MiMeDB: Showing metabocard for 3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid (MMDBc0048061)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 21:49:48 UTC

Update Date

2024-04-30 20:35:30 UTC

Metabolite ID

MMDBc0048061

Metabolite Identification

Common Name

3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid

Description

7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid, also known as 3-dehydrocholic acid or (5b,7a,12a)-7,12-dihydroxy-3-oxocholan-24-Oate, belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. 7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv1652305041800172D          

 34 37  0  0  0  0            999 V2000
10000.3421 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.340010001.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0597 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2016 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2016 9999.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9142 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627010001.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.3400 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6270 9999.7850    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4883 9999.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7738 9998.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7738 9998.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4883 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2001 9998.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2001 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9147 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6292 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.627510000.6159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.913010000.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9130 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6275 9998.9658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.342010000.2032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3420 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1266 9999.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6115 9999.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.126610000.4583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.126610001.2832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.842310001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.555910001.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.271610001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.985110001.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.271610002.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.412910001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.842310000.8708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12  3  2  0  0  0  0
 17  1  1  6  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15  4  1  1  0  0  0
 14  5  1  1  0  0  0
 18  7  1  6  0  0  0
 20 14  1  0  0  0  0
 17 21  1  0  0  0  0
 20  6  1  6  0  0  0
 21  9  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 34  1  6  0  0  0
 27 28  1  0  0  0  0
 27 33  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 26 22  1  0  0  0  0
 26 25  1  0  0  0  0
 18 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22  2  1  1  0  0  0
 23  8  1  6  0  0  0
M  END

HMDB0000502
     RDKit          3D
3-Oxocholic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    3.6846   -1.5693    1.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -0.6808    0.6023 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6953    0.3482    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0419   -0.3075    0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0381    0.8173    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0022    1.6609    1.7127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0438    0.9301   -0.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152    0.1094    0.4516 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4763    0.9069   -0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770    0.6590   -1.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.4361   -0.5032 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1106    0.0024   -0.7733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8515    0.1722    0.5620 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2246   -0.8657    1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469   -0.6408    1.6585 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5462    0.5080    2.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163   -0.5896    0.3488 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0534   -1.9038   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3241    0.0323    0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7783   -0.9401    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896    1.3386    0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733    1.8259   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6976    0.7855   -1.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7265    1.1132   -1.6000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2147   -0.5994   -1.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030   -0.5824   -0.8705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1396    0.0799   -2.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8104    0.7576   -1.8547 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8997    2.1175   -1.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853   -2.2051    1.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8955   -0.9869    2.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8448   -2.2747    1.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -1.2620   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5761    0.8215    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5949    1.1259   -0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1905   -0.9335    1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2678   -0.9009   -0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7580    1.0641   -1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2655    0.8408    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5333    1.9767   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953    0.4993   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803    1.5596   -2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -0.1861   -2.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2347    1.3689    0.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.0915   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5581    1.1740    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6874   -0.9190    2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245   -1.8469    0.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035   -1.5040    2.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307    0.3328    3.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877   -2.3282   -0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.6259    0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6436   -1.8566   -1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6695   -0.4805    2.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8891   -1.1086    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3120   -1.9169    1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    1.3397    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175    2.1558    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5098    2.5943   -0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7718    2.4385    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7244   -1.3145   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721   -0.9700   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010   -1.6651   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749    0.7545   -2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448   -0.7349   -2.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    0.6537   -2.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    2.4901   -2.4180 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  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17  8  1  0
 26 19  1  0
 17 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  1
 12 45  1  6
 13 46  1  1
 14 47  1  0
 14 48  1  0
 15 49  1  1
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  1
 27 64  1  0
 27 65  1  0
 28 66  1  6
 29 67  1  0
M  END


  Mrv1652305041800172D          

 34 37  0  0  0  0            999 V2000
10000.3421 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.340010001.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0597 9997.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2016 9997.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2016 9999.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9142 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627010001.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.3400 9998.5503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6270 9999.7850    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4883 9999.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7738 9998.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7738 9998.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4883 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2001 9998.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2001 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9147 9997.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6292 9998.1317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.627510000.6159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.913010000.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9130 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6275 9998.9658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.342010000.2032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3420 9999.3783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1266 9999.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6115 9999.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.126610000.4583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.126610001.2832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.842310001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.555910001.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.271610001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.985110001.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.271610002.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.412910001.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.842310000.8708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12  3  2  0  0  0  0
 17  1  1  6  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15  4  1  1  0  0  0
 14  5  1  1  0  0  0
 18  7  1  6  0  0  0
 20 14  1  0  0  0  0
 17 21  1  0  0  0  0
 20  6  1  6  0  0  0
 21  9  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 34  1  6  0  0  0
 27 28  1  0  0  0  0
 27 33  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 26 22  1  0  0  0  0
 26 25  1  0  0  0  0
 18 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22  2  1  1  0  0  0
 23  8  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0048061

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1

> <INCHI_KEY>
OEKUSRBIIZNLHZ-DJDNIQJZSA-N

> <FORMULA>
C24H38O5

> <MOLECULAR_WEIGHT>
406.563

> <EXACT_MASS>
406.271924324

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
46.231220075041904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
2.6899952583333335

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.98667664437422

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.475012039836772

> <JCHEM_PKA_STRONGEST_BASIC>
-0.1783984748465538

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
109.76119999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000502
     RDKit          3D
3-Oxocholic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    3.6846   -1.5693    1.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -0.6808    0.6023 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6953    0.3482    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0419   -0.3075    0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0381    0.8173    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0022    1.6609    1.7127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0438    0.9301   -0.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152    0.1094    0.4516 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4763    0.9069   -0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770    0.6590   -1.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.4361   -0.5032 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1106    0.0024   -0.7733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8515    0.1722    0.5620 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2246   -0.8657    1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469   -0.6408    1.6585 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5462    0.5080    2.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163   -0.5896    0.3488 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0534   -1.9038   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3241    0.0323    0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7783   -0.9401    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896    1.3386    0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733    1.8259   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6976    0.7855   -1.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7265    1.1132   -1.6000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2147   -0.5994   -1.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030   -0.5824   -0.8705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1396    0.0799   -2.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8104    0.7576   -1.8547 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8997    2.1175   -1.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853   -2.2051    1.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8955   -0.9869    2.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8448   -2.2747    1.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -1.2620   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5761    0.8215    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5949    1.1259   -0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1905   -0.9335    1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2678   -0.9009   -0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7580    1.0641   -1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2655    0.8408    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5333    1.9767   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953    0.4993   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803    1.5596   -2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -0.1861   -2.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2347    1.3689    0.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.0915   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5581    1.1740    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6874   -0.9190    2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245   -1.8469    0.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035   -1.5040    2.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307    0.3328    3.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877   -2.3282   -0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.6259    0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6436   -1.8566   -1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6695   -0.4805    2.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8891   -1.1086    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3120   -1.9169    1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    1.3397    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175    2.1558    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5098    2.5943   -0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7718    2.4385    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7244   -1.3145   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721   -0.9700   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010   -1.6651   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749    0.7545   -2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448   -0.7349   -2.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    0.6537   -2.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    2.4901   -2.4180 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  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17  8  1  0
 26 19  1  0
 17 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  1
 12 45  1  6
 13 46  1  1
 14 47  1  0
 14 48  1  0
 15 49  1  1
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  1
 27 64  1  0
 27 65  1  0
 28 66  1  6
 29 67  1  0
M  END

HEADER    PROTEIN                                 04-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-18         0                                  
HETATM    1  O   UNK     0    8667.3058662.405   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8667.3018668.598   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8659.3118662.405   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8663.3108661.633   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0    8663.3108666.265   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0    8664.6408663.961   0.000  0.00  0.00           H+0
HETATM    7  O   UNK     0    8665.9708669.372   0.000  0.00  0.00           O+0
HETATM    8  H   UNK     0    8667.3018663.961   0.000  0.00  0.00           H+0
HETATM    9  H   UNK     0    8665.9708666.265   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0    8661.9788665.489   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8660.6448664.719   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8660.6448663.179   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8661.9788662.409   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.3078664.719   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.3078663.179   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8664.6418662.409   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8665.9758663.179   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.9718667.816   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.6388667.046   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8664.6388665.506   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.9718664.736   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8667.3058667.046   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8667.3058665.506   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.7708665.030   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.6758666.276   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8668.7708667.522   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8668.7708669.062   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8670.1068669.832   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8671.4388669.062   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8672.7748669.832   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0    8674.1068669.062   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0    8672.7748671.372   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0    8667.4378669.832   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0    8670.1068668.292   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   22                                                            
CONECT    3   12                                                            
CONECT    4   15                                                            
CONECT    5   14                                                            
CONECT    6   20                                                            
CONECT    7   18                                                            
CONECT    8   23                                                            
CONECT    9   21                                                            
CONECT   10   11   14                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13    3                                                  
CONECT   13   12   15                                                       
CONECT   14   15   10    5   20                                             
CONECT   15   14   16   13    4                                             
CONECT   16   15   17                                                       
CONECT   17   16    1   21                                                  
CONECT   18   19    7   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   14    6                                             
CONECT   21   20   17    9   23                                             
CONECT   22   23   26   18    2                                             
CONECT   23   22   24   21    8                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   27   34   22   25                                             
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   27                                                            
CONECT   34   26                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0000502
HETATM    1  C1  UNL     1       3.685  -1.569   1.780  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.546  -0.681   0.602  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.695   0.348   0.712  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.042  -0.308   0.688  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.038   0.817   0.795  1.00  0.00           C  
HETATM    6  O1  UNL     1       7.002   1.661   1.713  1.00  0.00           O  
HETATM    7  O2  UNL     1       8.044   0.930  -0.162  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.315   0.109   0.452  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.476   0.907  -0.859  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.177   0.659  -1.624  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.252   0.436  -0.503  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.111   0.002  -0.773  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.852   0.172   0.562  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.225  -0.866   1.469  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.247  -0.641   1.658  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.546   0.508   2.373  1.00  0.00           O  
HETATM   17  C14 UNL     1       1.016  -0.590   0.349  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.053  -1.904  -0.349  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.324   0.032   0.426  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.778  -0.940   1.530  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.990   1.339   0.727  1.00  0.00           C  
HETATM   22  C19 UNL     1      -4.973   1.826  -0.278  1.00  0.00           C  
HETATM   23  C20 UNL     1      -5.698   0.786  -1.015  1.00  0.00           C  
HETATM   24  O4  UNL     1      -6.727   1.113  -1.600  1.00  0.00           O  
HETATM   25  C21 UNL     1      -5.215  -0.599  -1.055  1.00  0.00           C  
HETATM   26  C22 UNL     1      -3.703  -0.582  -0.871  1.00  0.00           C  
HETATM   27  C23 UNL     1      -3.140   0.080  -2.090  1.00  0.00           C  
HETATM   28  C24 UNL     1      -1.810   0.758  -1.855  1.00  0.00           C  
HETATM   29  O5  UNL     1      -1.900   2.118  -1.640  1.00  0.00           O  
HETATM   30  H1  UNL     1       4.585  -2.205   1.628  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.895  -0.987   2.726  1.00  0.00           H  
HETATM   32  H3  UNL     1       2.845  -2.275   1.934  1.00  0.00           H  
HETATM   33  H4  UNL     1       3.833  -1.262  -0.330  1.00  0.00           H  
HETATM   34  H5  UNL     1       4.576   0.822   1.712  1.00  0.00           H  
HETATM   35  H6  UNL     1       4.595   1.126  -0.062  1.00  0.00           H  
HETATM   36  H7  UNL     1       6.191  -0.934   1.613  1.00  0.00           H  
HETATM   37  H8  UNL     1       6.268  -0.901  -0.195  1.00  0.00           H  
HETATM   38  H9  UNL     1       7.758   1.064  -1.128  1.00  0.00           H  
HETATM   39  H10 UNL     1       2.265   0.841   1.294  1.00  0.00           H  
HETATM   40  H11 UNL     1       2.533   1.977  -0.666  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.295   0.499  -1.489  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.880   1.560  -2.202  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.328  -0.186  -2.311  1.00  0.00           H  
HETATM   44  H15 UNL     1       0.235   1.369   0.121  1.00  0.00           H  
HETATM   45  H16 UNL     1      -1.229  -1.092  -1.009  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.558   1.174   0.944  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.687  -0.919   2.455  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.325  -1.847   0.926  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.604  -1.504   2.296  1.00  0.00           H  
HETATM   50  H21 UNL     1       1.031   0.333   3.212  1.00  0.00           H  
HETATM   51  H22 UNL     1       2.088  -2.328  -0.492  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.412  -2.626   0.201  1.00  0.00           H  
HETATM   53  H24 UNL     1       0.644  -1.857  -1.395  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.670  -0.481   2.534  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.889  -1.109   1.418  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.312  -1.917   1.422  1.00  0.00           H  
HETATM   57  H28 UNL     1      -4.505   1.340   1.734  1.00  0.00           H  
HETATM   58  H29 UNL     1      -3.217   2.156   0.854  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.510   2.594  -0.968  1.00  0.00           H  
HETATM   60  H31 UNL     1      -5.772   2.438   0.244  1.00  0.00           H  
HETATM   61  H32 UNL     1      -5.724  -1.314  -0.414  1.00  0.00           H  
HETATM   62  H33 UNL     1      -5.372  -0.970  -2.113  1.00  0.00           H  
HETATM   63  H34 UNL     1      -3.401  -1.665  -0.833  1.00  0.00           H  
HETATM   64  H35 UNL     1      -3.875   0.755  -2.598  1.00  0.00           H  
HETATM   65  H36 UNL     1      -2.945  -0.735  -2.838  1.00  0.00           H  
HETATM   66  H37 UNL     1      -1.175   0.654  -2.785  1.00  0.00           H  
HETATM   67  H38 UNL     1      -2.386   2.490  -2.418  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    8   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6    6    7
CONECT    7   38
CONECT    8    9   17   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   17   44
CONECT   12   13   28   45
CONECT   13   14   19   46
CONECT   14   15   47   48
CONECT   15   16   17   49
CONECT   16   50
CONECT   17   18
CONECT   18   51   52   53
CONECT   19   20   21   26
CONECT   20   54   55   56
CONECT   21   22   57   58
CONECT   22   23   59   60
CONECT   23   24   24   25
CONECT   25   26   61   62
CONECT   26   27   63
CONECT   27   28   64   65
CONECT   28   29   66
CONECT   29   67
END

HMDB0000502
     RDKit          3D
3-Oxocholic acid
 67 70  0  0  0  0  0  0  0  0999 V2000
    3.6846   -1.5693    1.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -0.6808    0.6023 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6953    0.3482    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0419   -0.3075    0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0381    0.8173    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0022    1.6609    1.7127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0438    0.9301   -0.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152    0.1094    0.4516 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4763    0.9069   -0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770    0.6590   -1.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.4361   -0.5032 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1106    0.0024   -0.7733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8515    0.1722    0.5620 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2246   -0.8657    1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469   -0.6408    1.6585 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5462    0.5080    2.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163   -0.5896    0.3488 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0534   -1.9038   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3241    0.0323    0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7783   -0.9401    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896    1.3386    0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733    1.8259   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6976    0.7855   -1.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7265    1.1132   -1.6000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2147   -0.5994   -1.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030   -0.5824   -0.8705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1396    0.0799   -2.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8104    0.7576   -1.8547 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8997    2.1175   -1.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853   -2.2051    1.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8955   -0.9869    2.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8448   -2.2747    1.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -1.2620   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5761    0.8215    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5949    1.1259   -0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1905   -0.9335    1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2678   -0.9009   -0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7580    1.0641   -1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2655    0.8408    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5333    1.9767   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953    0.4993   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803    1.5596   -2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -0.1861   -2.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2347    1.3689    0.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -1.0915   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5581    1.1740    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6874   -0.9190    2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245   -1.8469    0.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035   -1.5040    2.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307    0.3328    3.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877   -2.3282   -0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.6259    0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6436   -1.8566   -1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6695   -0.4805    2.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8891   -1.1086    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3120   -1.9169    1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    1.3397    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175    2.1558    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5098    2.5943   -0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7718    2.4385    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7244   -1.3145   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721   -0.9700   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010   -1.6651   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749    0.7545   -2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448   -0.7349   -2.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    0.6537   -2.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    2.4901   -2.4180 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  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17  8  1  0
 26 19  1  0
 17 11  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  1
 12 45  1  6
 13 46  1  1
 14 47  1  0
 14 48  1  0
 15 49  1  1
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  1
 27 64  1  0
 27 65  1  0
 28 66  1  6
 29 67  1  0
M  END

Synonyms

Value	Source
(5beta,7alpha,12alpha)-7,12-Dihydroxy-3-oxocholan-24-Oic acid	ChEBI
3-Dehydrocholic acid	ChEBI
3-Ketocholic acid	ChEBI
3-Oxocholic acid	ChEBI
7,12-Dihydroxy-3-oxocholanic acid	ChEBI
7alpha,12alpha-Dihydroxy-3-oxo-cholanoic acid	ChEBI
(5b,7a,12a)-7,12-Dihydroxy-3-oxocholan-24-Oate	Generator
(5b,7a,12a)-7,12-Dihydroxy-3-oxocholan-24-Oic acid	Generator
(5beta,7alpha,12alpha)-7,12-Dihydroxy-3-oxocholan-24-Oate	Generator
(5Β,7α,12α)-7,12-dihydroxy-3-oxocholan-24-Oate	Generator
(5Β,7α,12α)-7,12-dihydroxy-3-oxocholan-24-Oic acid	Generator
3-Dehydrocholate	Generator
3-Ketocholate	Generator
3-Oxocholate	Generator
7,12-Dihydroxy-3-oxocholanate	Generator
7a,12a-Dihydroxy-3-oxo-cholanoate	Generator
7a,12a-Dihydroxy-3-oxo-cholanoic acid	Generator
7alpha,12alpha-Dihydroxy-3-oxo-cholanoate	Generator
7Α,12α-dihydroxy-3-oxo-cholanoate	Generator
7Α,12α-dihydroxy-3-oxo-cholanoic acid	Generator
7a,12a-Dihydroxy-3-oxo-5b-cholan-24-Oate	Generator
7a,12a-Dihydroxy-3-oxo-5b-cholan-24-Oic acid	Generator
7alpha,12alpha-Dihydroxy-3-oxo-5beta-cholan-24-Oate	Generator
7Α,12α-dihydroxy-3-oxo-5β-cholan-24-Oate	Generator
7Α,12α-dihydroxy-3-oxo-5β-cholan-24-Oic acid	Generator
7alpha,12alpha-Dihydroxy-3-oxo-5beta-cholan-24-oic acid	HMDB

Molecular Formula

C₂₄H₃₈O₅

Average Mass

406.563

Monoisotopic Mass

406.271924324

IUPAC Name

(4R)-4-[(1S,2S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-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,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-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@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O

InChI Identifier

InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1

InChI Key

OEKUSRBIIZNLHZ-DJDNIQJZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid 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

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010190 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	2.24	ALOGPS
logP	2.69	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	-0.18	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.76 m³·mol⁻¹	ChemAxon
Polarizability	46.23 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	splash10-03di-0449000000-a048d1efc6c00034ad57	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-2231189000-30c1ecbaf9541625b754	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_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 (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0079-0009000000-64f2f2abc7d1633027d5	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dr-0009000000-bcfa1c4097826adbabd9	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-056u-2109000000-fe0a92a5f377efc3a7ae	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4r-0008900000-dd8b045786455a7b2b5f	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-1009300000-40bda8fb29d7dc21b644	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9006000000-15440129ab1b7eb75b36	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-0009600000-267c1c0d5a13c4bebc10	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-2159000000-97af577c50737e77d152	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9232000000-99073abfe404b118814d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-f0b489debf71eabc30f8	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-0008900000-e453fd1548d30dd5bb33	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-1029400000-c23a051d71ab55c9d40e	2021-09-23	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Feces
Gall Bladder
Intestine
Kidney
Liver

Tissue Locations

Gall Bladder
Intestine
Kidney
Liver

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0012371	Cholic acid	3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid	cytochrome P450, family 3, subfamily A, polypeptide 4	VMH	30371894
MMDBr0012634	Cholic acid	3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid	Not Available	VMH	30371894
MMDBr0012649	Isochenodeoxycholic acid; 3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid	3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid	Not Available	VMH	30371894

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	Firmicutes	11	Human feces; Human	Metabolic reconstruction
Bacteria	Actinobacteria	12	Human feces; Human	Metabolic reconstruction
Bacteria	Bacteroidetes	2	Human feces	Metabolic reconstruction

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
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
Human Kidney	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050

External Links

HMDB ID

HMDB0062680

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

5283956

PDB ID

Not Available

ChEBI ID

88108

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for 3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid (MMDBc0048061)

MOL for #<Metabolite:0x00007fdb7163c5f0>

3D MOL for #<Metabolite:0x00007fdb7163c5f0>

3D SDF for #<Metabolite:0x00007fdb7163c5f0>

3D-SDF for #<Metabolite:0x00007fdb7163c5f0>

PDB for #<Metabolite:0x00007fdb7163c5f0>

3D PDB for #<Metabolite:0x00007fdb7163c5f0>

SMILES for #<Metabolite:0x00007fdb7163c5f0>

INCHI for #<Metabolite:0x00007fdb7163c5f0>

Structure for #<Metabolite:0x00007fdb7163c5f0>

3D Structure for #<Metabolite:0x00007fdb7163c5f0>