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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-02-02 11:59:47 UTC

Update Date

2022-03-07 02:51:12 UTC

HMDB ID

HMDB0011644

Secondary Accession Numbers

HMDB11644

Metabolite Identification

Common Name

(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol

Description

(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol is a hydroxysterol and a bile acid intermediate. It is produced from the reaction of 24(R)-Hydroxycholesterol with the enzyme CYP39A, which is also known as 24-hydroxycholesterol 7alpha-hydroxylase (EC 1.14.13.99). This enzyme catalyzes the following reaction: (24R)-cholest-5-ene-3beta,24-diol + NADPH + H+ O2 = (24R)-cholest-5-ene-3beta,7alpha,24-triol + NADP+ + H2O. This leads to the 7-alpha hydroxylation of 24(R)-hydroxycholesterol. This enzyme can act on both the 24R and 24S isomers.

Structure

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


  Mrv0541 02241201482D          

 33 36  0  0  1  0            999 V2000
   10.1118   -5.0359    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616   -5.8928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8044   -4.6499    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3729   -5.4814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8044   -5.4814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6616   -6.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0844   -5.8928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5158   -4.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2272   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9386   -3.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0844   -4.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9501   -7.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5158   -3.4157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9501   -5.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3729   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2272   -5.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3729   -7.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0844   -6.7156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2272   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6500   -2.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2302   -6.7156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2302   -5.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616   -5.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8044   -3.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3105   -3.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5102   -7.1356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8044   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0813   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3700   -4.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6776   -2.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4079   -6.2552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8256   -6.3445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7972   -7.1268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  6  2  1  0  0  0  0
 14  2  1  0  0  0  0
  2 23  1  1  0  0  0
 11  3  1  0  0  0  0
  8  3  1  0  0  0  0
  3 24  1  1  0  0  0
  5  3  1  0  0  0  0
  7  4  1  0  0  0  0
 15  4  1  0  0  0  0
  7  5  1  0  0  0  0
 16  5  1  0  0  0  0
 12  6  1  0  0  0  0
 17  6  2  0  0  0  0
 18  7  1  0  0  0  0
 13  8  1  0  0  0  0
 19  8  1  0  0  0  0
 13  9  1  0  0  0  0
 10  9  1  0  0  0  0
 20 10  1  0  0  0  0
 15 11  1  0  0  0  0
 21 12  1  0  0  0  0
 13 27  1  6  0  0  0
 22 14  1  0  0  0  0
 19 16  1  0  0  0  0
 18 17  1  0  0  0  0
 25 20  1  0  0  0  0
 22 21  1  0  0  0  0
 21 26  1  1  0  0  0
 28 25  1  0  0  0  0
 29 25  1  0  0  0  0
 20 30  1  1  0  0  0
  4 31  1  6  0  0  0
  7  1  1  1  0  0  0
  5 32  1  6  0  0  0
 18 33  1  6  0  0  0
M  END

HMDB0011644
     RDKit          3D
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol
 76 79  0  0  0  0  0  0  0  0999 V2000
    7.6130   -1.5905    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4871   -0.1160   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5404    0.3354   -1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1525    0.3528   -0.5971 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2010    1.7427   -0.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147   -0.0704    0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7554    0.4736   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    0.1683    0.4780 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5195    0.7352    1.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008    0.5227   -0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -0.2419   -1.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1864   -1.3111   -1.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -0.3204   -0.8017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1492   -0.7706   -0.4540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8169   -1.2674   -1.7497 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6677   -0.3510   -2.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319   -1.5372   -1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9170   -0.9214   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3340   -1.3096   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2421   -0.1697    0.0290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3752   -0.5964    0.7618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6176    1.0336    0.6477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2258    1.3418    0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3054    0.1534    0.4034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2615   -0.2970    1.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338    0.4658   -0.0636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2160    1.3483    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917    1.6541    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    0.3430    0.3231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0832   -0.3924    1.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0568   -2.1927   -0.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3689   -1.8441    1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6908   -1.8595   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7426    0.3656    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0477    0.5337   -2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0084    1.2992   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2979   -0.4494   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9874   -0.0316   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3455    2.1281    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0201   -1.1485    0.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120    0.5101    1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765    1.5937   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724    0.0881   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -0.9553    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3201   -0.0222    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777    1.6378    1.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5371    1.1270    2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    1.6299   -0.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7531    0.4225   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295   -0.6404   -2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601   -1.9795   -0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -1.8547   -2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    0.4452   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671   -1.6088    0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996   -2.2413   -1.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.8487   -3.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678   -2.3085   -1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458   -1.8832   -1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3908   -2.0100    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6757    0.1647   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0483    0.1166    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373    0.8915    1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2223    1.9624    0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2546    1.5302   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8789    2.2233    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882   -1.0713    2.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1365    0.6065    2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2232   -0.7567    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367    1.0599   -1.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7560    2.3184    0.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    0.9650    1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    2.2666   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3420    2.1941    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    0.3136    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1295   -0.8161    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -1.2791    1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  6
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  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  1
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
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 12 51  1  0
 12 52  1  0
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 22 62  1  0
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 23 64  1  0
 23 65  1  0
 25 66  1  0
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 25 68  1  0
 26 69  1  6
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END


  Mrv0541 02241201482D          

 33 36  0  0  1  0            999 V2000
   10.1118   -5.0359    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616   -5.8928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8044   -4.6499    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3729   -5.4814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8044   -5.4814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6616   -6.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0844   -5.8928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5158   -4.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2272   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9386   -3.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0844   -4.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9501   -7.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5158   -3.4157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9501   -5.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3729   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2272   -5.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3729   -7.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0844   -6.7156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2272   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6500   -2.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2302   -6.7156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2302   -5.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8044   -3.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3105   -3.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5102   -7.1356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8044   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0813   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3700   -4.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6776   -2.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4079   -6.2552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8256   -6.3445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7972   -7.1268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  6  2  1  0  0  0  0
 14  2  1  0  0  0  0
  2 23  1  1  0  0  0
 11  3  1  0  0  0  0
  8  3  1  0  0  0  0
  3 24  1  1  0  0  0
  5  3  1  0  0  0  0
  7  4  1  0  0  0  0
 15  4  1  0  0  0  0
  7  5  1  0  0  0  0
 16  5  1  0  0  0  0
 12  6  1  0  0  0  0
 17  6  2  0  0  0  0
 18  7  1  0  0  0  0
 13  8  1  0  0  0  0
 19  8  1  0  0  0  0
 13  9  1  0  0  0  0
 10  9  1  0  0  0  0
 20 10  1  0  0  0  0
 15 11  1  0  0  0  0
 21 12  1  0  0  0  0
 13 27  1  6  0  0  0
 22 14  1  0  0  0  0
 19 16  1  0  0  0  0
 18 17  1  0  0  0  0
 25 20  1  0  0  0  0
 22 21  1  0  0  0  0
 21 26  1  1  0  0  0
 28 25  1  0  0  0  0
 29 25  1  0  0  0  0
 20 30  1  1  0  0  0
  4 31  1  6  0  0  0
  7  1  1  1  0  0  0
  5 32  1  6  0  0  0
 18 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0011644

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC([C@H](C)CC[C@@H](O)C(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h15-17,19-25,28-30H,6-14H2,1-5H3/t17-,19+,20?,21+,22+,23-,24-,25+,26+,27-/m1/s1

> <INCHI_KEY>
ZNCHPOYZMVVJCK-DPFMVWRKSA-N

> <FORMULA>
C27H46O3

> <MOLECULAR_WEIGHT>
418.6523

> <EXACT_MASS>
418.344695338

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
51.47187372944563

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,9S,10S,11S,15R)-14-[(2R,5R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
4.651266896666665

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.7789746459014

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.204233421519334

> <JCHEM_PKA_STRONGEST_BASIC>
-0.656727591395282

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
123.64749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,9S,10S,11S,15R)-14-[(2R,5R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011644
     RDKit          3D
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol
 76 79  0  0  0  0  0  0  0  0999 V2000
    7.6130   -1.5905    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4871   -0.1160   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5404    0.3354   -1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1525    0.3528   -0.5971 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2010    1.7427   -0.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147   -0.0704    0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7554    0.4736   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    0.1683    0.4780 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5195    0.7352    1.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008    0.5227   -0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -0.2419   -1.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1864   -1.3111   -1.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -0.3204   -0.8017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1492   -0.7706   -0.4540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8169   -1.2674   -1.7497 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6677   -0.3510   -2.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319   -1.5372   -1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9170   -0.9214   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3340   -1.3096   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2421   -0.1697    0.0290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3752   -0.5964    0.7618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6176    1.0336    0.6477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2258    1.3418    0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3054    0.1534    0.4034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2615   -0.2970    1.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338    0.4658   -0.0636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2160    1.3483    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917    1.6541    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    0.3430    0.3231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0832   -0.3924    1.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0568   -2.1927   -0.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3689   -1.8441    1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6908   -1.8595   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7426    0.3656    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0477    0.5337   -2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0084    1.2992   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2979   -0.4494   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9874   -0.0316   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3455    2.1281    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0201   -1.1485    0.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120    0.5101    1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765    1.5937   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724    0.0881   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -0.9553    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3201   -0.0222    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777    1.6378    1.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5371    1.1270    2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    1.6299   -0.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7531    0.4225   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295   -0.6404   -2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601   -1.9795   -0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -1.8547   -2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    0.4452   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671   -1.6088    0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996   -2.2413   -1.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.8487   -3.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678   -2.3085   -1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458   -1.8832   -1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3908   -2.0100    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6757    0.1647   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0483    0.1166    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373    0.8915    1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2223    1.9624    0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2546    1.5302   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8789    2.2233    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882   -1.0713    2.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1365    0.6065    2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2232   -0.7567    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367    1.0599   -1.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7560    2.3184    0.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    0.9650    1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    2.2666   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3420    2.1941    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    0.3136    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1295   -0.8161    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -1.2791    1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  6
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  1
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  6
 14 54  1  1
 15 55  1  6
 16 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  6
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  H   UNK     0      18.875  -9.400   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      16.168 -11.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.168  -8.680   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.496 -10.232   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.168 -10.232   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.168 -12.536   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.824 -11.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.496  -7.912   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.824  -5.592   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.152  -6.376   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.824  -7.912   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.840 -13.304   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.496  -6.376   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.840 -10.232   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.496  -8.680   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.824 -10.232   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.496 -13.304   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.824 -12.536   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.824  -8.680   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.480  -5.592   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.496 -12.536   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.496 -11.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.168  -9.448   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.168  -7.144   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.713  -6.376   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.152 -13.320   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      20.168  -5.592   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.152  -5.592   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.824  -7.912   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      25.532  -3.927   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      17.561 -11.676   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      20.208 -11.843   0.000  0.00  0.00           H+0
HETATM   33  O   UNK     0      20.155 -13.303   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    4    6   14   23                                             
CONECT    3   11    8   24    5                                             
CONECT    4    2    7   15   31                                             
CONECT    5    3    7   16   32                                             
CONECT    6    2   12   17                                                  
CONECT    7    4    5   18    1                                             
CONECT    8    3   13   19                                                  
CONECT    9   13   10                                                       
CONECT   10    9   20                                                       
CONECT   11    3   15                                                       
CONECT   12    6   21                                                       
CONECT   13    8    9   27                                                  
CONECT   14    2   22                                                       
CONECT   15    4   11                                                       
CONECT   16    5   19                                                       
CONECT   17    6   18                                                       
CONECT   18    7   17   33                                                  
CONECT   19    8   16                                                       
CONECT   20   10   25   30                                                  
CONECT   21   12   22   26                                                  
CONECT   22   14   21                                                       
CONECT   23    2                                                            
CONECT   24    3                                                            
CONECT   25   20   28   29                                                  
CONECT   26   21                                                            
CONECT   27   13                                                            
CONECT   28   25                                                            
CONECT   29   25                                                            
CONECT   30   20                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0011644
HETATM    1  C1  UNL     1       7.613  -1.590   0.060  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.487  -0.116  -0.113  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.540   0.335  -1.103  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.152   0.353  -0.597  1.00  0.00           C  
HETATM    5  O1  UNL     1       6.201   1.743  -0.705  1.00  0.00           O  
HETATM    6  C5  UNL     1       5.015  -0.070   0.346  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.755   0.474  -0.278  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.507   0.168   0.478  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.519   0.735   1.877  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.301   0.523  -0.328  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.254  -0.242  -1.599  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.186  -1.311  -1.288  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.821  -0.320  -0.802  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.149  -0.771  -0.454  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.817  -1.267  -1.750  1.00  0.00           C  
HETATM   16  O2  UNL     1      -2.668  -0.351  -2.775  1.00  0.00           O  
HETATM   17  C15 UNL     1      -4.232  -1.537  -1.416  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.917  -0.921  -0.466  1.00  0.00           C  
HETATM   19  C17 UNL     1      -6.334  -1.310  -0.257  1.00  0.00           C  
HETATM   20  C18 UNL     1      -7.242  -0.170   0.029  1.00  0.00           C  
HETATM   21  O3  UNL     1      -8.375  -0.596   0.762  1.00  0.00           O  
HETATM   22  C19 UNL     1      -6.618   1.034   0.648  1.00  0.00           C  
HETATM   23  C20 UNL     1      -5.226   1.342   0.222  1.00  0.00           C  
HETATM   24  C21 UNL     1      -4.305   0.153   0.403  1.00  0.00           C  
HETATM   25  C22 UNL     1      -4.261  -0.297   1.845  1.00  0.00           C  
HETATM   26  C23 UNL     1      -2.934   0.466  -0.064  1.00  0.00           C  
HETATM   27  C24 UNL     1      -2.216   1.348   0.902  1.00  0.00           C  
HETATM   28  C25 UNL     1      -0.792   1.654   0.518  1.00  0.00           C  
HETATM   29  C26 UNL     1      -0.027   0.343   0.323  1.00  0.00           C  
HETATM   30  C27 UNL     1      -0.083  -0.392   1.594  1.00  0.00           C  
HETATM   31  H1  UNL     1       7.057  -2.193  -0.665  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.369  -1.844   1.125  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.691  -1.859  -0.055  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.743   0.366   0.855  1.00  0.00           H  
HETATM   35  H5  UNL     1       8.048   0.534  -2.095  1.00  0.00           H  
HETATM   36  H6  UNL     1       9.008   1.299  -0.819  1.00  0.00           H  
HETATM   37  H7  UNL     1       9.298  -0.449  -1.305  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.987  -0.032  -1.625  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.346   2.128   0.202  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.020  -1.149   0.490  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.212   0.510   1.269  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.877   1.594  -0.255  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.772   0.088  -1.309  1.00  0.00           H  
HETATM   44  H14 UNL     1       2.502  -0.955   0.621  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.320  -0.022   2.663  1.00  0.00           H  
HETATM   46  H16 UNL     1       1.878   1.638   1.940  1.00  0.00           H  
HETATM   47  H17 UNL     1       3.537   1.127   2.165  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.405   1.630  -0.558  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.753   0.423  -2.359  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.129  -0.640  -2.039  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.560  -1.980  -0.482  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.101  -1.855  -2.196  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.914   0.445  -1.627  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.267  -1.609   0.241  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.300  -2.241  -1.970  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.324  -0.849  -3.559  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.768  -2.308  -1.998  1.00  0.00           H  
HETATM   58  H28 UNL     1      -6.746  -1.883  -1.103  1.00  0.00           H  
HETATM   59  H29 UNL     1      -6.391  -2.010   0.627  1.00  0.00           H  
HETATM   60  H30 UNL     1      -7.676   0.165  -0.960  1.00  0.00           H  
HETATM   61  H31 UNL     1      -9.048   0.117   0.812  1.00  0.00           H  
HETATM   62  H32 UNL     1      -6.637   0.891   1.765  1.00  0.00           H  
HETATM   63  H33 UNL     1      -7.222   1.962   0.480  1.00  0.00           H  
HETATM   64  H34 UNL     1      -5.255   1.530  -0.891  1.00  0.00           H  
HETATM   65  H35 UNL     1      -4.879   2.223   0.772  1.00  0.00           H  
HETATM   66  H36 UNL     1      -3.488  -1.071   2.011  1.00  0.00           H  
HETATM   67  H37 UNL     1      -4.137   0.606   2.472  1.00  0.00           H  
HETATM   68  H38 UNL     1      -5.223  -0.757   2.162  1.00  0.00           H  
HETATM   69  H39 UNL     1      -3.037   1.060  -1.021  1.00  0.00           H  
HETATM   70  H40 UNL     1      -2.756   2.318   0.936  1.00  0.00           H  
HETATM   71  H41 UNL     1      -2.204   0.965   1.940  1.00  0.00           H  
HETATM   72  H42 UNL     1      -0.715   2.267  -0.403  1.00  0.00           H  
HETATM   73  H43 UNL     1      -0.342   2.194   1.357  1.00  0.00           H  
HETATM   74  H44 UNL     1      -0.029   0.314   2.445  1.00  0.00           H  
HETATM   75  H45 UNL     1      -1.129  -0.816   1.700  1.00  0.00           H  
HETATM   76  H46 UNL     1       0.562  -1.279   1.674  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   34
CONECT    3   35   36   37
CONECT    4    5    6   38
CONECT    5   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   10   44
CONECT    9   45   46   47
CONECT   10   11   29   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   29   53
CONECT   14   15   26   54
CONECT   15   16   17   55
CONECT   16   56
CONECT   17   18   18   57
CONECT   18   19   24
CONECT   19   20   58   59
CONECT   20   21   22   60
CONECT   21   61
CONECT   22   23   62   63
CONECT   23   24   64   65
CONECT   24   25   26
CONECT   25   66   67   68
CONECT   26   27   69
CONECT   27   28   70   71
CONECT   28   29   72   73
CONECT   29   30
CONECT   30   74   75   76
END

HMDB0011644
     RDKit          3D
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol
 76 79  0  0  0  0  0  0  0  0999 V2000
    7.6130   -1.5905    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4871   -0.1160   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5404    0.3354   -1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1525    0.3528   -0.5971 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2010    1.7427   -0.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147   -0.0704    0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7554    0.4736   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    0.1683    0.4780 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5195    0.7352    1.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008    0.5227   -0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -0.2419   -1.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1864   -1.3111   -1.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -0.3204   -0.8017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1492   -0.7706   -0.4540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8169   -1.2674   -1.7497 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6677   -0.3510   -2.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319   -1.5372   -1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9170   -0.9214   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3340   -1.3096   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2421   -0.1697    0.0290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3752   -0.5964    0.7618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6176    1.0336    0.6477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2258    1.3418    0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3054    0.1534    0.4034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2615   -0.2970    1.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338    0.4658   -0.0636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2160    1.3483    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917    1.6541    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    0.3430    0.3231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0832   -0.3924    1.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0568   -2.1927   -0.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3689   -1.8441    1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6908   -1.8595   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7426    0.3656    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0477    0.5337   -2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0084    1.2992   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2979   -0.4494   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9874   -0.0316   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3455    2.1281    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0201   -1.1485    0.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120    0.5101    1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765    1.5937   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724    0.0881   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -0.9553    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3201   -0.0222    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777    1.6378    1.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5371    1.1270    2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    1.6299   -0.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7531    0.4225   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295   -0.6404   -2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601   -1.9795   -0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -1.8547   -2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    0.4452   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671   -1.6088    0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996   -2.2413   -1.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.8487   -3.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678   -2.3085   -1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458   -1.8832   -1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3908   -2.0100    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6757    0.1647   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0483    0.1166    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373    0.8915    1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2223    1.9624    0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2546    1.5302   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8789    2.2233    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882   -1.0713    2.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1365    0.6065    2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2232   -0.7567    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367    1.0599   -1.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7560    2.3184    0.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    0.9650    1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    2.2666   -0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3420    2.1941    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    0.3136    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1295   -0.8161    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -1.2791    1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 10  1  0
 29 13  1  0
 26 14  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  6
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  1
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  6
 14 54  1  1
 15 55  1  6
 16 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  6
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(24R)-Cholest-5-ene-3-b,7-a,24-triol	Generator
(24R)-Cholest-5-ene-3-β,7-α,24-triol	Generator
(24R)-Cholest-5-ene 3-b,7-a,24-triol	HMDB
(24R)-Cholest-5-ene-3beta,7alpha,24-triol	HMDB
5a-Cholesta-7,24-dien-3-b-ol	HMDB
5a-Cholesta-7,24-dien-3-beta-ol	HMDB

Chemical Formula

C₂₇H₄₆O₃

Average Molecular Weight

418.6523

Monoisotopic Molecular Weight

418.344695338

IUPAC Name

(1S,2R,5S,9S,10S,11S,15R)-14-[(2R,5R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

Traditional Name

(1S,2R,5S,9S,10S,11S,15R)-14-[(2R,5R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC([C@H](C)CC[C@@H](O)C(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h15-17,19-25,28-30H,6-14H2,1-5H3/t17-,19+,20?,21+,22+,23-,24-,25+,26+,27-/m1/s1

InChI Key

ZNCHPOYZMVVJCK-DPFMVWRKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl 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

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Trihydroxy bile acid, alcohol, or derivatives
24-hydroxysteroid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
7-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0011644)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0011644)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0011644)

Source

Endogenous

Endogenous (HMDB: HMDB0011644)

Animal

Animal (HMDB: HMDB0011644)

Exogenous

Food

Food (HMDB: HMDB0011644)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0011644)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0011644)

Biochemical pathway

Disease pathway

Congenital Bile Acid Synthesis Defect Type II (HMDB: HMDB0011644)
Familial Hypercholanemia (FHCA) (PathBank: SMP0120697)
27-Hydroxylase Deficiency (PathBank: SMP0120652)
Cerebrotendinous Xanthomatosis (CTX) (PathBank: SMP0120683)
Zellweger Syndrome (PathBank: SMP0120715)
Congenital Bile Acid Synthesis Defect Type II (PathBank: SMP0120687)
Congenital Bile Acid Synthesis Defect Type III (PathBank: SMP0120688)

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0011644)
Bile Acid Biosynthesis (PathBank: SMP0087329)

Lipid metabolism pathway (HMDB: HMDB0011644)

Cellular process

Cell signaling (HMDB: HMDB0011644)

Biochemical process

Lipid transport (HMDB: HMDB0011644)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0011644)

Molecular messenger

Signaling molecule (HMDB: HMDB0011644)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0011644)

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	0.0085 g/L	ALOGPS
logP	4.28	ALOGPS
logP	4.65	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-0.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	123.65 m³·mol⁻¹	ChemAxon
Polarizability	51.47 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	198.117	31661259
DarkChem	[M-H]-	192.574	31661259
DeepCCS	[M-2H]-	242.423	30932474
DeepCCS	[M+Na]+	217.446	30932474
AllCCS	[M+H]+	208.9	32859911
AllCCS	[M+H-H2O]+	206.9	32859911
AllCCS	[M+NH4]+	210.7	32859911
AllCCS	[M+Na]+	211.2	32859911
AllCCS	[M-H]-	205.1	32859911
AllCCS	[M+Na-2H]-	207.2	32859911
AllCCS	[M+HCOO]-	209.6	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.	7.65 minutes	32390414
Predicted by Siyang on May 30, 2022	17.0654 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.35 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	59.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3211.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	267.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	233.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	527.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	818.7 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	733.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1362.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	604.9 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	1777.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	497.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	197.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	383.8 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol	[H][C@@]12CCC([C@H](C)CC[C@@H](O)C(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C	2918.6	Standard polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol	[H][C@@]12CCC([C@H](C)CC[C@@H](O)C(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C	3462.1	Standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol	[H][C@@]12CCC([C@H](C)CC[C@@H](O)C(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C	3595.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,1TMS,isomer #1	CC(C)[C@@H](CC[C@@H](C)C1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)O[Si](C)(C)C	3474.2	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,1TMS,isomer #2	CC(C)[C@H](O)CC[C@@H](C)C1CC[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@]12C	3474.8	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,1TMS,isomer #3	CC(C)[C@H](O)CC[C@@H](C)C1CC[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@]12C	3478.5	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,2TMS,isomer #1	CC(C)[C@@H](CC[C@@H](C)C1CC[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@]12C)O[Si](C)(C)C	3455.3	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,2TMS,isomer #2	CC(C)[C@@H](CC[C@@H](C)C1CC[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@]12C)O[Si](C)(C)C	3495.5	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,2TMS,isomer #3	CC(C)[C@H](O)CC[C@@H](C)C1CC[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@]12C	3406.8	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,3TMS,isomer #1	CC(C)[C@@H](CC[C@@H](C)C1CC[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@]12C)O[Si](C)(C)C	3407.6	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,1TBDMS,isomer #1	CC(C)[C@@H](CC[C@@H](C)C1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)O[Si](C)(C)C(C)(C)C	3729.5	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,1TBDMS,isomer #2	CC(C)[C@H](O)CC[C@@H](C)C1CC[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@]12C	3708.9	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,1TBDMS,isomer #3	CC(C)[C@H](O)CC[C@@H](C)C1CC[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@]12C	3706.9	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,2TBDMS,isomer #1	CC(C)[C@@H](CC[C@@H](C)C1CC[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@]12C)O[Si](C)(C)C(C)(C)C	3929.7	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,2TBDMS,isomer #2	CC(C)[C@@H](CC[C@@H](C)C1CC[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@]12C)O[Si](C)(C)C(C)(C)C	3959.9	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,2TBDMS,isomer #3	CC(C)[C@H](O)CC[C@@H](C)C1CC[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@]12C	3850.4	Semi standard non polar	33892256
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol,3TBDMS,isomer #1	CC(C)[C@@H](CC[C@@H](C)C1CC[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@]12C)O[Si](C)(C)C(C)(C)C	4075.9	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 - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1239400000-cd1b8c75eaf66591d8c2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol GC-MS (3 TMS) - 70eV, Positive	splash10-00xu-2110149000-138cf2097993192ea364	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 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 - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 10V, Positive-QTOF	splash10-0ue9-0007900000-17814845dbf0bec54cfd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 20V, Positive-QTOF	splash10-0f89-3009400000-fd95622ed3f4f1fae1c4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 40V, Positive-QTOF	splash10-00fr-5029000000-70e1fb26560a91668d82	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 10V, Negative-QTOF	splash10-014i-0005900000-a892257c0a1e6d75d1d9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 20V, Negative-QTOF	splash10-00kb-0009500000-66d60259ffcab13684b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 40V, Negative-QTOF	splash10-0fl9-7009200000-99af00a0dfd9097d149b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 10V, Negative-QTOF	splash10-014i-0000900000-f2cb6399034352e924c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 20V, Negative-QTOF	splash10-014i-1002900000-b6143eba8eae9ed9668b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 40V, Negative-QTOF	splash10-014j-3019800000-4bfcf5c6acaa256d7599	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 10V, Positive-QTOF	splash10-0zgi-0308900000-66129b219db1313f7273	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 20V, Positive-QTOF	splash10-001i-3329100000-91ec216cab7fcf837baf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol 40V, Positive-QTOF	splash10-0adi-3943000000-12a20d116574d822ddef	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

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

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

FDB028340

KNApSAcK ID

Not Available

Chemspider ID

59683990

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481010

PDB ID

Not Available

ChEBI ID

Not Available

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. 24-hydroxycholesterol 7-alpha-hydroxylase

General function:: Involved in monooxygenase activity
Specific function:: Involved in the bile acid metabolism. Has a preference for 24-hydroxycholesterol, and converts it into a 7-alpha-hydroxylated product.
Gene Name:: CYP39A1
Uniprot ID:: Q9NYL5
Molecular weight:: 54115.29

Reactions

(24R)-Cholest-5-ene-3-beta,24-diol + NADPH + Oxygen → (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol + NADP + Water	details

Showing metabocard for (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol (HMDB0011644)

MOL for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

3D MOL for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

3D SDF for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

3D-SDF for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

PDB for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

3D PDB for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

SMILES for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

INCHI for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

Structure for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

3D Structure for HMDB0011644 ((24R)-Cholest-5-ene-3-beta,7-alpha,24-triol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions