0  0  0
  6 25  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  3 19  2  0  0  0  0
 20 21  1  6  0  0  0
 33 22  1  6  0  0  0
 23 24  1  1  0  0  0
 25 26  1  6  0  0  0
 32 27  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  0  0  0  0
 31 29  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 31 35  2  0  0  0  0
M  END

HMDB0012458
     RDKit          3D
7alpha-Hydroxy-3-oxo-4-cholestenoate
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.6839    0.8430   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139   -0.3611   -0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377   -0.0317   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9228    0.9411    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4978    1.3179    0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229    0.1696    0.3252 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7428   -0.5060    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731    0.6707    0.0159 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1501    1.1837   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116    0.7740   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803    0.5470   -0.7506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2955   -0.0927   -0.8541 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.6546   -0.2650    1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.2396    0.1208 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1777   -1.5774   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3559   -0.3896    0.5548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3735   -1.8881    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297    0.2824    1.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1372    0.2832    0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3286    0.6835    0.5278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3852    0.1855   -0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4260   -0.1958   -2.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1154    0.5719   -1.9036 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4410    1.8894   -1.6043 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0080   -1.0552    0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8347   -0.6145    1.3452 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2951   -2.1957    0.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7340    0.4711   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7316    1.4403    0.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3916    1.4210   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0467   -1.1069   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1555    0.3300   -1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054   -1.0017   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    1.8879   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    0.6196    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202    1.9763    1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2054    1.9571   -0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8128   -0.5643   -0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960   -1.4897    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8202   -0.6116    1.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3220    0.1295    2.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329    1.5673    0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2245    2.2811   -1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9724    0.7622   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340    1.6401   -2.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441   -0.0589   -2.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961    1.5259   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -1.1813   -1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755    1.0986    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -0.7612    2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -1.8437    1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -0.8079    2.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    0.7920    1.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -2.3824    0.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2419   -1.8347   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -1.6959   -1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125   -2.2591    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9798   -2.0606    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8246   -2.4501    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4587   -0.0183    2.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115    1.3782    1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5885   -1.1583    2.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9175    0.4925    2.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8989    0.3745   -1.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0762    0.2064   -2.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670   -1.2723   -2.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    0.5695   -2.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464    2.2502   -0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9939   -2.4150    1.7919 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
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 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  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
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 25 26  1  0
 26 27  1  0
 27 28  1  0
  2 29  1  0
 29 30  2  0
 29 31  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
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  3 37  1  0
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  4 39  1  0
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  6 42  1  6
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  8 46  1  1
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 21 67  1  0
 24 68  1  0
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 26 70  1  0
 27 71  1  6
 28 72  1  0
 31 73  1  0
M  END

  Mrv1652303262014172D          

 35 38  0  0  1  0            999 V2000
   20.6954   -4.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9728   -5.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9728   -6.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6954   -6.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3951   -6.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1100   -6.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3951   -5.3039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.1100   -4.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8408   -3.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5407   -4.0992    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.5407   -4.9073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.3253   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7918   -4.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3253   -3.8427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.5407   -3.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3951   -4.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5407   -5.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0485   -3.4382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.2395   -6.5739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1100   -4.9073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.1100   -5.7328    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.6109   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8408   -5.3039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.8408   -4.4787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8979   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0400   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3253   -2.9952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.6125   -2.9952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8979   -1.7578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5  7  1  0  0  0  0
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  1  7  1  0  0  0  0
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 33 14  1  0  0  0  0
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  8  9  1  0  0  0  0
 13 12  1  0  0  0  0
  6 25  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  3 19  2  0  0  0  0
 20 21  1  6  0  0  0
 33 22  1  6  0  0  0
 23 24  1  1  0  0  0
 25 26  1  6  0  0  0
 32 27  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  0  0  0  0
 31 29  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 31 35  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012458

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h14,16-17,20-24,29H,5-13,15H2,1-4H3,(H,30,31)/t16-,17?,20-,21+,22+,23-,24+,26+,27-/m1/s1

> <INCHI_KEY>
SATGKQGFUDXGAX-MYWFJNCASA-N

> <FORMULA>
C27H42O4

> <MOLECULAR_WEIGHT>
430.629

> <EXACT_MASS>
430.308309832

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.44981964360274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R)-6-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]-2-methylheptanoic acid

> <ALOGPS_LOGP>
4.05

> <JCHEM_LOGP>
5.307095598666667

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.141194679313525

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.828922225408501

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6353886606473585

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
122.84889999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.75e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-6-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]-2-methylheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012458
     RDKit          3D
7alpha-Hydroxy-3-oxo-4-cholestenoate
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.6839    0.8430   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139   -0.3611   -0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377   -0.0317   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9228    0.9411    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4978    1.3179    0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229    0.1696    0.3252 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7428   -0.5060    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731    0.6707    0.0159 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1501    1.1837   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116    0.7740   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803    0.5470   -0.7506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2955   -0.0927   -0.8541 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9315    0.0457    0.5380 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0441   -0.8139    1.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6546   -0.2650    1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.2396    0.1208 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1777   -1.5774   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3559   -0.3896    0.5548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3735   -1.8881    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297    0.2824    1.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4912   -0.0860    1.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1372    0.2832    0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3286    0.6835    0.5278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3852    0.1855   -0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903   -0.1263   -0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4260   -0.1958   -2.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1154    0.5719   -1.9036 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4410    1.8894   -1.6043 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0080   -1.0552    0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8347   -0.6145    1.3452 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2951   -2.1957    0.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7340    0.4711   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7316    1.4403    0.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3916    1.4210   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0467   -1.1069   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1555    0.3300   -1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054   -1.0017   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    1.8879   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    0.6196    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202    1.9763    1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2054    1.9571   -0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8128   -0.5643   -0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960   -1.4897    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8202   -0.6116    1.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3220    0.1295    2.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329    1.5673    0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2245    2.2811   -1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9724    0.7622   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340    1.6401   -2.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441   -0.0589   -2.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961    1.5259   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -1.1813   -1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755    1.0986    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -0.7612    2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -1.8437    1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -0.8079    2.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    0.7920    1.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -2.3824    0.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2419   -1.8347   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -1.6959   -1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125   -2.2591    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9798   -2.0606    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8246   -2.4501    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4587   -0.0183    2.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115    1.3782    1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5885   -1.1583    2.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9175    0.4925    2.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8989    0.3745   -1.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0762    0.2064   -2.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670   -1.2723   -2.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    0.5695   -2.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464    2.2502   -0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9939   -2.4150    1.7919 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  1  0
  6  7  1  0
  6  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  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  2 29  1  0
 29 30  2  0
 29 31  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  1
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 17 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 24 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  6
 28 72  1  0
 31 73  1  0
M  END

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  C   UNK     0      38.631  -9.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      37.283  -9.901   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.283 -11.467   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      38.631 -12.237   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      39.938 -11.467   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      41.272 -12.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.938  -9.901   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.272  -7.652   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.636  -6.868   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      43.943  -7.652   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      43.943  -9.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      45.407  -9.640   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      46.278  -8.420   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      45.407  -7.173   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      43.943  -6.070   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      39.938  -8.391   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0      43.943 -10.713   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0      46.757  -6.418   0.000  0.00  0.00           H+0
HETATM   19  O   UNK     0      35.914 -12.271   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      41.272  -9.160   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      41.272 -10.701   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      44.074  -4.821   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      42.636  -9.901   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      42.636  -8.360   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      42.636 -11.467   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      43.970 -12.237   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      48.075  -5.591   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      49.409  -4.821   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      50.742  -5.591   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      50.742  -7.131   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      52.076  -4.821   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      46.741  -4.821   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      45.407  -5.591   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      53.410  -5.591   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      52.076  -3.281   0.000  0.00  0.00           O+0
CONECT    1    7    2                                                       
CONECT    2    1    3                                                       
CONECT    3    4    2   19                                                  
CONECT    4    5    3                                                       
CONECT    5    7    4    6                                                  
CONECT    6   25    5                                                       
CONECT    7   20    5   16    1                                             
CONECT    8   20    9                                                       
CONECT    9   10    8                                                       
CONECT   10   11   14    9   15                                             
CONECT   11   10   23   12   17                                             
CONECT   12   11   13                                                       
CONECT   13   14   12                                                       
CONECT   14   10   13   33   18                                             
CONECT   15   10                                                            
CONECT   16    7                                                            
CONECT   17   11                                                            
CONECT   18   14                                                            
CONECT   19    3                                                            
CONECT   20    8    7   23   21                                             
CONECT   21   20                                                            
CONECT   22   33                                                            
CONECT   23   11   20   25   24                                             
CONECT   24   23                                                            
CONECT   25   23    6   26                                                  
CONECT   26   25                                                            
CONECT   27   32   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   34   35                                                  
CONECT   32   27   33                                                       
CONECT   33   14   22   32                                                  
CONECT   34   31                                                            
CONECT   35   31                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0012458
HETATM    1  C1  UNL     1       7.684   0.843  -0.930  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.814  -0.361  -0.788  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.338  -0.032  -0.891  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.923   0.941   0.185  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.498   1.318   0.160  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.523   0.170   0.325  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.743  -0.506   1.618  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.173   0.671   0.016  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.150   1.184  -1.413  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.212   0.774  -1.980  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.980   0.547  -0.751  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.295  -0.093  -0.854  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.932   0.046   0.538  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.044  -0.814   1.427  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.655  -0.265   1.469  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.019  -0.240   0.121  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.178  -1.577  -0.510  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.356  -0.390   0.555  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.374  -1.888   0.863  1.00  0.00           C  
HETATM   20  C20 UNL     1      -5.030   0.282   1.744  1.00  0.00           C  
HETATM   21  C21 UNL     1      -6.491  -0.086   1.846  1.00  0.00           C  
HETATM   22  C22 UNL     1      -7.137   0.283   0.577  1.00  0.00           C  
HETATM   23  O1  UNL     1      -8.329   0.683   0.528  1.00  0.00           O  
HETATM   24  C23 UNL     1      -6.385   0.185  -0.655  1.00  0.00           C  
HETATM   25  C24 UNL     1      -5.090  -0.126  -0.687  1.00  0.00           C  
HETATM   26  C25 UNL     1      -4.426  -0.196  -2.024  1.00  0.00           C  
HETATM   27  C26 UNL     1      -3.115   0.572  -1.904  1.00  0.00           C  
HETATM   28  O2  UNL     1      -3.441   1.889  -1.604  1.00  0.00           O  
HETATM   29  C27 UNL     1       7.008  -1.055   0.509  1.00  0.00           C  
HETATM   30  O3  UNL     1       7.835  -0.614   1.345  1.00  0.00           O  
HETATM   31  O4  UNL     1       6.295  -2.196   0.837  1.00  0.00           O  
HETATM   32  H1  UNL     1       8.734   0.471  -1.093  1.00  0.00           H  
HETATM   33  H2  UNL     1       7.732   1.440   0.003  1.00  0.00           H  
HETATM   34  H3  UNL     1       7.392   1.421  -1.807  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.047  -1.107  -1.579  1.00  0.00           H  
HETATM   36  H5  UNL     1       5.155   0.330  -1.900  1.00  0.00           H  
HETATM   37  H6  UNL     1       4.805  -1.002  -0.665  1.00  0.00           H  
HETATM   38  H7  UNL     1       5.505   1.888  -0.032  1.00  0.00           H  
HETATM   39  H8  UNL     1       5.286   0.620   1.179  1.00  0.00           H  
HETATM   40  H9  UNL     1       3.320   1.976   1.063  1.00  0.00           H  
HETATM   41  H10 UNL     1       3.205   1.957  -0.698  1.00  0.00           H  
HETATM   42  H11 UNL     1       2.813  -0.564  -0.487  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.296  -1.490   1.745  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.820  -0.612   1.862  1.00  0.00           H  
HETATM   45  H14 UNL     1       2.322   0.130   2.453  1.00  0.00           H  
HETATM   46  H15 UNL     1       0.933   1.567   0.653  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.224   2.281  -1.467  1.00  0.00           H  
HETATM   48  H17 UNL     1       1.972   0.762  -2.023  1.00  0.00           H  
HETATM   49  H18 UNL     1      -0.634   1.640  -2.570  1.00  0.00           H  
HETATM   50  H19 UNL     1      -0.144  -0.059  -2.675  1.00  0.00           H  
HETATM   51  H20 UNL     1      -1.096   1.526  -0.214  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.289  -1.181  -1.058  1.00  0.00           H  
HETATM   53  H22 UNL     1      -2.775   1.099   0.850  1.00  0.00           H  
HETATM   54  H23 UNL     1      -2.468  -0.761   2.438  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.096  -1.844   1.017  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.095  -0.808   2.242  1.00  0.00           H  
HETATM   57  H26 UNL     1      -0.722   0.792   1.808  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.263  -2.382   0.150  1.00  0.00           H  
HETATM   59  H28 UNL     1       1.242  -1.835  -0.763  1.00  0.00           H  
HETATM   60  H29 UNL     1      -0.360  -1.696  -1.478  1.00  0.00           H  
HETATM   61  H30 UNL     1      -5.413  -2.259   0.833  1.00  0.00           H  
HETATM   62  H31 UNL     1      -3.980  -2.061   1.872  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.825  -2.450   0.069  1.00  0.00           H  
HETATM   64  H33 UNL     1      -4.459  -0.018   2.663  1.00  0.00           H  
HETATM   65  H34 UNL     1      -4.911   1.378   1.656  1.00  0.00           H  
HETATM   66  H35 UNL     1      -6.588  -1.158   2.094  1.00  0.00           H  
HETATM   67  H36 UNL     1      -6.918   0.493   2.674  1.00  0.00           H  
HETATM   68  H37 UNL     1      -6.899   0.375  -1.596  1.00  0.00           H  
HETATM   69  H38 UNL     1      -5.076   0.206  -2.808  1.00  0.00           H  
HETATM   70  H39 UNL     1      -4.167  -1.272  -2.189  1.00  0.00           H  
HETATM   71  H40 UNL     1      -2.561   0.569  -2.843  1.00  0.00           H  
HETATM   72  H41 UNL     1      -2.946   2.250  -0.841  1.00  0.00           H  
HETATM   73  H42 UNL     1       5.994  -2.415   1.792  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   29   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7    8   42
CONECT    7   43   44   45
CONECT    8    9   16   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   16   51
CONECT   12   13   27   52
CONECT   13   14   18   53
CONECT   14   15   54   55
CONECT   15   16   56   57
CONECT   16   17
CONECT   17   58   59   60
CONECT   18   19   20   25
CONECT   19   61   62   63
CONECT   20   21   64   65
CONECT   21   22   66   67
CONECT   22   23   23   24
CONECT   24   25   25   68
CONECT   25   26
CONECT   26   27   69   70
CONECT   27   28   71
CONECT   28   72
CONECT   29   30   30   31
CONECT   31   73
END

HMDB0012458
     RDKit          3D
7alpha-Hydroxy-3-oxo-4-cholestenoate
 73 76  0  0  0  0  0  0  0  0999 V2000
    7.6839    0.8430   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139   -0.3611   -0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377   -0.0317   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9228    0.9411    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4978    1.3179    0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229    0.1696    0.3252 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7428   -0.5060    1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731    0.6707    0.0159 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1501    1.1837   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116    0.7740   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803    0.5470   -0.7506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2955   -0.0927   -0.8541 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9315    0.0457    0.5380 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0441   -0.8139    1.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6546   -0.2650    1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.2396    0.1208 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1777   -1.5774   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3559   -0.3896    0.5548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3735   -1.8881    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297    0.2824    1.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4912   -0.0860    1.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1372    0.2832    0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3286    0.6835    0.5278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3852    0.1855   -0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903   -0.1263   -0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4260   -0.1958   -2.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1154    0.5719   -1.9036 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4410    1.8894   -1.6043 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0080   -1.0552    0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8347   -0.6145    1.3452 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2951   -2.1957    0.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7340    0.4711   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7316    1.4403    0.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3916    1.4210   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0467   -1.1069   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1555    0.3300   -1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054   -1.0017   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    1.8879   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    0.6196    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202    1.9763    1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2054    1.9571   -0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8128   -0.5643   -0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960   -1.4897    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8202   -0.6116    1.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3220    0.1295    2.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329    1.5673    0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2245    2.2811   -1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9724    0.7622   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340    1.6401   -2.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441   -0.0589   -2.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961    1.5259   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -1.1813   -1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755    1.0986    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -0.7612    2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -1.8437    1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -0.8079    2.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    0.7920    1.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -2.3824    0.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2419   -1.8347   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -1.6959   -1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125   -2.2591    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9798   -2.0606    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8246   -2.4501    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4587   -0.0183    2.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115    1.3782    1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5885   -1.1583    2.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9175    0.4925    2.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8989    0.3745   -1.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0762    0.2064   -2.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670   -1.2723   -2.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607    0.5695   -2.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464    2.2502   -0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9939   -2.4150    1.7919 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  1  0
  6  7  1  0
  6  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  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  2 29  1  0
 29 30  2  0
 29 31  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  1
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 17 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 21 66  1  0
 21 67  1  0
 24 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  6
 28 72  1  0
 31 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Hoca	ChEBI
7a-Hydroxy-3-oxo-4-cholestenoate	Generator
7a-Hydroxy-3-oxo-4-cholestenoic acid	Generator
7alpha-Hydroxy-3-oxo-4-cholestenoic acid	Generator
7Α-hydroxy-3-oxo-4-cholestenoate	Generator
7Α-hydroxy-3-oxo-4-cholestenoic acid	Generator
7 alpha-Hydroxy-3-oxo-4-cholestenoic acid	HMDB
(7Α)-7-hydroxy-3-oxocholest-4-en-26-Oic acid	HMDB
(7Α)-7-hydroxy-3-oxocholest-4-en-26-Oate	HMDB
7Α-hydroxy-3-oxocholest-4-en-26-Oic acid	HMDB
(7alpha)-7-Hydroxy-3-oxocholest-4-en-26-Oic acid	HMDB
(7alpha)-7-Hydroxy-3-oxocholest-4-en-26-Oate	HMDB
7alpha-Hydroxy-3-oxocholest-4-en-26-Oic acid	HMDB
7-alpha-Hydroxy-3-oxo-4-cholestenoate	HMDB
7alpha-Hydroxy-3-oxo-4-cholestenoate	HMDB, Generator

Chemical Formula

C₂₇H₄₂O₄

Average Molecular Weight

430.629

Monoisotopic Molecular Weight

430.308309832

IUPAC Name

(6R)-6-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]-2-methylheptanoic acid

Traditional Name

(6R)-6-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]-2-methylheptanoic acid

CAS Registry Number

115538-85-7

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O

InChI Identifier

InChI=1S/C27H42O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h14,16-17,20-24,29H,5-13,15H2,1-4H3,(H,30,31)/t16-,17?,20-,21+,22+,23-,24+,26+,27-/m1/s1

InChI Key

SATGKQGFUDXGAX-MYWFJNCASA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Monohydroxy bile acid, alcohol, or derivatives
Steroid acid
3-oxosteroid
3-oxo-delta-4-steroid
7-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Medium-chain fatty acid
Cyclohexenone
Hydroxy fatty acid
Fatty acyl
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Organic oxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

bile acid (CHEBI:81016 )

Ontology

Not Available

Placenta (HMDB: HMDB0012458)

Cellular substructure

Extracellular (HMDB: HMDB0012458)

Source

Exogenous

Exogenous (HMDB: HMDB0012458)

Endogenous

Endogenous (HMDB: HMDB0012458)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Bile Acid Biosynthesis (PathBank: SMP0087329)

Disease pathway

27-Hydroxylase Deficiency (PathBank: SMP0120652)
Cerebrotendinous Xanthomatosis (CTX) (PathBank: SMP0120683)
Familial Hypercholanemia (FHCA) (PathBank: SMP0120697)
Zellweger Syndrome (PathBank: SMP0120715)
Congenital Bile Acid Synthesis Defect Type II (PathBank: SMP0120687)
Congenital Bile Acid Synthesis Defect Type III (PathBank: SMP0120688)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0038 g/L	ALOGPS
logP	4.05	ALOGPS
logP	5.31	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.83	ChemAxon
pKa (Strongest Basic)	-0.64	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.85 m³·mol⁻¹	ChemAxon
Polarizability	51.45 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	238.483	30932474
DeepCCS	[M+Na]+	212.614	30932474
AllCCS	[M+H]+	209.6	32859911
AllCCS	[M+H-H2O]+	207.7	32859911
AllCCS	[M+NH4]+	211.4	32859911
AllCCS	[M+Na]+	212.0	32859911
AllCCS	[M-H]-	207.4	32859911
AllCCS	[M+Na-2H]-	209.3	32859911
AllCCS	[M+HCOO]-	211.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7alpha-Hydroxy-3-oxo-4-cholestenoate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O	4523.2	Standard polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O	3462.5	Standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O	3823.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7alpha-Hydroxy-3-oxo-4-cholestenoate,1TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C)C(=O)O	3730.5	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,1TMS,isomer #2	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O)C(=O)O[Si](C)(C)C	3728.7	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,1TMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O)C(=O)O	3689.7	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,2TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3642.2	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,2TMS,isomer #2	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C)C(=O)O	3549.0	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,2TMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O)C(=O)O[Si](C)(C)C	3603.2	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,3TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3478.8	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,3TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3586.3	Standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,3TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3806.4	Standard polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,1TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)C(=O)O	3947.5	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,1TBDMS,isomer #2	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O)C(=O)O[Si](C)(C)C(C)(C)C	3968.2	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,1TBDMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O)C(=O)O	3913.0	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,2TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4109.0	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,2TBDMS,isomer #2	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)C(=O)O	3982.5	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,2TBDMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O)C(=O)O[Si](C)(C)C(C)(C)C	4069.4	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,3TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4159.2	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,3TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4179.8	Standard non polar	33892256
7alpha-Hydroxy-3-oxo-4-cholestenoate,3TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4016.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 10V, Positive-QTOF	splash10-03e9-0005900000-b7bca15cabd9e12c6696	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 20V, Positive-QTOF	splash10-029j-1009300000-55f0578d6b1582318cfc	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 40V, Positive-QTOF	splash10-014i-3219000000-f33373cace65dac79a13	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 10V, Negative-QTOF	splash10-004i-0001900000-ad4ad49ae3c3a393e0e8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 20V, Negative-QTOF	splash10-02dr-0007900000-88a170ea510b330ee78d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 40V, Negative-QTOF	splash10-0avi-6009200000-78baf4ea8fd63c360662	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 10V, Negative-QTOF	splash10-004i-0000900000-2c11db7f4225ffd58c75	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 20V, Negative-QTOF	splash10-004i-0007900000-319ad83ee01108cd0a35	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 40V, Negative-QTOF	splash10-004i-2003900000-183aa10ccc1b913cc96d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 10V, Positive-QTOF	splash10-001i-0004900000-6dd1885d6034e79dff91	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 20V, Positive-QTOF	splash10-000i-3289300000-c62c18e4c41396c10579	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-4-cholestenoate 40V, Positive-QTOF	splash10-059j-5971000000-425901eed2cf0114ca5a	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Primary bile acid biosynthesis	Not Available
Congenital Bile Acid Synthesis Defect Type II		Not Available
Congenital Bile Acid Synthesis Defect Type III		Not Available
Familial Hypercholanemia (FHCA)		Not Available
Zellweger Syndrome		Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2338765

KEGG Compound ID

C17337

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3081085

PDB ID

Not Available

ChEBI ID

83036

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Sterol 26-hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the first step in the oxidation of the side chain of sterol intermediates; the 27-hydroxylation of 5-beta-cholestane-3-alpha,7-alpha,12-alpha-triol. Has also a vitamin D3-25-hydroxylase activity.
Gene Name:: CYP27A1
Uniprot ID:: Q02318
Molecular weight:: 60234.28

Reactions

7 alpha,26-Dihydroxy-4-cholesten-3-one + Oxygen + NADPH + Hydrogen Ion → 7alpha-Hydroxy-3-oxo-4-cholestenoate + NADP + Water	details

Enzyme Details

2. 3 beta-hydroxysteroid dehydrogenase type 7

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids. HSD VII is active against four 7-alpha-hydroxylated sterols. Does not metabolize several different C(19/21) steroids as substrates. Involved in bile acid synthesis.
Gene Name:: HSD3B7
Uniprot ID:: Q9H2F3
Molecular weight:: 21322.265

Reactions

3beta,7alpha-Dihydroxy-5-cholestenoate + NAD → 7alpha-Hydroxy-3-oxo-4-cholestenoate + NADH + Hydrogen Ion	details

Showing metabocard for 7alpha-Hydroxy-3-oxo-4-cholestenoate (HMDB0012458)

MOL for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

3D MOL for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

3D SDF for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

3D-SDF for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

PDB for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

3D PDB for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

SMILES for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

INCHI for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

Structure for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

3D Structure for HMDB0012458 (7alpha-Hydroxy-3-oxo-4-cholestenoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions