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

enzymes (1)transporters (8) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:03 UTC

HMDB ID

HMDB0000503

Secondary Accession Numbers

HMDB00503
HMDB0062796
HMDB62796

Metabolite Identification

Common Name

7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid

Description

7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid, also known as 3-dehydrochenodeoxycholic acid or (5beta,7alpha)-7-hydroxy-3-oxocholan-24-oate, is classified as a monohydroxy bile acids, alcohol or a monohydroxy bile acids, alcohol derivative. Monohydroxy bile acids, alcohols are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid is considered to be practically insoluble (in water) and acidic. 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid is a bile acid lipid molecule. Glycine- and taurine-conjugated 7alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid has been identified in normal human serum (PMID: 1939467 ) and as a cholesterol metabolite in bile acids produced in HepG2 cells, a well-differentiated human hepatoblastoma cell line (PMID: 1655725 ).

Structure

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

      
  Mrv1652304062012582D          

 33 36  0  0  0  0            999 V2000
10000.340010001.0346    0.0000 C   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
10000.3421 9997.7170    0.0000 O   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
 9998.9142 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
10000.3400 9998.5503    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  0  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
10001.6116 9999.7908    0.0000 C   0  0  0  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
10001.126610000.4581    0.0000 C   0  0  1  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
10001.842310001.6957    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
10003.271610001.6957    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
10003.271610002.5206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.412910001.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.842310000.8707    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11  4  2  0  0  0  0
 16  3  1  6  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14  5  1  1  0  0  0
 13  2  1  1  0  0  0
 19 13  1  0  0  0  0
 16 20  1  0  0  0  0
 19  6  1  6  0  0  0
 20  7  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 32  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 21 25  1  0  0  0  0
 25 22  1  0  0  0  0
 25 33  1  6  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23  8  1  6  0  0  0
 22  1  1  1  0  0  0
M  END

HMDB0000503
     RDKit          3D
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid
 66 69  0  0  0  0  0  0  0  0999 V2000
    3.7289   -1.9298    0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -0.7747   -0.4821 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8574   -0.0285   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5526    0.6095    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1733   -0.1899    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406   -1.4006    1.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4893    0.3780    2.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4391    0.0816   -0.1446 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4228    1.3395   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747    1.9572   -0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    0.9021   -0.0359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1195    0.8871   -0.2302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7721   -0.3806    0.2651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0090   -1.6049   -0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697   -1.5242    0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437   -0.3698   -0.5314 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8666   -0.5053   -2.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677   -0.3907   -0.3373 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1152   -0.5110   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773   -1.5626    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6872   -1.2628    1.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6451   -0.1719    1.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7167   -0.0439    1.7975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2884    0.8581    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8028    0.9472   -0.0294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0751    1.6674    1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6979    2.0190    0.6325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8612    2.0935    1.7638 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -2.6611    0.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -2.5246    0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8536   -1.6236    1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665   -1.2474   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7720    0.6627   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816   -0.8122   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4124    1.2142   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.3593    0.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4715    0.3192    2.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4063    0.4915    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509    1.0699   -2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1978    2.0382   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158    2.2477   -1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1969    2.8962   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6220    0.9670    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    1.1096   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9089   -0.3013    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3564   -2.3938    0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314   -2.0738   -1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -1.5629    1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441   -2.4839   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863    0.4005   -2.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795   -0.6955   -2.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -1.3773   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8732   -1.2616   -2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116   -0.7103   -2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4399    0.4466   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -1.7692   -0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383   -2.4426    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9988   -1.0890    2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2786   -2.1734    1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8069    0.7079   -0.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072    1.8587    0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7029    1.6388   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288    2.6451    1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1405    1.1687    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    2.9941    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.8785    2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 13 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  6
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  1
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  1
 12 44  1  6
 13 45  1  1
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 24 60  1  0
 24 61  1  0
 25 62  1  6
 26 63  1  0
 26 64  1  0
 27 65  1  6
 28 66  1  0
M  END

      
  Mrv1652304062012582D          

 33 36  0  0  0  0            999 V2000
10000.340010001.0346    0.0000 C   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
10000.3421 9997.7170    0.0000 O   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
 9998.9142 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
10000.3400 9998.5503    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  0  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
10001.6116 9999.7908    0.0000 C   0  0  0  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
10001.126610000.4581    0.0000 C   0  0  1  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
10001.842310001.6957    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
10003.271610001.6957    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
10003.271610002.5206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.412910001.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.842310000.8707    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11  4  2  0  0  0  0
 16  3  1  6  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14  5  1  1  0  0  0
 13  2  1  1  0  0  0
 19 13  1  0  0  0  0
 16 20  1  0  0  0  0
 19  6  1  6  0  0  0
 20  7  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 32  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 21 25  1  0  0  0  0
 25 22  1  0  0  0  0
 25 33  1  6  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23  8  1  6  0  0  0
 22  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000503

> <DATABASE_NAME>
hmdb

> <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])CC[C@]12C)[C@H](C)CCC(O)=O

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

> <INCHI_KEY>
KNVADAPHVNKTEP-CIGXQKLNSA-N

> <FORMULA>
C24H38O4

> <MOLECULAR_WEIGHT>
390.564

> <EXACT_MASS>
390.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.49401187526238

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
3.920806325333333

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.9878464561783

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.595945445459592

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5821739475897946

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
108.24569999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000503
     RDKit          3D
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid
 66 69  0  0  0  0  0  0  0  0999 V2000
    3.7289   -1.9298    0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -0.7747   -0.4821 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8574   -0.0285   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5526    0.6095    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1733   -0.1899    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406   -1.4006    1.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4893    0.3780    2.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4391    0.0816   -0.1446 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4228    1.3395   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747    1.9572   -0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    0.9021   -0.0359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1195    0.8871   -0.2302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7721   -0.3806    0.2651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0090   -1.6049   -0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697   -1.5242    0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437   -0.3698   -0.5314 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8666   -0.5053   -2.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677   -0.3907   -0.3373 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1152   -0.5110   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773   -1.5626    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6872   -1.2628    1.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6451   -0.1719    1.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7167   -0.0439    1.7975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2884    0.8581    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8028    0.9472   -0.0294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0751    1.6674    1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6979    2.0190    0.6325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8612    2.0935    1.7638 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -2.6611    0.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -2.5246    0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8536   -1.6236    1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665   -1.2474   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7720    0.6627   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816   -0.8122   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4124    1.2142   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.3593    0.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4715    0.3192    2.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4063    0.4915    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509    1.0699   -2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1978    2.0382   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158    2.2477   -1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1969    2.8962   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6220    0.9670    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    1.1096   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9089   -0.3013    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3564   -2.3938    0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314   -2.0738   -1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -1.5629    1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441   -2.4839   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863    0.4005   -2.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795   -0.6955   -2.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -1.3773   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8732   -1.2616   -2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116   -0.7103   -2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4399    0.4466   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -1.7692   -0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383   -2.4426    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9988   -1.0890    2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2786   -2.1734    1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8069    0.7079   -0.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072    1.8587    0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7029    1.6388   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288    2.6451    1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1405    1.1687    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    2.9941    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.8785    2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 13 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  6
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  1
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  1
 12 44  1  6
 13 45  1  1
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 24 60  1  0
 24 61  1  0
 25 62  1  6
 26 63  1  0
 26 64  1  0
 27 65  1  6
 28 66  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8667.3018668.598   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.3108666.265   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8667.3058662.405   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8659.3118662.405   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8663.3108661.633   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8664.6408663.961   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8665.9708666.265   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8667.3018663.961   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0    8661.9788665.489   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8660.6448664.719   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8660.6448663.179   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8661.9788662.409   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.3078664.719   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.3078663.179   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8664.6418662.409   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.9758663.179   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8665.9718667.816   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.6388667.046   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.6388665.506   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8665.9718664.736   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.6758666.276   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    8668.7708667.522   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8668.7708669.062   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8670.1068669.832   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8671.4388669.062   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8672.7748669.832   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0    8674.1068669.062   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0    8672.7748671.372   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0    8667.4378669.832   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0    8670.1068668.292   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2   13                                                            
CONECT    3   16                                                            
CONECT    4   11                                                            
CONECT    5   14                                                            
CONECT    6   19                                                            
CONECT    7   20                                                            
CONECT    8   23                                                            
CONECT    9   10   13                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12    4                                                  
CONECT   12   11   14                                                       
CONECT   13   14    9    2   19                                             
CONECT   14   13   15   12    5                                             
CONECT   15   14   16                                                       
CONECT   16   15    3   20                                                  
CONECT   17   18   22                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   13    6                                             
CONECT   20   19   16    7   23                                             
CONECT   21   24   25                                                       
CONECT   22   23   25   17    1                                             
CONECT   23   22   24   20    8                                             
CONECT   24   21   23                                                       
CONECT   25   26   21   22   33                                             
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   26                                                            
CONECT   33   25                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0000503
HETATM    1  C1  UNL     1       3.729  -1.930   0.435  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.590  -0.775  -0.482  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.857  -0.029  -0.698  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.553   0.609   0.418  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.173  -0.190   1.473  1.00  0.00           C  
HETATM    6  O1  UNL     1       6.441  -1.401   1.290  1.00  0.00           O  
HETATM    7  O2  UNL     1       6.489   0.378   2.728  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.439   0.082  -0.145  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.423   1.339  -1.089  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.075   1.957  -0.785  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.335   0.902  -0.036  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.119   0.887  -0.230  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.772  -0.381   0.265  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.009  -1.605  -0.022  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.470  -1.524   0.159  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.044  -0.370  -0.531  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.867  -0.505  -2.031  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.168  -0.391  -0.337  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.115  -0.511  -1.853  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.977  -1.563   0.170  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.687  -1.263   1.470  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.645  -0.172   1.230  1.00  0.00           C  
HETATM   23  O3  UNL     1      -6.717  -0.044   1.797  1.00  0.00           O  
HETATM   24  C21 UNL     1      -5.288   0.858   0.222  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.803   0.947  -0.029  1.00  0.00           C  
HETATM   26  C23 UNL     1      -3.075   1.667   1.087  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.698   2.019   0.633  1.00  0.00           C  
HETATM   28  O4  UNL     1      -0.861   2.094   1.764  1.00  0.00           O  
HETATM   29  H1  UNL     1       4.512  -2.661   0.112  1.00  0.00           H  
HETATM   30  H2  UNL     1       2.786  -2.525   0.468  1.00  0.00           H  
HETATM   31  H3  UNL     1       3.854  -1.624   1.514  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.366  -1.247  -1.503  1.00  0.00           H  
HETATM   33  H5  UNL     1       4.772   0.663  -1.606  1.00  0.00           H  
HETATM   34  H6  UNL     1       5.582  -0.812  -1.120  1.00  0.00           H  
HETATM   35  H7  UNL     1       6.412   1.214  -0.036  1.00  0.00           H  
HETATM   36  H8  UNL     1       4.896   1.359   0.974  1.00  0.00           H  
HETATM   37  H9  UNL     1       7.471   0.319   2.980  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.406   0.492   0.861  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.551   1.070  -2.122  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.198   2.038  -0.776  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.516   2.248  -1.694  1.00  0.00           H  
HETATM   42  H14 UNL     1       1.197   2.896  -0.182  1.00  0.00           H  
HETATM   43  H15 UNL     1       0.622   0.967   1.041  1.00  0.00           H  
HETATM   44  H16 UNL     1      -1.428   1.110  -1.265  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.909  -0.301   1.364  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.356  -2.394   0.721  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.231  -2.074  -1.004  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.743  -1.563   1.235  1.00  0.00           H  
HETATM   49  H21 UNL     1       0.844  -2.484  -0.362  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.386   0.400  -2.407  1.00  0.00           H  
HETATM   51  H23 UNL     1       1.779  -0.695  -2.589  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.184  -1.377  -2.234  1.00  0.00           H  
HETATM   53  H25 UNL     1      -3.873  -1.262  -2.222  1.00  0.00           H  
HETATM   54  H26 UNL     1      -2.112  -0.710  -2.236  1.00  0.00           H  
HETATM   55  H27 UNL     1      -3.440   0.447  -2.358  1.00  0.00           H  
HETATM   56  H28 UNL     1      -4.771  -1.769  -0.590  1.00  0.00           H  
HETATM   57  H29 UNL     1      -3.338  -2.443   0.242  1.00  0.00           H  
HETATM   58  H30 UNL     1      -3.999  -1.089   2.312  1.00  0.00           H  
HETATM   59  H31 UNL     1      -5.279  -2.173   1.717  1.00  0.00           H  
HETATM   60  H32 UNL     1      -5.807   0.708  -0.750  1.00  0.00           H  
HETATM   61  H33 UNL     1      -5.607   1.859   0.580  1.00  0.00           H  
HETATM   62  H34 UNL     1      -3.703   1.639  -0.921  1.00  0.00           H  
HETATM   63  H35 UNL     1      -3.629   2.645   1.214  1.00  0.00           H  
HETATM   64  H36 UNL     1      -3.141   1.169   2.053  1.00  0.00           H  
HETATM   65  H37 UNL     1      -1.648   2.994   0.078  1.00  0.00           H  
HETATM   66  H38 UNL     1      -1.357   1.878   2.598  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    8   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6    6    7
CONECT    7   37
CONECT    8    9   16   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   16   43
CONECT   12   13   27   44
CONECT   13   14   18   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17
CONECT   17   50   51   52
CONECT   18   19   20   25
CONECT   19   53   54   55
CONECT   20   21   56   57
CONECT   21   22   58   59
CONECT   22   23   23   24
CONECT   24   25   60   61
CONECT   25   26   62
CONECT   26   27   63   64
CONECT   27   28   65
CONECT   28   66
END

HMDB0000503
     RDKit          3D
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid
 66 69  0  0  0  0  0  0  0  0999 V2000
    3.7289   -1.9298    0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -0.7747   -0.4821 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8574   -0.0285   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5526    0.6095    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1733   -0.1899    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406   -1.4006    1.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4893    0.3780    2.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4391    0.0816   -0.1446 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4228    1.3395   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747    1.9572   -0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    0.9021   -0.0359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1195    0.8871   -0.2302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7721   -0.3806    0.2651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0090   -1.6049   -0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697   -1.5242    0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437   -0.3698   -0.5314 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8666   -0.5053   -2.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677   -0.3907   -0.3373 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1152   -0.5110   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773   -1.5626    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6872   -1.2628    1.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6451   -0.1719    1.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7167   -0.0439    1.7975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2884    0.8581    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8028    0.9472   -0.0294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0751    1.6674    1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6979    2.0190    0.6325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8612    2.0935    1.7638 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -2.6611    0.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -2.5246    0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8536   -1.6236    1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665   -1.2474   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7720    0.6627   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816   -0.8122   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4124    1.2142   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.3593    0.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4715    0.3192    2.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4063    0.4915    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509    1.0699   -2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1978    2.0382   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158    2.2477   -1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1969    2.8962   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6220    0.9670    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    1.1096   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9089   -0.3013    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3564   -2.3938    0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314   -2.0738   -1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -1.5629    1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441   -2.4839   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863    0.4005   -2.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795   -0.6955   -2.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -1.3773   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8732   -1.2616   -2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116   -0.7103   -2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4399    0.4466   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -1.7692   -0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383   -2.4426    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9988   -1.0890    2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2786   -2.1734    1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8069    0.7079   -0.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072    1.8587    0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7029    1.6388   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288    2.6451    1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1405    1.1687    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    2.9941    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.8785    2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 13 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16  8  1  0
 25 18  1  0
 16 11  1  0
 27 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  6
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  1
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  1
 12 44  1  6
 13 45  1  1
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 24 60  1  0
 24 61  1  0
 25 62  1  6
 26 63  1  0
 26 64  1  0
 27 65  1  6
 28 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5beta,7alpha)-7-Hydroxy-3-oxocholan-24-Oic acid	ChEBI
3-Dehydrochenodeoxycholic acid	ChEBI
3-Oxochenodeoxycholic acid	ChEBI
Dehydrochenodeoxycholic acid	ChEBI
(5b,7a)-7-Hydroxy-3-oxocholan-24-Oate	Generator
(5b,7a)-7-Hydroxy-3-oxocholan-24-Oic acid	Generator
(5beta,7alpha)-7-Hydroxy-3-oxocholan-24-Oate	Generator
(5Β,7α)-7-hydroxy-3-oxocholan-24-Oate	Generator
(5Β,7α)-7-hydroxy-3-oxocholan-24-Oic acid	Generator
3-Dehydrochenodeoxycholate	Generator
3-Oxochenodeoxycholate	Generator
Dehydrochenodeoxycholate	Generator
7a-Hydroxy-3-oxo-5b-cholan-24-Oate	Generator
7a-Hydroxy-3-oxo-5b-cholan-24-Oic acid	Generator
7alpha-Hydroxy-3-oxo-5beta-cholan-24-Oate	Generator
7Α-hydroxy-3-oxo-5β-cholan-24-Oate	Generator
7Α-hydroxy-3-oxo-5β-cholan-24-Oic acid	Generator
7α-Hydroxy-3-oxo-5β-cholanic acid	HMDB
3-Oxo-7α-hydroxy-5β-cholanic acid	HMDB
3-Oxo-7α-hydroxycholan-24-oic acid	HMDB
3-keto-7α-Hydroxy-5β-cholanic acid	HMDB
7α-Hydroxy-3-oxo-5β-cholanoic acid	HMDB
7a-Hydroxy-3-oxo-5b-cholanoic acid	HMDB
7alpha-Hydroxy-3-oxo-5beta-cholanoic acid	HMDB
(4R)-4-[(1S,2S,7R,9R,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	Generator, HMDB

Chemical Formula

C₂₄H₃₈O₄

Average Molecular Weight

390.564

Monoisotopic Molecular Weight

390.277009704

IUPAC Name

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

CAS Registry Number

4185-00-6

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])CC[C@]12C)[C@H](C)CCC(O)=O

InChI Identifier

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

InChI Key

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010161 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062796)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	88 - 90 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	3.11	ALOGPS
logP	3.92	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-0.58	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	108.25 m³·mol⁻¹	ChemAxon
Polarizability	45.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	199.476	32859911
AllCCS	[M-H]-	199.267	32859911
DeepCCS	[M-2H]-	231.013	30932474
DeepCCS	[M+Na]+	205.104	30932474
AllCCS	[M+H]+	199.5	32859911
AllCCS	[M+H-H2O]+	197.3	32859911
AllCCS	[M+NH4]+	201.5	32859911
AllCCS	[M+Na]+	202.1	32859911
AllCCS	[M-H]-	199.3	32859911
AllCCS	[M+Na-2H]-	200.5	32859911
AllCCS	[M+HCOO]-	202.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.71 minutes	32390414
Predicted by Siyang on May 30, 2022	16.0338 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.56 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	55.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2916.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	279.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	219.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	562.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	691.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	705.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	91.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1263.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	554.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1632.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	390.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	478.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	211.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	330.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	35.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid	[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])CC[C@]12C)[C@H](C)CCC(O)=O	3698.9	Standard polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid	[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])CC[C@]12C)[C@H](C)CCC(O)=O	3320.5	Standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid	[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])CC[C@]12C)[C@H](C)CCC(O)=O	3494.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,1TMS,isomer #1	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C[C@H]1C[C@H]3O[Si](C)(C)C	3319.5	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,1TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C[C@H]1C[C@H]3O	3372.1	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,1TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C[C@H]1C[C@H]3O	3378.7	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,1TMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=C[C@H]1C[C@H]3O	3335.9	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C[C@H]1C[C@H]3O[Si](C)(C)C	3240.4	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=C[C@H]1C[C@H]3O[Si](C)(C)C	3258.4	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C	3284.3	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TMS,isomer #4	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=C[C@H]1C[C@H]3O	3302.9	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TMS,isomer #5	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C[C@H]1C[C@H]3O	3334.8	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=C[C@H]1C[C@H]3O[Si](C)(C)C	3227.9	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=C[C@H]1C[C@H]3O[Si](C)(C)C	3336.6	Standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=C[C@H]1C[C@H]3O[Si](C)(C)C	3626.5	Standard polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C	3252.5	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C	3315.9	Standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C	3628.6	Standard polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,1TBDMS,isomer #1	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3545.9	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,1TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C[C@H]1C[C@H]3O	3639.6	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,1TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O	3618.6	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,1TBDMS,isomer #4	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=C[C@H]1C[C@H]3O	3567.6	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3719.8	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TBDMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3672.7	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3711.2	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TBDMS,isomer #4	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=C[C@H]1C[C@H]3O	3764.6	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,2TBDMS,isomer #5	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O	3810.9	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3873.1	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3880.4	Standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3873.2	Standard polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3905.6	Semi standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3802.7	Standard non polar	33892256
7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid,3TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C[C@H]1C[C@H]3O[Si](C)(C)C(C)(C)C	3874.5	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-5beta-cholan-24-oic acid 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-5beta-cholan-24-oic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 10V, Positive-QTOF	splash10-05fr-0009000000-fafd5a671c61f81c15c8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 20V, Positive-QTOF	splash10-076s-0009000000-70b658ddea6d96ced853	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 40V, Positive-QTOF	splash10-01t9-1319000000-ef02c40883611a4c3308	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 10V, Negative-QTOF	splash10-000i-0009000000-bcd0337fb08276e5242b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 20V, Negative-QTOF	splash10-00dr-0009000000-fb7ca64898cc60921257	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 40V, Negative-QTOF	splash10-0a4l-9006000000-c936cb19bcd9e5afce3c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 10V, Positive-QTOF	splash10-052f-0009000000-97e4c4176b008ab223de	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 20V, Positive-QTOF	splash10-0ab9-3159000000-4ffcc2323838d59db741	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 40V, Positive-QTOF	splash10-00kb-8590000000-dc86fbe2505bf082e237	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 10V, Negative-QTOF	splash10-000i-0009000000-0312986dad14766b7b5a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 20V, Negative-QTOF	splash10-0079-0009000000-ce3d592b6e99d7f840ee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid 40V, Negative-QTOF	splash10-000i-2009000000-c7926ad535f790b20b63	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111636

KNApSAcK ID

Not Available

Chemspider ID

4447020

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283932

PDB ID

Not Available

ChEBI ID

88097

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Riva, Sergio; Bovara, Roberto; Zetta, Lucia; Pasta, Piero; Ottolina, Gianluca; Carrea, Giacomo. Enzymic a/b inversion of C-3 hydroxyl of bile acids and study of the effects of organic solvents on reaction rates. Journal of Organic Chemistry (1988), 53(1), 88-92.

Material Safety Data Sheet (MSDS)

Not Available

General References

Axelson M, Mork B, Everson GT: Bile acid synthesis in cultured human hepatoblastoma cells. J Biol Chem. 1991 Sep 25;266(27):17770-7. [PubMed:1655725 ]
Goto J, Saisho Y, Nambara T: Studies on steroids. CCLII. Separation and characterization of 3-oxobile acids in serum by high-performance liquid chromatography with fluorescence detection. J Chromatogr. 1991 Jul 5;567(2):343-9. [PubMed:1939467 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Gastrotropin

General function:: Involved in binding
Specific function:: Ileal protein which stimulates gastric acid and pepsinogen secretion. Seems to be able to bind to bile salts and bilirubins. Isoform 2 is essential for the survival of colon cancer cells to bile acid-induced apoptosis
Gene Name:: FABP6
Uniprot ID:: P51161
Molecular weight:: 14371.2

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B3

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:: SLCO1B3
Uniprot ID:: Q9NPD5
Molecular weight:: 77402.2

Enzyme Details

2. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

References

Michalski C, Cui Y, Nies AT, Nuessler AK, Neuhaus P, Zanger UM, Klein K, Eichelbaum M, Keppler D, Konig J: A naturally occurring mutation in the SLC21A6 gene causing impaired membrane localization of the hepatocyte uptake transporter. J Biol Chem. 2002 Nov 8;277(45):43058-63. Epub 2002 Aug 23. [PubMed:12196548 ]

Enzyme Details

3. Canalicular multispecific organic anion transporter 2

General function:: Involved in ATP binding
Specific function:: May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:: ABCC3
Uniprot ID:: O15438
Molecular weight:: 169341.1

Enzyme Details

4. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

Enzyme Details

5. Ileal sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: Plays a critical role in the sodium-dependent reabsorption of bile acids from the lumen of the small intestine. Plays a key role in cholesterol metabolism
Gene Name:: SLC10A2
Uniprot ID:: Q12908
Molecular weight:: 37697.4

References

Kramer W, Girbig F, Glombik H, Corsiero D, Stengelin S, Weyland C: Identification of a ligand-binding site in the Na+/bile acid cotransporting protein from rabbit ileum. J Biol Chem. 2001 Sep 21;276(38):36020-7. Epub 2001 Jul 10. [PubMed:11447228 ]

Enzyme Details

6. Sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: The hepatic sodium/bile acid uptake system exhibits broad substrate specificity and transports various non-bile acid organic compounds as well. It is strictly dependent on the extracellular presence of sodium.
Gene Name:: SLC10A1
Uniprot ID:: Q14973
Molecular weight:: 38118.64

Enzyme Details

7. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

Enzyme Details

8. Solute carrier organic anion transporter family member 4A1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as the thyroid hormones T3 (triiodo-L-thyronine), T4 (thyroxine) and rT3, and of estrone-3-sulfate and taurocholate
Gene Name:: SLCO4A1
Uniprot ID:: Q96BD0
Molecular weight:: 77192.5

Showing metabocard for 7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid (HMDB0000503)

MOL for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

3D MOL for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

3D SDF for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

3D-SDF for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

PDB for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

3D PDB for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

SMILES for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

INCHI for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

Structure for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

3D Structure for HMDB0000503 (7alpha-Hydroxy-3-oxo-5beta-cholan-24-oic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References