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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

2012-10-30 10:32:48 UTC

Update Date

2022-03-07 03:17:33 UTC

HMDB ID

HMDB0059604

Secondary Accession Numbers

HMDB59604

Metabolite Identification

Common Name

5-beta-Cholestan-3-one

Description

5-beta-Cholestan-3-one belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. 5-beta-Cholestan-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 06301311502D          

 31 34  0  0  0  0            999 V2000
   13.6561    0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2962    0.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1765   -1.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4027   -3.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4004   -1.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7897   -0.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5963   -0.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5365   -1.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2690   -5.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9827   -4.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9630   -3.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4796   -3.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1230   -3.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2637   -2.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8365   -3.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9772   -2.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8401   -5.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8496    0.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7299   -1.6888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5537   -4.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1248   -4.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9808   -3.9697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4767   -2.4740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6944   -3.5556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2654   -3.5587    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5519   -3.9728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6926   -2.7307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4112   -5.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5125   -4.6006    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0576   -4.2963    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8607   -2.8925    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  7  1  0  0  0  0
 19  3  1  6  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  1  0  0  0  0
 22 10  1  0  0  0  0
 23 11  1  0  0  0  0
 23 19  1  1  0  0  0
 24 12  1  0  0  0  0
 24 22  1  0  0  0  0
 25 14  1  0  0  0  0
 25 22  1  0  0  0  0
 26  4  1  1  0  0  0
 26 15  1  0  0  0  0
 26 20  1  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  1  0  0  0
 27 16  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28 21  2  0  0  0  0
 22 29  1  1  0  0  0
 24 30  1  6  0  0  0
 25 31  1  6  0  0  0
M  END

HMDB0059604
     RDKit          3D
5-beta-Cholestan-3-one
 74 77  0  0  0  0  0  0  0  0999 V2000
    6.9165    0.4486    1.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7115   -0.4641    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145    0.1422    1.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6795   -0.7915   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -1.6512   -0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -1.2198   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514    0.0338   -1.3569 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0992   -0.1081   -2.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    0.5918   -0.8976 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2567    1.8741   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2082    2.1173   -1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.0465   -0.6293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0488    0.7108   -0.5593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8188    1.9824   -0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2718    1.7079   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5842    0.2276    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0282    0.0233    0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2815   -0.2764    1.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3073   -0.8581    2.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2991    0.1313    2.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.1235    2.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6472   -0.4889    0.9840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0516   -1.9453    0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2288   -0.2555    0.6245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4441   -1.4707    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -1.0908    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3153   -0.1327   -0.9455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0685   -0.6461   -2.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7808    0.1042    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0744    0.4185    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    1.4596    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9509   -1.3884    1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8784   -0.6156    2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    0.7940    2.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084    0.8128    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8247    0.1624   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6517   -1.3414   -0.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956   -2.0402   -1.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6622   -2.6122   -0.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767   -2.0400   -1.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.1080    0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523    0.7801   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064   -0.5887   -2.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2524    0.8971   -3.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4039   -0.6878   -3.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6895    0.9990    0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820    1.7289   -2.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9026    2.6789   -1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318    3.1047   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569    2.1608   -2.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.3523    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5201    0.2426   -1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7104    2.6137   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244    2.5167    0.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146    2.1727    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9023    2.1354   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569   -0.2204   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4813   -0.8252   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6031    0.9236    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4078   -0.4841    3.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5645    1.1847    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320   -0.4324    3.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4191    1.1503    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1526   -2.2667    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663   -2.5782    0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0662   -2.0942    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    0.2454    1.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5018   -2.1887    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7296   -1.9300   -0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859   -2.0135    0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435   -0.5426    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601    0.0971   -3.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529   -0.8485   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4090   -1.6504   -2.5064 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
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 16 57  1  0
 17 58  1  0
 17 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
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 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
M  END


  Mrv0541 06301311502D          

 31 34  0  0  0  0            999 V2000
   13.6561    0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2962    0.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1765   -1.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4027   -3.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4004   -1.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7897   -0.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5963   -0.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5365   -1.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2690   -5.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9827   -4.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9630   -3.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4796   -3.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1230   -3.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2637   -2.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8365   -3.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9772   -2.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8401   -5.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8496    0.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7299   -1.6888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5537   -4.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1248   -4.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9808   -3.9697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4767   -2.4740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6944   -3.5556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2654   -3.5587    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5519   -3.9728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6926   -2.7307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4112   -5.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5125   -4.6006    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0576   -4.2963    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8607   -2.8925    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  7  1  0  0  0  0
 19  3  1  6  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  1  0  0  0  0
 22 10  1  0  0  0  0
 23 11  1  0  0  0  0
 23 19  1  1  0  0  0
 24 12  1  0  0  0  0
 24 22  1  0  0  0  0
 25 14  1  0  0  0  0
 25 22  1  0  0  0  0
 26  4  1  1  0  0  0
 26 15  1  0  0  0  0
 26 20  1  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  1  0  0  0
 27 16  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28 21  2  0  0  0  0
 22 29  1  1  0  0  0
 24 30  1  6  0  0  0
 25 31  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0059604

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20?,22+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
PESKGJQREUXSRR-ZTPZMMAUSA-N

> <FORMULA>
C27H46O

> <MOLECULAR_WEIGHT>
386.6535

> <EXACT_MASS>
386.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
50.32586609114294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

> <ALOGPS_LOGP>
6.65

> <JCHEM_LOGP>
7.725969313666669

> <ALOGPS_LOGS>
-7.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.352808751885236

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
118.73839999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.45e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cholestan-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0059604
     RDKit          3D
5-beta-Cholestan-3-one
 74 77  0  0  0  0  0  0  0  0999 V2000
    6.9165    0.4486    1.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7115   -0.4641    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145    0.1422    1.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6795   -0.7915   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -1.6512   -0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -1.2198   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514    0.0338   -1.3569 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0992   -0.1081   -2.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    0.5918   -0.8976 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2567    1.8741   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2082    2.1173   -1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.0465   -0.6293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0488    0.7108   -0.5593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8188    1.9824   -0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2718    1.7079   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5842    0.2276    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0282    0.0233    0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2815   -0.2764    1.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3073   -0.8581    2.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2991    0.1313    2.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.1235    2.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6472   -0.4889    0.9840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0516   -1.9453    0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2288   -0.2555    0.6245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4441   -1.4707    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -1.0908    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3153   -0.1327   -0.9455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0685   -0.6461   -2.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7808    0.1042    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0744    0.4185    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    1.4596    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9509   -1.3884    1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8784   -0.6156    2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    0.7940    2.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084    0.8128    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8247    0.1624   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6517   -1.3414   -0.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956   -2.0402   -1.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6622   -2.6122   -0.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767   -2.0400   -1.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.1080    0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523    0.7801   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064   -0.5887   -2.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2524    0.8971   -3.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4039   -0.6878   -3.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6895    0.9990    0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820    1.7289   -2.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9026    2.6789   -1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318    3.1047   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569    2.1608   -2.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.3523    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5201    0.2426   -1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7104    2.6137   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244    2.5167    0.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146    2.1727    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9023    2.1354   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569   -0.2204   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4813   -0.8252   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6031    0.9236    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4078   -0.4841    3.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5645    1.1847    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320   -0.4324    3.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4191    1.1503    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1526   -2.2667    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663   -2.5782    0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0662   -2.0942    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    0.2454    1.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5018   -2.1887    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7296   -1.9300   -0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859   -2.0135    0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435   -0.5426    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601    0.0971   -3.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529   -0.8485   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4090   -1.6504   -2.5064 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 17 58  1  0
 17 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
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0      25.491   0.749   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.953   1.568   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.996  -2.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.818  -5.876   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.547  -3.608   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.007  -1.363   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.513  -1.040   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.535  -2.829   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.435  -9.723   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.768  -8.950   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.464  -5.862   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.562  -7.110   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.430  -7.422   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.426  -5.103   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.761  -6.649   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.757  -4.330   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.768  -9.729   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.986   0.426   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.029  -3.152   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.100  -8.956   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.433  -8.962   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.764  -7.410   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.557  -4.618   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.096  -6.637   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.429  -6.643   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.097  -7.416   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.093  -5.097   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.101  -9.735   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0      17.757  -8.588   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      18.774  -8.020   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      14.673  -5.399   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6    7    8                                                       
CONECT    7    6   18                                                       
CONECT    8    6   19                                                       
CONECT    9   10   20                                                       
CONECT   10    9   22                                                       
CONECT   11   12   23                                                       
CONECT   12   11   24                                                       
CONECT   13   15   21                                                       
CONECT   14   16   25                                                       
CONECT   15   13   26                                                       
CONECT   16   14   27                                                       
CONECT   17   20   21                                                       
CONECT   18    1    2    7                                                  
CONECT   19    3    8   23                                                  
CONECT   20    9   17   26                                                  
CONECT   21   13   17   28                                                  
CONECT   22   10   24   25   29                                             
CONECT   23   11   19   27                                                  
CONECT   24   12   22   27   30                                             
CONECT   25   14   22   26   31                                             
CONECT   26    4   15   20   25                                             
CONECT   27    5   16   23   24                                             
CONECT   28   21                                                            
CONECT   29   22                                                            
CONECT   30   24                                                            
CONECT   31   25                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0059604
HETATM    1  C1  UNL     1       6.916   0.449   1.576  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.712  -0.464   1.272  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.514   0.142   1.889  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.680  -0.791  -0.175  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.602  -1.651  -0.673  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.201  -1.220  -0.591  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.851   0.034  -1.357  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.099  -0.108  -2.817  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.589   0.592  -0.898  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.257   1.874  -1.698  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.208   2.117  -1.545  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.627   1.046  -0.629  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.049   0.711  -0.559  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.819   1.982  -0.273  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.272   1.708  -0.040  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.584   0.228   0.015  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.028   0.023   0.362  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.281  -0.276   1.784  1.00  0.00           C  
HETATM   19  O1  UNL     1      -7.307  -0.858   2.080  1.00  0.00           O  
HETATM   20  C19 UNL     1      -5.299   0.131   2.792  1.00  0.00           C  
HETATM   21  C20 UNL     1      -3.884   0.124   2.358  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.647  -0.489   0.984  1.00  0.00           C  
HETATM   23  C22 UNL     1      -4.052  -1.945   0.964  1.00  0.00           C  
HETATM   24  C23 UNL     1      -2.229  -0.256   0.624  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.444  -1.471   0.252  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.027  -1.091   0.164  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.315  -0.133  -0.945  1.00  0.00           C  
HETATM   28  C27 UNL     1      -0.068  -0.646  -2.306  1.00  0.00           C  
HETATM   29  H1  UNL     1       7.781   0.104   0.986  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.074   0.418   2.657  1.00  0.00           H  
HETATM   31  H3  UNL     1       6.645   1.460   1.204  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.951  -1.388   1.899  1.00  0.00           H  
HETATM   33  H5  UNL     1       3.878  -0.616   2.447  1.00  0.00           H  
HETATM   34  H6  UNL     1       4.875   0.794   2.752  1.00  0.00           H  
HETATM   35  H7  UNL     1       3.908   0.813   1.289  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.825   0.162  -0.727  1.00  0.00           H  
HETATM   37  H9  UNL     1       6.652  -1.341  -0.380  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.796  -2.040  -1.712  1.00  0.00           H  
HETATM   39  H11 UNL     1       4.662  -2.612  -0.065  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.577  -2.040  -1.070  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.771  -1.108   0.417  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.652   0.780  -1.030  1.00  0.00           H  
HETATM   43  H15 UNL     1       4.106  -0.589  -2.940  1.00  0.00           H  
HETATM   44  H16 UNL     1       3.252   0.897  -3.312  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.404  -0.688  -3.401  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.689   0.999   0.157  1.00  0.00           H  
HETATM   47  H19 UNL     1       1.482   1.729  -2.778  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.903   2.679  -1.335  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.332   3.105  -1.021  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.757   2.161  -2.506  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.303   1.352   0.412  1.00  0.00           H  
HETATM   52  H24 UNL     1      -2.520   0.243  -1.414  1.00  0.00           H  
HETATM   53  H25 UNL     1      -2.710   2.614  -1.203  1.00  0.00           H  
HETATM   54  H26 UNL     1      -2.324   2.517   0.572  1.00  0.00           H  
HETATM   55  H27 UNL     1      -4.615   2.173   0.910  1.00  0.00           H  
HETATM   56  H28 UNL     1      -4.902   2.135  -0.850  1.00  0.00           H  
HETATM   57  H29 UNL     1      -4.457  -0.220  -1.015  1.00  0.00           H  
HETATM   58  H30 UNL     1      -6.481  -0.825  -0.231  1.00  0.00           H  
HETATM   59  H31 UNL     1      -6.603   0.924   0.019  1.00  0.00           H  
HETATM   60  H32 UNL     1      -5.408  -0.484   3.722  1.00  0.00           H  
HETATM   61  H33 UNL     1      -5.564   1.185   3.101  1.00  0.00           H  
HETATM   62  H34 UNL     1      -3.232  -0.432   3.089  1.00  0.00           H  
HETATM   63  H35 UNL     1      -3.419   1.150   2.307  1.00  0.00           H  
HETATM   64  H36 UNL     1      -4.153  -2.267   2.026  1.00  0.00           H  
HETATM   65  H37 UNL     1      -3.366  -2.578   0.388  1.00  0.00           H  
HETATM   66  H38 UNL     1      -5.066  -2.094   0.516  1.00  0.00           H  
HETATM   67  H39 UNL     1      -1.648   0.245   1.457  1.00  0.00           H  
HETATM   68  H40 UNL     1      -1.502  -2.189   1.122  1.00  0.00           H  
HETATM   69  H41 UNL     1      -1.730  -1.930  -0.698  1.00  0.00           H  
HETATM   70  H42 UNL     1       0.586  -2.013   0.199  1.00  0.00           H  
HETATM   71  H43 UNL     1       0.244  -0.543   1.123  1.00  0.00           H  
HETATM   72  H44 UNL     1       0.160   0.097  -3.097  1.00  0.00           H  
HETATM   73  H45 UNL     1      -1.153  -0.849  -2.424  1.00  0.00           H  
HETATM   74  H46 UNL     1       0.409  -1.650  -2.506  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   32
CONECT    3   33   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   42
CONECT    8   43   44   45
CONECT    9   10   27   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   27   51
CONECT   13   14   24   52
CONECT   14   15   53   54
CONECT   15   16   55   56
CONECT   16   17   22   57
CONECT   17   18   58   59
CONECT   18   19   19   20
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
END

HMDB0059604
     RDKit          3D
5-beta-Cholestan-3-one
 74 77  0  0  0  0  0  0  0  0999 V2000
    6.9165    0.4486    1.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7115   -0.4641    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145    0.1422    1.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6795   -0.7915   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -1.6512   -0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -1.2198   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514    0.0338   -1.3569 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0992   -0.1081   -2.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    0.5918   -0.8976 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2567    1.8741   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2082    2.1173   -1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.0465   -0.6293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0488    0.7108   -0.5593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8188    1.9824   -0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2718    1.7079   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5842    0.2276    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0282    0.0233    0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2815   -0.2764    1.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3073   -0.8581    2.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2991    0.1313    2.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.1235    2.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6472   -0.4889    0.9840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0516   -1.9453    0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2288   -0.2555    0.6245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4441   -1.4707    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -1.0908    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3153   -0.1327   -0.9455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0685   -0.6461   -2.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7808    0.1042    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0744    0.4185    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    1.4596    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9509   -1.3884    1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8784   -0.6156    2.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    0.7940    2.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084    0.8128    1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8247    0.1624   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6517   -1.3414   -0.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956   -2.0402   -1.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6622   -2.6122   -0.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767   -2.0400   -1.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -1.1080    0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523    0.7801   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064   -0.5887   -2.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2524    0.8971   -3.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4039   -0.6878   -3.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6895    0.9990    0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820    1.7289   -2.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9026    2.6789   -1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318    3.1047   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569    2.1608   -2.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.3523    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5201    0.2426   -1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7104    2.6137   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244    2.5167    0.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146    2.1727    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9023    2.1354   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569   -0.2204   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4813   -0.8252   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6031    0.9236    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4078   -0.4841    3.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5645    1.1847    3.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320   -0.4324    3.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4191    1.1503    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1526   -2.2667    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663   -2.5782    0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0662   -2.0942    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    0.2454    1.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5018   -2.1887    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7296   -1.9300   -0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859   -2.0135    0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435   -0.5426    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601    0.0971   -3.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529   -0.8485   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4090   -1.6504   -2.5064 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 17 58  1  0
 17 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
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-b-Cholestan-3-one	Generator
5-Β-cholestan-3-one	Generator

Chemical Formula

C₂₇H₄₆O

Average Molecular Weight

386.6535

Monoisotopic Molecular Weight

386.354866094

IUPAC Name

(1S,2S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

Traditional Name

cholestan-3-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20?,22+,23-,24+,25+,26+,27-/m1/s1

InChI Key

PESKGJQREUXSRR-ZTPZMMAUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Oxosteroid
3-oxosteroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059604)

Source

Exogenous

Exogenous (HMDB: HMDB0059604)

Process

Not Available

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	1.4e-05 g/L	ALOGPS
logP	6.65	ALOGPS
logP	7.73	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	118.74 m³·mol⁻¹	ChemAxon
Polarizability	50.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.285	31661259
DarkChem	[M-H]-	192.247	31661259
DeepCCS	[M-2H]-	242.035	30932474
DeepCCS	[M+Na]+	218.157	30932474
AllCCS	[M+H]+	203.5	32859911
AllCCS	[M+H-H2O]+	201.4	32859911
AllCCS	[M+NH4]+	205.4	32859911
AllCCS	[M+Na]+	206.0	32859911
AllCCS	[M-H]-	202.8	32859911
AllCCS	[M+Na-2H]-	204.6	32859911
AllCCS	[M+HCOO]-	206.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.73 minutes	32390414
Predicted by Siyang on May 30, 2022	29.6456 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.61 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3752.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	970.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	357.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	440.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	807.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1353.2 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	1238.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2383.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	779.2 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	2423.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	808.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	681.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	453.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	768.8 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	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-beta-Cholestan-3-one	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C	2742.4	Standard polar	33892256
5-beta-Cholestan-3-one	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C	3113.2	Standard non polar	33892256
5-beta-Cholestan-3-one	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C	3203.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-beta-Cholestan-3-one,1TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3145.4	Semi standard non polar	33892256
5-beta-Cholestan-3-one,1TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3060.9	Standard non polar	33892256
5-beta-Cholestan-3-one,1TMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3168.5	Semi standard non polar	33892256
5-beta-Cholestan-3-one,1TMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3133.3	Standard non polar	33892256
5-beta-Cholestan-3-one,1TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3376.0	Semi standard non polar	33892256
5-beta-Cholestan-3-one,1TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3238.0	Standard non polar	33892256
5-beta-Cholestan-3-one,1TBDMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3396.4	Semi standard non polar	33892256
5-beta-Cholestan-3-one,1TBDMS,isomer #2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3317.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-beta-Cholestan-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-1119000000-a8008031484e35920daa	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-beta-Cholestan-3-one 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 - 5-beta-Cholestan-3-one 10V, Positive-QTOF	splash10-000i-0009000000-d67fc5e4a90e5d444b4c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 20V, Positive-QTOF	splash10-0avr-3109000000-6cb93905134a4bd15b66	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 40V, Positive-QTOF	splash10-0abc-4129000000-9147166fdcb0a41b5fb9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 10V, Negative-QTOF	splash10-000i-0009000000-dc54e67e8b668159df03	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 20V, Negative-QTOF	splash10-000i-0009000000-e72d372e493f1796a572	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 40V, Negative-QTOF	splash10-066u-2019000000-49f63f8ed5d9e7e3d673	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 10V, Positive-QTOF	splash10-000i-0009000000-ed9f64dc8d9438f06ad5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 20V, Positive-QTOF	splash10-06dj-9564000000-4708ca773188919759e7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 40V, Positive-QTOF	splash10-0a4l-9631000000-07b899063b273732ad61	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 10V, Negative-QTOF	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 20V, Negative-QTOF	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-beta-Cholestan-3-one 40V, Negative-QTOF	splash10-00li-0009000000-0d564d7dac5b86cfee11	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10883573

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 ]
Dietschy JM, Turley SD: Thematic review series: brain Lipids. Cholesterol metabolism in the central nervous system during early development and in the mature animal. J Lipid Res. 2004 Aug;45(8):1375-97. [PubMed:15254070 ]
O'Byrne SM, Blaner WS: Retinol and retinyl esters: biochemistry and physiology. J Lipid Res. 2013 Jul;54(7):1731-43. doi: 10.1194/jlr.R037648. Epub 2013 Apr 26. [PubMed:23625372 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..

Enzymes

Enzyme Details

1. 3-oxo-5-beta-steroid 4-dehydrogenase

General function:: Involved in oxidoreductase activity
Specific function:: Efficiently catalyzes the reduction of progesterone, androstenedione, 17-alpha-hydroxyprogesterone and testosterone to 5-beta-reduced metabolites. The bile acid intermediates 7-alpha,12-alpha-dihydroxy-4-cholesten-3-one and 7-alpha-hydroxy-4-cholesten-3-one can also act as substrates.
Gene Name:: AKR1D1
Uniprot ID:: P51857
Molecular weight:: 32889.38

Reactions

5-beta-Cholestan-3-one + NADP → Cholestenone + NADPH	details

Showing metabocard for 5-beta-Cholestan-3-one (HMDB0059604)

MOL for HMDB0059604 (5-beta-Cholestan-3-one)

3D MOL for HMDB0059604 (5-beta-Cholestan-3-one)

3D SDF for HMDB0059604 (5-beta-Cholestan-3-one)

3D-SDF for HMDB0059604 (5-beta-Cholestan-3-one)

PDB for HMDB0059604 (5-beta-Cholestan-3-one)

3D PDB for HMDB0059604 (5-beta-Cholestan-3-one)

SMILES for HMDB0059604 (5-beta-Cholestan-3-one)

INCHI for HMDB0059604 (5-beta-Cholestan-3-one)

Structure for HMDB0059604 (5-beta-Cholestan-3-one)

3D Structure for HMDB0059604 (5-beta-Cholestan-3-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions