NP-MRD: Showing NP-Card for 3-oxodeoxycholic acid (NP0247027)

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Record Information

Version

2.0

Created at

2022-09-07 08:41:38 UTC

Updated at

2022-09-07 08:41:38 UTC

NP-MRD ID

NP0247027

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-oxodeoxycholic acid

Description

12Alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid, also known as 3-dehydrodeoxycholic acid or (5b,12a)-12-hydroxy-3-oxocholan-24-Oate, 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. 12Alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303231706582D          

 35 38  0  0  1  0            999 V2000
    2.0556   -3.7922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -4.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2580   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4534   -0.9645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1413   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7974   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9565   -3.7777    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9  2  1  1  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  6  0  0  0
 31 34  1  0  0  0  0
  9 34  1  0  0  0  0
 13 34  1  0  0  0  0
 34 35  1  1  0  0  0
M  END

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
    4.0467   -1.7633    0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6311   -0.5270   -0.2621 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9503    0.6862    0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639    0.7597    0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7732    1.9646    1.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421    2.2508    1.9761 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7423    2.7859    2.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359   -0.4725   -0.9272 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2032   -1.5171   -2.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7140   -1.6908   -2.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361   -0.5801   -1.4342 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2951   -0.6840   -1.1423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0825   -0.1665   -2.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0529    0.9038   -1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    0.5854   -0.7775 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6283    1.8469   -0.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9282    2.0739    0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021    2.5022    1.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8156    1.7473    1.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5561    0.2969    1.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1462   -0.0592    0.3130 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3655   -1.5824    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6827    0.1605    0.0468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8028   -0.0386    1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286    0.3076    0.7863 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6203    1.6199    0.3975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.6731   -0.2132 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8765   -2.0632    0.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1779   -1.7685    0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8084   -2.6822   -0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455   -1.8153    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3862   -0.4415   -1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5280    0.6268    1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778    1.6103    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8139   -0.1077    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    0.7183   -0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4024    3.4776    1.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    0.5130   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6940   -2.4680   -1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430   -1.1134   -2.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4463   -1.5889   -3.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541   -2.7007   -1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.3750   -1.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5728   -1.7503   -1.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3924    0.2573   -3.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6308   -0.9820   -2.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    1.9265   -1.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512    1.0061   -2.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6987   -0.1344   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0584    2.7556   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6070    1.9216   -1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627    2.3968    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1969    1.8791    2.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5300   -0.2427    1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331   -0.1485    2.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949   -1.8900   -0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3051   -1.8234    0.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5662   -2.1397    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563    1.2332   -0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0600    0.7636    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675   -1.0143    1.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2132    0.2043    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    1.7911   -0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1689   -2.1028    1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4192   -2.8429   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919   -2.3730    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  7  1  0
  5  6  2  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  1
 27  8  1  0
 27 11  1  0
 23 12  1  0
 21 15  1  0
  2 32  1  6
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  6
 12 44  1  1
 13 45  1  0
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 16 50  1  0
 16 51  1  0
 19 52  1  0
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 28 64  1  0
 28 65  1  0
 28 66  1  0
M  END


  Mrv1652303231706582D          

 35 38  0  0  1  0            999 V2000
    2.0556   -3.7922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -4.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2580   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4534   -0.9645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1413   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7974   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9565   -3.7777    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9  2  1  1  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  6  0  0  0
 31 34  1  0  0  0  0
  9 34  1  0  0  0  0
 13 34  1  0  0  0  0
 34 35  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0247027

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-15,17-21,26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,17+,18-,19+,20+,21+,23+,24-/m1/s1

> <INCHI_KEY>
WMUMZOAFCDOTRW-OVEHVULHSA-N

> <FORMULA>
C24H38O4

> <MOLECULAR_WEIGHT>
390.564

> <EXACT_MASS>
390.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.59854951862434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,7R,10R,11S,14R,15R,16S)-16-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
3.9987600553333333

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.651656369097666

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3963109238630139

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
108.16869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,7R,10R,11S,14R,15R,16S)-16-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0       3.837  -7.079   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.312  -6.868   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.786  -6.657   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.159  -7.873   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.206  -5.231   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       4.215  -4.357   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       8.783  -4.426   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       8.313  -1.800   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      13.330  -3.613   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      10.822  -2.707   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       9.252  -7.052   0.000  0.00  0.00           H+0
HETATM   33  O   UNK     0       7.736  -7.323   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10   11   34                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   34                                             
CONECT   14   13                                                            
CONECT   15   13   16   17   28                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   26                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   19   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   15   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31    9   13   35                                             
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
(5beta,12alpha)-12-Hydroxy-3-oxocholan-24-Oic acid	ChEBI
12alpha-Hydroxy-3-keto-5beta-cholan-24-Oic acid	ChEBI
12alpha-Hydroxy-3-oxo-5beta-cholanoic acid	ChEBI
3-Dehydrodeoxycholic acid	ChEBI
3-Oxodeoxycholic acid	ChEBI
(5b,12a)-12-Hydroxy-3-oxocholan-24-Oate	Generator
(5b,12a)-12-Hydroxy-3-oxocholan-24-Oic acid	Generator
(5beta,12alpha)-12-Hydroxy-3-oxocholan-24-Oate	Generator
(5Β,12α)-12-hydroxy-3-oxocholan-24-Oate	Generator
(5Β,12α)-12-hydroxy-3-oxocholan-24-Oic acid	Generator
12a-Hydroxy-3-keto-5b-cholan-24-Oate	Generator
12a-Hydroxy-3-keto-5b-cholan-24-Oic acid	Generator
12alpha-Hydroxy-3-keto-5beta-cholan-24-Oate	Generator
12Α-hydroxy-3-keto-5β-cholan-24-Oate	Generator
12Α-hydroxy-3-keto-5β-cholan-24-Oic acid	Generator
12a-Hydroxy-3-oxo-5b-cholanoate	Generator
12a-Hydroxy-3-oxo-5b-cholanoic acid	Generator
12alpha-Hydroxy-3-oxo-5beta-cholanoate	Generator
12Α-hydroxy-3-oxo-5β-cholanoate	Generator
12Α-hydroxy-3-oxo-5β-cholanoic acid	Generator
3-Dehydrodeoxycholate	Generator
3-Oxodeoxycholate	Generator
12a-Hydroxy-3-oxo-5b-cholan-24-Oate	Generator
12a-Hydroxy-3-oxo-5b-cholan-24-Oic acid	Generator
12alpha-Hydroxy-3-oxo-5beta-cholan-24-Oate	Generator
12Α-hydroxy-3-oxo-5β-cholan-24-Oate	Generator
12Α-hydroxy-3-oxo-5β-cholan-24-Oic acid	Generator

Chemical Formula

C₂₄H₃₈O₄

Average Mass

390.5640 Da

Monoisotopic Mass

390.27701 Da

IUPAC Name

(4R)-4-[(1S,2S,7R,10R,11S,14R,15R,16S)-16-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2S,7R,10R,11S,14R,15R,16S)-16-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-15,17-21,26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,17+,18-,19+,20+,21+,23+,24-/m1/s1

InChI Key

WMUMZOAFCDOTRW-OVEHVULHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
3-oxosteroid
12-hydroxysteroid
3-oxo-5-beta-steroid
Oxosteroid
Hydroxysteroid
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010168 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.39	ALOGPS
logP	4	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	-0.4	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	4	ChemAxon
Refractivity	108.17 m³·mol⁻¹	ChemAxon
Polarizability	45.6 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

External Links

HMDB ID

HMDB0062742

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

Not Available

PubChem Compound

160738

PDB ID

Not Available

ChEBI ID

88104

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-oxodeoxycholic acid (NP0247027)

MOL for NP0247027 (3-oxodeoxycholic acid)

3D MOL for NP0247027 (3-oxodeoxycholic acid)

3D SDF for NP0247027 (3-oxodeoxycholic acid)

3D-SDF for NP0247027 (3-oxodeoxycholic acid)

PDB for NP0247027 (3-oxodeoxycholic acid)

3D PDB for NP0247027 (3-oxodeoxycholic acid)

SMILES for NP0247027 (3-oxodeoxycholic acid)

INCHI for NP0247027 (3-oxodeoxycholic acid)

Structure for NP0247027 (3-oxodeoxycholic acid)

3D Structure for NP0247027 (3-oxodeoxycholic acid)