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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-07-13 12:46:54 UTC

Update Date

2022-03-07 02:51:26 UTC

HMDB ID

HMDB0012454

Secondary Accession Numbers

HMDB0062211
HMDB12454
HMDB62211

Metabolite Identification

Common Name

3beta,7alpha-Dihydroxy-5-cholestenoate

Description

3beta,7alpha-Dihydroxy-5-cholestenoate, also known as 3b,7a-dihydroxy-5-cholesten-26-Oic acid, 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. 3beta,7alpha-Dihydroxy-5-cholestenoate is an extremely weak basic (essentially neutral) compound (based on its pKa). 3beta,7alpha-Dihydroxy-5-cholestenoate is a potentially toxic compound.

Structure

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

      
  Mrv1652303262014172D          

 35 38  0  0  0  0            999 V2000
 2498.4271 2499.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.2896 2498.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4292 2496.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2494.1482 2496.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0020 2497.1394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7147 2498.3737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1395 2500.0382    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2499.8540 2500.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.5686 2500.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.2830 2500.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.9975 2500.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.7121 2500.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.4285 2500.0382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.7121 2501.2748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.9975 2499.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4250 2500.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8540 2499.6248    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4271 2497.1394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 2495.5757 2497.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.8612 2497.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.8612 2496.7206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2495.5757 2496.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0019 2497.9601    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2496.2875 2497.5476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2496.2875 2496.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0019 2496.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7165 2496.7225    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2497.7165 2497.5476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2497.7146 2499.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0000 2498.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1404 2499.2075    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2498.4259 2497.9700    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2498.4259 2498.7950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2499.8548 2498.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8548 2497.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  6  0  0  0
  8  9  1  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
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 21  4  1  1  0  0  0
 27  3  1  6  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 30 23  1  0  0  0  0
 24  2  1  1  0  0  0
 23  5  1  6  0  0  0
 28  6  1  1  0  0  0
 31 33  1  0  0  0  0
 32 33  1  0  0  0  0
 31 17  1  6  0  0  0
 31  7  1  0  0  0  0
 29 33  1  0  0  0  0
 32 18  1  6  0  0  0
 33  1  1  1  0  0  0
 28 32  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 32  1  0  0  0  0
M  END

HMDB0012454
     RDKit          3D
3beta,7alpha-Dihydroxy-5-cholestenoate
 75 78  0  0  0  0  0  0  0  0999 V2000
   -6.7864    1.0937   -1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7849    0.4666   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877    0.9947    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    0.7621   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0396   -0.7288   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -0.9502   -0.8107 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6234   -0.2226   -2.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -0.3905    0.0848 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6373   -1.0255    1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303   -1.3991    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5418   -0.4908    0.9688 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9695   -0.8154    0.7688 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6380   -0.8168    2.1252 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1926    0.2483    2.8903 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879   -0.8546    1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7142   -0.3398    0.9064 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1882   -0.4508    0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7213    0.9561    0.7519 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0725    0.9868    0.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0093    1.8429   -0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    1.7970   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006    0.3464   -0.1765 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4982   -0.2053   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5136    0.3228   -0.0737 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8393    0.3894   -1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    0.2364   -1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1730   -0.6858   -0.3462 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1598   -2.1382   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0709    0.7308    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9501    1.3948   -0.2994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3063    0.2481    1.5544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0736    1.9178   -1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8003    1.5043   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5417    0.3211   -2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6648   -0.6511   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8180    0.5099    1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8320    2.0721    0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2350    1.2933   -1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942    1.2320    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485   -1.0618   -1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490   -1.3058    0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402   -2.0340   -0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796   -0.8392   -2.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    0.8030   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6826   -0.0506   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6817    0.6989    0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312   -0.3306    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -1.9474    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011   -2.4593    1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0089   -1.1062    2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963    0.5391    1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2172   -1.7323    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2670   -1.7492    2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5082    0.0947    3.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6619   -1.3658    2.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5465   -1.0985    0.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5923   -0.8867    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5889    1.3996    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2725    0.3286   -0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2936    2.9028    0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4046    1.7479   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130    2.3841   -0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2001    2.2774    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6033   -0.1103   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645   -1.2615   -1.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487    0.4496   -2.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946    1.2505    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342    1.3473   -1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.4115   -2.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183   -0.1132   -2.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    1.2366   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312   -2.5669   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -2.7879   -0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6814   -2.2534   -1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7321    0.5631    2.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
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 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
  2 29  1  0
 29 30  2  0
 29 31  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
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  4 38  1  0
  4 39  1  0
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  6 42  1  6
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  8 46  1  1
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 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 31 75  1  0
M  END

      
  Mrv1652303262014172D          

 35 38  0  0  0  0            999 V2000
 2498.4271 2499.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.2896 2498.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4292 2496.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2494.1482 2496.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0020 2497.1394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7147 2498.3737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1395 2500.0382    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2499.8540 2500.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.5686 2500.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.2830 2500.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.9975 2500.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.7121 2500.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.4285 2500.0382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.7121 2501.2748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.9975 2499.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4250 2500.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8540 2499.6248    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4271 2497.1394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 2495.5757 2497.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.8612 2497.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.8612 2496.7206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2495.5757 2496.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0019 2497.9601    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2496.2875 2497.5476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2496.2875 2496.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0019 2496.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7165 2496.7225    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2497.7165 2497.5476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2497.7146 2499.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0000 2498.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1404 2499.2075    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2498.4259 2497.9700    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2498.4259 2498.7950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2499.8548 2498.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8548 2497.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 29 30  1  0  0  0  0
 21  4  1  1  0  0  0
 27  3  1  6  0  0  0
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 22 25  1  0  0  0  0
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 31 33  1  0  0  0  0
 32 33  1  0  0  0  0
 31 17  1  6  0  0  0
 31  7  1  0  0  0  0
 29 33  1  0  0  0  0
 32 18  1  6  0  0  0
 33  1  1  1  0  0  0
 28 32  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012454

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h15-17,19-24,28-29H,5-14H2,1-4H3,(H,30,31)/t16-,17?,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1

> <INCHI_KEY>
GYJSAWZGYQXRBS-GRJZKGIBSA-N

> <FORMULA>
C27H44O4

> <MOLECULAR_WEIGHT>
432.645

> <EXACT_MASS>
432.323959897

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.16602485209329

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
3.92

> <JCHEM_LOGP>
4.8957571106666675

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.204233421519334

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.828921693673492

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8269284491353041

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
123.74629999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.90e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012454
     RDKit          3D
3beta,7alpha-Dihydroxy-5-cholestenoate
 75 78  0  0  0  0  0  0  0  0999 V2000
   -6.7864    1.0937   -1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7849    0.4666   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877    0.9947    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    0.7621   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0396   -0.7288   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -0.9502   -0.8107 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6234   -0.2226   -2.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -0.3905    0.0848 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6373   -1.0255    1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303   -1.3991    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5418   -0.4908    0.9688 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9695   -0.8154    0.7688 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6380   -0.8168    2.1252 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1926    0.2483    2.8903 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879   -0.8546    1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7142   -0.3398    0.9064 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1882   -0.4508    0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7213    0.9561    0.7519 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0725    0.9868    0.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0093    1.8429   -0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    1.7970   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006    0.3464   -0.1765 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4982   -0.2053   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5136    0.3228   -0.0737 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8393    0.3894   -1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    0.2364   -1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1730   -0.6858   -0.3462 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1598   -2.1382   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0709    0.7308    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9501    1.3948   -0.2994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3063    0.2481    1.5544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0736    1.9178   -1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8003    1.5043   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5417    0.3211   -2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6648   -0.6511   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8180    0.5099    1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8320    2.0721    0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2350    1.2933   -1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942    1.2320    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485   -1.0618   -1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490   -1.3058    0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402   -2.0340   -0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796   -0.8392   -2.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    0.8030   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6826   -0.0506   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6817    0.6989    0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312   -0.3306    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -1.9474    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011   -2.4593    1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0089   -1.1062    2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963    0.5391    1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2172   -1.7323    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2670   -1.7492    2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5082    0.0947    3.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6619   -1.3658    2.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5465   -1.0985    0.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5923   -0.8867    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5889    1.3996    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2725    0.3286   -0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2936    2.9028    0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4046    1.7479   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130    2.3841   -0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2001    2.2774    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6033   -0.1103   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645   -1.2615   -1.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487    0.4496   -2.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946    1.2505    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342    1.3473   -1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.4115   -2.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183   -0.1132   -2.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    1.2366   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312   -2.5669   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -2.7879   -0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6814   -2.2534   -1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7321    0.5631    2.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
  2 29  1  0
 29 30  2  0
 29 31  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  1
 14 54  1  0
 15 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  1
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  1
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 31 75  1  0
M  END

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  C   UNK     0    4663.7314665.962   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4659.7414663.631   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    4663.7354659.771   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    4655.7434659.771   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    4661.0704661.327   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    4662.4014663.631   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    4665.0604666.738   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4666.3944667.506   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    4667.7284666.738   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4669.0624667.506   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    4670.3954666.738   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    4671.7294667.506   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    4673.0674666.738   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    4671.7294669.046   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    4670.3954665.198   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4663.7274667.506   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0    4666.3944665.966   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0    4663.7314661.327   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0    4658.4084662.855   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    4657.0744662.085   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    4657.0744660.545   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    4658.4084659.775   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    4661.0704662.859   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    4659.7374662.089   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    4659.7374660.549   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    4661.0704659.779   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    4662.4044660.549   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    4662.4044662.089   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    4662.4014665.185   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    4661.0674664.415   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    4665.0624665.187   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    4663.7284662.877   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    4663.7284664.417   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    4666.3964664.417   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    4666.3964662.877   0.000  0.00  0.00           C+0
CONECT    1   33                                                            
CONECT    2   24                                                            
CONECT    3   27                                                            
CONECT    4   21                                                            
CONECT    5   23                                                            
CONECT    6   28                                                            
CONECT    7    8   16   31                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   11                                                            
CONECT   16    7                                                            
CONECT   17   31                                                            
CONECT   18   32                                                            
CONECT   19   20   24                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22    4                                                  
CONECT   22   21   25                                                       
CONECT   23   24   28   30    5                                             
CONECT   24   23   25   19    2                                             
CONECT   25   24   26   22                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28    3                                                  
CONECT   28   23   27    6   32                                             
CONECT   29   30   33                                                       
CONECT   30   29   23                                                       
CONECT   31   33   17    7   34                                             
CONECT   32   33   18   28   35                                             
CONECT   33   31   32   29    1                                             
CONECT   34   31   35                                                       
CONECT   35   34   32                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0012454
HETATM    1  C1  UNL     1      -6.786   1.094  -1.737  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.785   0.467  -0.385  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.688   0.995   0.512  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.313   0.762  -0.046  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.040  -0.729  -0.245  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.649  -0.950  -0.811  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.623  -0.223  -2.131  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.582  -0.391   0.085  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.637  -1.026   1.465  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.230  -1.399   1.859  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.542  -0.491   0.969  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.969  -0.815   0.769  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.638  -0.817   2.125  1.00  0.00           C  
HETATM   14  O1  UNL     1       2.193   0.248   2.890  1.00  0.00           O  
HETATM   15  C14 UNL     1       4.088  -0.855   1.930  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.714  -0.340   0.906  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.188  -0.451   0.838  1.00  0.00           C  
HETATM   18  C17 UNL     1       6.721   0.956   0.752  1.00  0.00           C  
HETATM   19  O2  UNL     1       8.073   0.987   0.478  1.00  0.00           O  
HETATM   20  C18 UNL     1       6.009   1.843  -0.210  1.00  0.00           C  
HETATM   21  C19 UNL     1       4.514   1.797  -0.149  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.001   0.346  -0.177  1.00  0.00           C  
HETATM   23  C21 UNL     1       4.498  -0.205  -1.503  1.00  0.00           C  
HETATM   24  C22 UNL     1       2.514   0.323  -0.074  1.00  0.00           C  
HETATM   25  C23 UNL     1       1.839   0.389  -1.419  1.00  0.00           C  
HETATM   26  C24 UNL     1       0.360   0.236  -1.398  1.00  0.00           C  
HETATM   27  C25 UNL     1      -0.173  -0.686  -0.346  1.00  0.00           C  
HETATM   28  C26 UNL     1      -0.160  -2.138  -0.799  1.00  0.00           C  
HETATM   29  C27 UNL     1      -8.071   0.731   0.285  1.00  0.00           C  
HETATM   30  O3  UNL     1      -8.950   1.395  -0.299  1.00  0.00           O  
HETATM   31  O4  UNL     1      -8.306   0.248   1.554  1.00  0.00           O  
HETATM   32  H1  UNL     1      -6.074   1.918  -1.870  1.00  0.00           H  
HETATM   33  H2  UNL     1      -7.800   1.504  -2.017  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.542   0.321  -2.497  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.665  -0.651  -0.457  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.818   0.510   1.501  1.00  0.00           H  
HETATM   37  H6  UNL     1      -5.832   2.072   0.630  1.00  0.00           H  
HETATM   38  H7  UNL     1      -4.235   1.293  -1.014  1.00  0.00           H  
HETATM   39  H8  UNL     1      -3.594   1.232   0.646  1.00  0.00           H  
HETATM   40  H9  UNL     1      -4.749  -1.062  -1.032  1.00  0.00           H  
HETATM   41  H10 UNL     1      -4.249  -1.306   0.655  1.00  0.00           H  
HETATM   42  H11 UNL     1      -2.540  -2.034  -0.988  1.00  0.00           H  
HETATM   43  H12 UNL     1      -2.180  -0.839  -2.962  1.00  0.00           H  
HETATM   44  H13 UNL     1      -2.214   0.803  -2.079  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.683  -0.051  -2.511  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.682   0.699   0.218  1.00  0.00           H  
HETATM   47  H16 UNL     1      -2.031  -0.331   2.222  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.248  -1.947   1.480  1.00  0.00           H  
HETATM   49  H18 UNL     1      -0.001  -2.459   1.780  1.00  0.00           H  
HETATM   50  H19 UNL     1      -0.009  -1.106   2.921  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.396   0.539   1.294  1.00  0.00           H  
HETATM   52  H21 UNL     1       2.217  -1.732   0.246  1.00  0.00           H  
HETATM   53  H22 UNL     1       2.267  -1.749   2.643  1.00  0.00           H  
HETATM   54  H23 UNL     1       2.508   0.095   3.825  1.00  0.00           H  
HETATM   55  H24 UNL     1       4.662  -1.366   2.730  1.00  0.00           H  
HETATM   56  H25 UNL     1       6.547  -1.098   0.017  1.00  0.00           H  
HETATM   57  H26 UNL     1       6.592  -0.887   1.770  1.00  0.00           H  
HETATM   58  H27 UNL     1       6.589   1.400   1.782  1.00  0.00           H  
HETATM   59  H28 UNL     1       8.273   0.329  -0.256  1.00  0.00           H  
HETATM   60  H29 UNL     1       6.294   2.903   0.069  1.00  0.00           H  
HETATM   61  H30 UNL     1       6.405   1.748  -1.264  1.00  0.00           H  
HETATM   62  H31 UNL     1       4.113   2.384  -0.974  1.00  0.00           H  
HETATM   63  H32 UNL     1       4.200   2.277   0.799  1.00  0.00           H  
HETATM   64  H33 UNL     1       5.603  -0.110  -1.494  1.00  0.00           H  
HETATM   65  H34 UNL     1       4.265  -1.262  -1.643  1.00  0.00           H  
HETATM   66  H35 UNL     1       4.149   0.450  -2.340  1.00  0.00           H  
HETATM   67  H36 UNL     1       2.195   1.251   0.481  1.00  0.00           H  
HETATM   68  H37 UNL     1       2.134   1.347  -1.895  1.00  0.00           H  
HETATM   69  H38 UNL     1       2.277  -0.411  -2.049  1.00  0.00           H  
HETATM   70  H39 UNL     1      -0.018  -0.113  -2.370  1.00  0.00           H  
HETATM   71  H40 UNL     1      -0.087   1.237  -1.223  1.00  0.00           H  
HETATM   72  H41 UNL     1       0.831  -2.567  -0.923  1.00  0.00           H  
HETATM   73  H42 UNL     1      -0.719  -2.788  -0.098  1.00  0.00           H  
HETATM   74  H43 UNL     1      -0.681  -2.253  -1.777  1.00  0.00           H  
HETATM   75  H44 UNL     1      -7.732   0.563   2.334  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   29   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7    8   42
CONECT    7   43   44   45
CONECT    8    9   27   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   27   51
CONECT   12   13   24   52
CONECT   13   14   15   53
CONECT   14   54
CONECT   15   16   16   55
CONECT   16   17   22
CONECT   17   18   56   57
CONECT   18   19   20   58
CONECT   19   59
CONECT   20   21   60   61
CONECT   21   22   62   63
CONECT   22   23   24
CONECT   23   64   65   66
CONECT   24   25   67
CONECT   25   26   68   69
CONECT   26   27   70   71
CONECT   27   28
CONECT   28   72   73   74
CONECT   29   30   30   31
CONECT   31   75
END

HMDB0012454
     RDKit          3D
3beta,7alpha-Dihydroxy-5-cholestenoate
 75 78  0  0  0  0  0  0  0  0999 V2000
   -6.7864    1.0937   -1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7849    0.4666   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877    0.9947    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    0.7621   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0396   -0.7288   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -0.9502   -0.8107 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6234   -0.2226   -2.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -0.3905    0.0848 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6373   -1.0255    1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303   -1.3991    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5418   -0.4908    0.9688 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9695   -0.8154    0.7688 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6380   -0.8168    2.1252 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1926    0.2483    2.8903 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879   -0.8546    1.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7142   -0.3398    0.9064 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1882   -0.4508    0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7213    0.9561    0.7519 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0725    0.9868    0.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0093    1.8429   -0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    1.7970   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006    0.3464   -0.1765 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4982   -0.2053   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5136    0.3228   -0.0737 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8393    0.3894   -1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    0.2364   -1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1730   -0.6858   -0.3462 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1598   -2.1382   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0709    0.7308    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9501    1.3948   -0.2994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3063    0.2481    1.5544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0736    1.9178   -1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8003    1.5043   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5417    0.3211   -2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6648   -0.6511   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8180    0.5099    1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8320    2.0721    0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2350    1.2933   -1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942    1.2320    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485   -1.0618   -1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490   -1.3058    0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402   -2.0340   -0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796   -0.8392   -2.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    0.8030   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6826   -0.0506   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6817    0.6989    0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312   -0.3306    2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -1.9474    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011   -2.4593    1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0089   -1.1062    2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963    0.5391    1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2172   -1.7323    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2670   -1.7492    2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5082    0.0947    3.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6619   -1.3658    2.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5465   -1.0985    0.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5923   -0.8867    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5889    1.3996    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2725    0.3286   -0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2936    2.9028    0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4046    1.7479   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130    2.3841   -0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2001    2.2774    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6033   -0.1103   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645   -1.2615   -1.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487    0.4496   -2.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946    1.2505    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342    1.3473   -1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.4115   -2.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183   -0.1132   -2.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    1.2366   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312   -2.5669   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -2.7879   -0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6814   -2.2534   -1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7321    0.5631    2.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
  2 29  1  0
 29 30  2  0
 29 31  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  1
 14 54  1  0
 15 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  1
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  1
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 31 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3beta,7alpha-Dihydroxy-5-cholesten-26-Oic acid	Kegg
3b,7a-Dihydroxy-5-cholesten-26-Oate	Generator
3b,7a-Dihydroxy-5-cholesten-26-Oic acid	Generator
3beta,7alpha-Dihydroxy-5-cholesten-26-Oate	Generator
3Β,7α-dihydroxy-5-cholesten-26-Oate	Generator
3Β,7α-dihydroxy-5-cholesten-26-Oic acid	Generator
3b,7a-Dihydroxy-5-cholestenoate	Generator
3b,7a-Dihydroxy-5-cholestenoic acid	Generator
3beta,7alpha-Dihydroxy-5-cholestenoic acid	Generator
3Β,7α-dihydroxy-5-cholestenoate	Generator
3Β,7α-dihydroxy-5-cholestenoic acid	Generator
3,7-Dihydroxy-5-cholestenoic acid	HMDB
3 beta,7 alpha-Dihydroxy-5-cholesten-26-Oic acid	HMDB

Chemical Formula

C₂₇H₄₄O₄

Average Molecular Weight

432.645

Monoisotopic Molecular Weight

432.323959897

IUPAC Name

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

Traditional Name

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

CAS Registry Number

115538-84-6

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O

InChI Identifier

InChI=1S/C27H44O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h15-17,19-24,28-29H,5-14H2,1-4H3,(H,30,31)/t16-,17?,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1

InChI Key

GYJSAWZGYQXRBS-GRJZKGIBSA-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
Steroid acid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
7-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
Delta-5-steroid
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acyl
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholanoid (CHEBI:81015 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062211)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Bile Acid Biosynthesis (HMDB: HMDB0062211)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0069 g/L	ALOGPS
logP	3.92	ALOGPS
logP	4.9	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.83	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.75 m³·mol⁻¹	ChemAxon
Polarizability	52.17 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	247.842	30932474
DeepCCS	[M+Na]+	221.919	30932474
AllCCS	[M+H]+	211.0	32859911
AllCCS	[M+H-H2O]+	209.0	32859911
AllCCS	[M+NH4]+	212.7	32859911
AllCCS	[M+Na]+	213.2	32859911
AllCCS	[M-H]-	206.7	32859911
AllCCS	[M+Na-2H]-	208.7	32859911
AllCCS	[M+HCOO]-	211.1	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.	8.42 minutes	32390414
Predicted by Siyang on May 30, 2022	17.3943 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.6 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	62.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3198.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	272.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	234.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	564.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	782.8 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	723.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	107.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1395.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	611.1 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	1759.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	512.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	212.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	347.7 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	11.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3beta,7alpha-Dihydroxy-5-cholestenoate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O	3691.9	Standard polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O	3540.1	Standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O	3648.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3beta,7alpha-Dihydroxy-5-cholestenoate,1TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O	3651.5	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,1TMS,isomer #2	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O	3664.9	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,1TMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O[Si](C)(C)C	3574.1	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,2TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O	3557.4	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,2TMS,isomer #2	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O[Si](C)(C)C	3556.9	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,2TMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O[Si](C)(C)C	3584.3	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,3TMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O[Si](C)(C)C	3488.5	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,1TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O	3875.2	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,1TBDMS,isomer #2	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O	3870.9	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,1TBDMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O[Si](C)(C)C(C)(C)C	3845.9	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,2TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O	3986.8	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,2TBDMS,isomer #2	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O[Si](C)(C)C(C)(C)C	4043.4	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,2TBDMS,isomer #3	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O[Si](C)(C)C(C)(C)C	4053.2	Semi standard non polar	33892256
3beta,7alpha-Dihydroxy-5-cholestenoate,3TBDMS,isomer #1	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(=O)O[Si](C)(C)C(C)(C)C	4181.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0v4r-0247900000-6844e920e0f45971085c	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate GC-MS (3 TMS) - 70eV, Positive	splash10-001i-1110149000-9481ac260199d7f5b542	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 10V, Positive-QTOF	splash10-014j-0007900000-ba51b1e65739e23c2f83	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 20V, Positive-QTOF	splash10-014j-0009200000-ad2af6637f0b3ce7d674	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 40V, Positive-QTOF	splash10-014i-2119000000-87d5606a65d11c0d0bc2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 10V, Negative-QTOF	splash10-001i-0001900000-11d955c76d3b48e69882	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 20V, Negative-QTOF	splash10-02ar-0007900000-1344438f254eaafa390d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 40V, Negative-QTOF	splash10-0600-6009200000-7340abd91104a8c2fb9b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 10V, Positive-QTOF	splash10-00ls-1106900000-2985a04589bff796de8f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 20V, Positive-QTOF	splash10-01ba-2159100000-99496085551528fe3dce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 40V, Positive-QTOF	splash10-052s-7690000000-313265b61c2dcc7ed040	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 10V, Negative-QTOF	splash10-001i-0000900000-3cca5453e09966b932ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 20V, Negative-QTOF	splash10-001i-0002900000-acd26e8db7d05ca4d858	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta,7alpha-Dihydroxy-5-cholestenoate 40V, Negative-QTOF	splash10-004i-1002900000-97654ceb214ce880e583	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

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

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.1 uM	Infant (0-1 year old)	Not Specified	Normal	12646728	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.005 uM	Newborn (0-30 days old)	Female	Rhizomelic chondrodysplasia punctata	9818927	details
Blood	Detected and Quantified	0.319 uM	Infant (0-1 year old)	Male	Peroxisomal biogenesis disorder	9818927	details
Blood	Detected and Quantified	5.71 uM	Newborn (0-30 days old)	Not Specified	Zellweger syndrome	9818927	details
Blood	Detected and Quantified	0-4.500 uM	Children (1-13 years old)	Female	Peroxisomal biogenesis disorder	9818927	details
Blood	Detected and Quantified	0.0360-7.0300 uM	Newborn (0-30 days old)	Female	Peroxisomal biogenesis disorder	9818927	details
Blood	Detected and Quantified	25.4 uM	Infant (0-1 year old)	Not Specified	D-Bifunctional Protein Deficiency	12646728	details

Associated Disorders and Diseases

Disease References

Rhizomelic chondrodysplasia punctata
Baumgartner MR, Poll-The BT, Verhoeven NM, Jakobs C, Espeel M, Roels F, Rabier D, Levade T, Rolland MO, Martinez M, Wanders RJ, Saudubray JM: Clinical approach to inherited peroxisomal disorders: a series of 27 patients. Ann Neurol. 1998 Nov;44(5):720-30. [PubMed:9818927 ]
Peroxisomal biogenesis defect
Baumgartner MR, Poll-The BT, Verhoeven NM, Jakobs C, Espeel M, Roels F, Rabier D, Levade T, Rolland MO, Martinez M, Wanders RJ, Saudubray JM: Clinical approach to inherited peroxisomal disorders: a series of 27 patients. Ann Neurol. 1998 Nov;44(5):720-30. [PubMed:9818927 ]
D-Bifunctional protein deficiency
Rizzo C, Boenzi S, Wanders RJ, Duran M, Caruso U, Dionisi-Vici C: Characteristic acylcarnitine profiles in inherited defects of peroxisome biogenesis: a novel tool for screening diagnosis using tandem mass spectrometry. Pediatr Res. 2003 Jun;53(6):1013-8. doi: 10.1203/01.PDR.0000064902.59052.0F. Epub 2003 Mar 19. [PubMed:12646728 ]

Associated OMIM IDs

215100 (Rhizomelic chondrodysplasia punctata)
214100 (Peroxisomal biogenesis defect)
261515 (D-Bifunctional protein deficiency)

External Links

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

C17335

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3081084

PDB ID

Not Available

ChEBI ID

81015

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. 25-hydroxycholesterol 7-alpha-hydroxylase

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP7B1
Uniprot ID:: O75881
Molecular weight:: 58255.325

Reactions

3beta-Hydroxy-5-cholestenoic acid + Oxygen + NADPH + Hydrogen Ion → 3beta,7alpha-Dihydroxy-5-cholestenoate + NADP + Water	details

Enzyme Details

2. 3 beta-hydroxysteroid dehydrogenase type 7

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

Reactions

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

Showing metabocard for 3beta,7alpha-Dihydroxy-5-cholestenoate (HMDB0012454)

MOL for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

3D MOL for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

3D SDF for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

3D-SDF for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

PDB for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

3D PDB for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

SMILES for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

INCHI for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

Structure for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

3D Structure for HMDB0012454 (3beta,7alpha-Dihydroxy-5-cholestenoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions