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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-13 13:39:23 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006849

Secondary Accession Numbers

HMDB06849

Metabolite Identification

Common Name

24-Methylenecholesterol

Description

24-Methylenecholesterol, also known as chalinasterol or ostreasterol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 24-methylenecholesterol is considered to be a sterol lipid molecule. 24-Methylenecholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 24-Methylenecholesterol is involved in the biosynthesis of steroids. 24-Methylenecholesterol is converted from 5-dehydroepisterol by 7-dehydrocholesterol reductase (EC 1.3.1.21). 24-Methylenecholesterol is converted into campesterol by delta24-sterol reductase (EC 1.3.1.72).

Structure

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

  Mrv1652305012018572D          

 33 36  0  0  1  0            999 V2000
   -2.1875   -0.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -0.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -1.6575    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1875   -2.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -2.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -0.8185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7730    0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422    0.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574    0.3862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6574   -0.4218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4421   -0.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9083   -0.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    0.6426    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6574    1.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574   -1.2534    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1652    1.0472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -2.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.4218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7730   -1.2471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422   -0.8185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0422    0.0067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    1.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998    1.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998    0.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    1.4900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0144    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854    2.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 14 10  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  1  0  0  0
 23 11  1  0  0  0  0
 12 11  1  0  0  0  0
 11 17  1  6  0  0  0
  8 20  1  0  0  0  0
  7 20  1  0  0  0  0
 23 20  1  0  0  0  0
 25 23  1  0  0  0  0
  5  7  1  0  0  0  0
  7 16  1  1  0  0  0
  1  7  1  0  0  0  0
 13 14  1  0  0  0  0
 30 14  1  0  0  0  0
 14 18  1  6  0  0  0
  8  9  1  0  0  0  0
 13 12  1  0  0  0  0
  6 25  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  3 19  1  1  0  0  0
 20 21  1  6  0  0  0
 30 22  1  6  0  0  0
 23 24  1  1  0  0  0
 29 26  1  0  0  0  0
 32 26  1  0  0  0  0
 27 32  1  0  0  0  0
 28 27  1  0  0  0  0
 31 27  1  0  0  0  0
 29 30  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

HMDB0006849
     RDKit          3D
24-Methylenecholesterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.3841   -1.0912    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.0088    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6579   -0.0629    1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249    0.0546    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509   -1.0769    0.0083 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9976   -2.4011    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8556   -0.7616 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3391   -2.0339   -1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -2.4472   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595   -1.0759   -1.0631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0676   -0.9601   -0.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9052   -1.3262   -1.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3304   -1.2037   -1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -0.3237   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1310   -0.2688   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6523    1.0889    0.0962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6932    1.0487    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6394    2.1144    0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3220    2.0111   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7531    0.6260    0.0955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7531    0.4116    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    0.5002   -0.4428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3727    1.2129    0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0560    0.9884   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527   -0.5190   -0.0864 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1189   -1.0335    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9659    1.2058   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5426    2.2463    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.7490   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1491   -1.1085   -0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2484   -2.0214    0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8218    0.7227    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132   -1.0200    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0257    1.0090    0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6164    0.0495    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -1.0716   -0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -3.1548    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9736   -2.2801    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0058   -2.8354    0.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8392    0.0087   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483   -2.8479   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -1.7417   -2.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5573   -2.9578   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1181   -3.0874   -0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175   -0.5000   -2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4627   -1.6355    0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -0.5750   -2.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7130   -2.3587   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0927   -1.8468   -1.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2418   -0.8810    0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7710   -0.8039   -0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1555    1.4623   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6534    1.8533    1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0183    3.1614    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5017    2.0741    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547    2.7774    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4750    2.1241   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168    0.1731    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -0.4826    1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3699    1.2727    2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647    0.9825   -1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    2.3040    0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4674    0.9856    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    1.4576   -1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941    1.4506    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785   -1.2654    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.9612    1.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2513   -0.2266    2.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8198    0.9717   -1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720    3.1529   -0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4527    1.7822    0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758    2.4590    1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    2.5721   -0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3317    2.2670   -2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864    1.0027   -1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  6
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 11 46  1  1
 12 47  1  0
 12 48  1  0
 13 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  6
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 21 58  1  0
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 21 60  1  0
 22 61  1  6
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 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

  Mrv1652305012018572D          

 33 36  0  0  1  0            999 V2000
   -2.1875   -0.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -0.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -1.6575    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1875   -2.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -2.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -0.8185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7730    0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422    0.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574    0.3862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6574   -0.4218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4421   -0.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9083   -0.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    0.6426    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.4878   -0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1652    1.0472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -2.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.4218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7730   -1.2471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2998    1.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998    0.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    1.4900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0144    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854    1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854    2.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 14 10  1  0  0  0  0
  9 10  1  0  0  0  0
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 23 11  1  0  0  0  0
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  8 20  1  0  0  0  0
  7 20  1  0  0  0  0
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 25 23  1  0  0  0  0
  5  7  1  0  0  0  0
  7 16  1  1  0  0  0
  1  7  1  0  0  0  0
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  8  9  1  0  0  0  0
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  6 25  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  3 19  1  1  0  0  0
 20 21  1  6  0  0  0
 30 22  1  6  0  0  0
 23 24  1  1  0  0  0
 29 26  1  0  0  0  0
 32 26  1  0  0  0  0
 27 32  1  0  0  0  0
 28 27  1  0  0  0  0
 31 27  1  0  0  0  0
 29 30  1  0  0  0  0
 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006849

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1

> <INCHI_KEY>
INDVLXYUCBVVKW-PXBBAZSNSA-N

> <FORMULA>
C28H46O

> <MOLECULAR_WEIGHT>
398.675

> <EXACT_MASS>
398.354866101

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.51387787536868

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
6.61

> <JCHEM_LOGP>
7.052262316

> <ALOGPS_LOGS>
-6.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972437702926293

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
124.94259999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.90e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0006849
     RDKit          3D
24-Methylenecholesterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.3841   -1.0912    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.0088    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6579   -0.0629    1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249    0.0546    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509   -1.0769    0.0083 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9976   -2.4011    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8556   -0.7616 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3391   -2.0339   -1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -2.4472   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595   -1.0759   -1.0631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0676   -0.9601   -0.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9052   -1.3262   -1.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3304   -1.2037   -1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -0.3237   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1310   -0.2688   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6523    1.0889    0.0962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6932    1.0487    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6394    2.1144    0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3220    2.0111   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7531    0.6260    0.0955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7531    0.4116    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    0.5002   -0.4428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3727    1.2129    0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0560    0.9884   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527   -0.5190   -0.0864 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1189   -1.0335    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9659    1.2058   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5426    2.2463    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.7490   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1491   -1.1085   -0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2484   -2.0214    0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8218    0.7227    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132   -1.0200    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0257    1.0090    0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6164    0.0495    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -1.0716   -0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -3.1548    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9736   -2.2801    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0058   -2.8354    0.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8392    0.0087   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483   -2.8479   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -1.7417   -2.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5573   -2.9578   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1181   -3.0874   -0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175   -0.5000   -2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4627   -1.6355    0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -0.5750   -2.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7130   -2.3587   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0927   -1.8468   -1.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2418   -0.8810    0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7710   -0.8039   -0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1555    1.4623   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6534    1.8533    1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0183    3.1614    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5017    2.0741    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547    2.7774    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4750    2.1241   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168    0.1731    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -0.4826    1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3699    1.2727    2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647    0.9825   -1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    2.3040    0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4674    0.9856    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    1.4576   -1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941    1.4506    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785   -1.2654    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.9612    1.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2513   -0.2266    2.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8198    0.9717   -1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720    3.1529   -0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4527    1.7822    0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758    2.4590    1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    2.5721   -0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3317    2.2670   -2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864    1.0027   -1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  6
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 11 46  1  1
 12 47  1  0
 12 48  1  0
 13 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  6
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  6
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

HEADER    PROTEIN                                 01-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-20         0                                  
HETATM    1  C   UNK     0      -4.083  -0.787   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.432  -1.528   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.432  -3.094   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.083  -3.863   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.777  -3.094   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.443  -3.863   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.777  -1.528   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.443   0.721   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.079   1.505   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.227   0.721   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.227  -0.787   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.692  -1.267   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.562  -0.048   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.692   1.200   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.227   2.303   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.777  -0.018   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       1.227  -2.340   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       4.042   1.955   0.000  0.00  0.00           H+0
HETATM   19  O   UNK     0      -6.801  -3.898   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.443  -0.787   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      -1.443  -2.328   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       1.358   3.551   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.079  -1.528   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      -0.079   0.012   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      -0.079  -3.094   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.359   2.781   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.026   2.781   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.026   1.241   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.026   3.551   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.692   2.781   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.360   3.551   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.693   3.551   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.693   5.091   0.000  0.00  0.00           C+0
CONECT    1    7    2                                                       
CONECT    2    1    3                                                       
CONECT    3    4    2   19                                                  
CONECT    4    5    3                                                       
CONECT    5    7    4    6                                                  
CONECT    6   25    5                                                       
CONECT    7   20    5   16    1                                             
CONECT    8   20    9                                                       
CONECT    9   10    8                                                       
CONECT   10   11   14    9   15                                             
CONECT   11   10   23   12   17                                             
CONECT   12   11   13                                                       
CONECT   13   14   12                                                       
CONECT   14   10   13   30   18                                             
CONECT   15   10                                                            
CONECT   16    7                                                            
CONECT   17   11                                                            
CONECT   18   14                                                            
CONECT   19    3                                                            
CONECT   20    8    7   23   21                                             
CONECT   21   20                                                            
CONECT   22   30                                                            
CONECT   23   11   20   25   24                                             
CONECT   24   23                                                            
CONECT   25   23    6                                                       
CONECT   26   29   32                                                       
CONECT   27   32   28   31                                                  
CONECT   28   27                                                            
CONECT   29   26   30                                                       
CONECT   30   14   22   29                                                  
CONECT   31   27                                                            
CONECT   32   26   27   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0006849
HETATM    1  C1  UNL     1       6.384  -1.091   0.114  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.664   0.009   0.342  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.658  -0.063   1.406  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.225   0.055   0.944  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.851  -1.077   0.008  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.998  -2.401   0.704  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.620  -0.856  -0.762  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.339  -2.034  -1.663  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.102  -2.447  -1.309  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.660  -1.076  -1.063  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.068  -0.960  -0.684  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.905  -1.326  -1.927  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.330  -1.204  -1.483  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.715  -0.324  -0.570  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.131  -0.269  -0.191  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.652   1.089   0.096  1.00  0.00           C  
HETATM   17  O1  UNL     1      -7.693   1.049   1.049  1.00  0.00           O  
HETATM   18  C17 UNL     1      -5.639   2.114   0.478  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.322   2.011  -0.208  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.753   0.626   0.095  1.00  0.00           C  
HETATM   21  C20 UNL     1      -3.753   0.412   1.575  1.00  0.00           C  
HETATM   22  C21 UNL     1      -2.376   0.500  -0.443  1.00  0.00           C  
HETATM   23  C22 UNL     1      -1.373   1.213   0.378  1.00  0.00           C  
HETATM   24  C23 UNL     1       0.056   0.988  -0.057  1.00  0.00           C  
HETATM   25  C24 UNL     1       0.353  -0.519  -0.086  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.119  -1.033   1.273  1.00  0.00           C  
HETATM   27  C26 UNL     1       5.966   1.206  -0.465  1.00  0.00           C  
HETATM   28  C27 UNL     1       6.543   2.246   0.485  1.00  0.00           C  
HETATM   29  C28 UNL     1       4.864   1.749  -1.295  1.00  0.00           C  
HETATM   30  H1  UNL     1       7.149  -1.109  -0.661  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.248  -2.021   0.687  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.822   0.723   2.201  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.713  -1.020   1.987  1.00  0.00           H  
HETATM   34  H5  UNL     1       3.026   1.009   0.449  1.00  0.00           H  
HETATM   35  H6  UNL     1       2.616   0.049   1.871  1.00  0.00           H  
HETATM   36  H7  UNL     1       3.688  -1.072  -0.760  1.00  0.00           H  
HETATM   37  H8  UNL     1       2.290  -3.155   0.360  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.974  -2.280   1.829  1.00  0.00           H  
HETATM   39  H10 UNL     1       4.006  -2.835   0.529  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.839   0.009  -1.464  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.048  -2.848  -1.617  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.266  -1.742  -2.744  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.557  -2.958  -2.182  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.118  -3.087  -0.425  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.517  -0.500  -2.017  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.463  -1.635   0.082  1.00  0.00           H  
HETATM   47  H18 UNL     1      -2.706  -0.575  -2.704  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.713  -2.359  -2.237  1.00  0.00           H  
HETATM   49  H20 UNL     1      -5.093  -1.847  -1.908  1.00  0.00           H  
HETATM   50  H21 UNL     1      -6.242  -0.881   0.752  1.00  0.00           H  
HETATM   51  H22 UNL     1      -6.771  -0.804  -0.940  1.00  0.00           H  
HETATM   52  H23 UNL     1      -7.156   1.462  -0.844  1.00  0.00           H  
HETATM   53  H24 UNL     1      -7.653   1.853   1.598  1.00  0.00           H  
HETATM   54  H25 UNL     1      -6.018   3.161   0.292  1.00  0.00           H  
HETATM   55  H26 UNL     1      -5.502   2.074   1.592  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.655   2.777   0.183  1.00  0.00           H  
HETATM   57  H28 UNL     1      -4.475   2.124  -1.299  1.00  0.00           H  
HETATM   58  H29 UNL     1      -4.817   0.173   1.871  1.00  0.00           H  
HETATM   59  H30 UNL     1      -3.178  -0.483   1.882  1.00  0.00           H  
HETATM   60  H31 UNL     1      -3.370   1.273   2.141  1.00  0.00           H  
HETATM   61  H32 UNL     1      -2.365   0.982  -1.465  1.00  0.00           H  
HETATM   62  H33 UNL     1      -1.562   2.304   0.293  1.00  0.00           H  
HETATM   63  H34 UNL     1      -1.467   0.986   1.479  1.00  0.00           H  
HETATM   64  H35 UNL     1       0.227   1.458  -1.034  1.00  0.00           H  
HETATM   65  H36 UNL     1       0.694   1.451   0.726  1.00  0.00           H  
HETATM   66  H37 UNL     1      -0.978  -1.265   1.381  1.00  0.00           H  
HETATM   67  H38 UNL     1       0.619  -1.961   1.561  1.00  0.00           H  
HETATM   68  H39 UNL     1       0.251  -0.227   2.058  1.00  0.00           H  
HETATM   69  H40 UNL     1       6.820   0.972  -1.169  1.00  0.00           H  
HETATM   70  H41 UNL     1       6.872   3.153  -0.043  1.00  0.00           H  
HETATM   71  H42 UNL     1       7.453   1.782   0.938  1.00  0.00           H  
HETATM   72  H43 UNL     1       5.776   2.459   1.272  1.00  0.00           H  
HETATM   73  H44 UNL     1       4.295   2.572  -0.806  1.00  0.00           H  
HETATM   74  H45 UNL     1       5.332   2.267  -2.192  1.00  0.00           H  
HETATM   75  H46 UNL     1       4.186   1.003  -1.731  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3   27
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6    7   36
CONECT    6   37   38   39
CONECT    7    8   25   40
CONECT    8    9   41   42
CONECT    9   10   43   44
CONECT   10   11   25   45
CONECT   11   12   22   46
CONECT   12   13   47   48
CONECT   13   14   14   49
CONECT   14   15   20
CONECT   15   16   50   51
CONECT   16   17   18   52
CONECT   17   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   21   22
CONECT   21   58   59   60
CONECT   22   23   61
CONECT   23   24   62   63
CONECT   24   25   64   65
CONECT   25   26
CONECT   26   66   67   68
CONECT   27   28   29   69
CONECT   28   70   71   72
CONECT   29   73   74   75
END

HMDB0006849
     RDKit          3D
24-Methylenecholesterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.3841   -1.0912    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.0088    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6579   -0.0629    1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249    0.0546    0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509   -1.0769    0.0083 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9976   -2.4011    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8556   -0.7616 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3391   -2.0339   -1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -2.4472   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595   -1.0759   -1.0631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0676   -0.9601   -0.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9052   -1.3262   -1.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3304   -1.2037   -1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -0.3237   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1310   -0.2688   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6523    1.0889    0.0962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6932    1.0487    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6394    2.1144    0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3220    2.0111   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7531    0.6260    0.0955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7531    0.4116    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    0.5002   -0.4428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3727    1.2129    0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0560    0.9884   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527   -0.5190   -0.0864 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1189   -1.0335    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9659    1.2058   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5426    2.2463    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.7490   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1491   -1.1085   -0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2484   -2.0214    0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8218    0.7227    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132   -1.0200    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0257    1.0090    0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6164    0.0495    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -1.0716   -0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -3.1548    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9736   -2.2801    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0058   -2.8354    0.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8392    0.0087   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483   -2.8479   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -1.7417   -2.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5573   -2.9578   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1181   -3.0874   -0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175   -0.5000   -2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4627   -1.6355    0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -0.5750   -2.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7130   -2.3587   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0927   -1.8468   -1.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2418   -0.8810    0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7710   -0.8039   -0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1555    1.4623   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6534    1.8533    1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0183    3.1614    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5017    2.0741    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547    2.7774    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4750    2.1241   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168    0.1731    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -0.4826    1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3699    1.2727    2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647    0.9825   -1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    2.3040    0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4674    0.9856    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    1.4576   -1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941    1.4506    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785   -1.2654    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.9612    1.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2513   -0.2266    2.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8198    0.9717   -1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720    3.1529   -0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4527    1.7822    0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758    2.4590    1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    2.5721   -0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3317    2.2670   -2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864    1.0027   -1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  6
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 11 46  1  1
 12 47  1  0
 12 48  1  0
 13 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  6
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  6
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
24-Methylencholesterol	ChEBI
24-Methylene-cholest-5-en-3beta-ol	ChEBI
Chalinasterol	ChEBI
Ostreasterol	ChEBI
24-Methylene-cholest-5-en-3b-ol	Generator
24-Methylene-cholest-5-en-3β-ol	Generator
Ergosta-5,24(28)-dien-3 beta-ol	HMDB
(3beta)-Ergosta-5,24(28)-dien-3-ol	HMDB
(3Β)-ergosta-5,24(28)-dien-3-ol	HMDB
24-Methylcholesta-5,24(28)-dien-3beta-ol	HMDB
24-Methylcholesta-5,24(28)-dien-3β-ol	HMDB
24-Methylenecholest-5-en-3beta-ol	HMDB
24-Methylenecholest-5-en-3β-ol	HMDB
Ergosta-5,24(28)-dien-3beta-ol	HMDB
Ergosta-5,24(28)-dien-3β-ol	HMDB
24-Methylenecholesterol	HMDB

Chemical Formula

C₂₈H₄₆O

Average Molecular Weight

398.675

Monoisotopic Molecular Weight

398.354866101

IUPAC Name

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

Traditional Name

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

CAS Registry Number

474-63-5

SMILES

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

InChI Identifier

InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1

InChI Key

INDVLXYUCBVVKW-PXBBAZSNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-5-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:19812 )
Ergosterols and C24-methyl derivatives (LMST01030099 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00019 g/L	ALOGPS
logP	6.61	ALOGPS
logP	7.05	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.94 m³·mol⁻¹	ChemAxon
Polarizability	51.51 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
DeepCCS	[M-2H]-	234.912	30932474
DeepCCS	[M+Na]+	209.175	30932474
AllCCS	[M+H]+	206.2	32859911
AllCCS	[M+H-H2O]+	204.2	32859911
AllCCS	[M+NH4]+	208.1	32859911
AllCCS	[M+Na]+	208.7	32859911
AllCCS	[M-H]-	205.3	32859911
AllCCS	[M+Na-2H]-	207.1	32859911
AllCCS	[M+HCOO]-	209.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
24-Methylenecholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	2538.4	Standard polar	33892256
24-Methylenecholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	3200.8	Standard non polar	33892256
24-Methylenecholesterol	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	3262.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
24-Methylenecholesterol,1TMS,isomer #1	C=C(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(C)C	3263.2	Semi standard non polar	33892256
24-Methylenecholesterol,1TBDMS,isomer #1	C=C(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(C)C	3494.5	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 - 24-Methylenecholesterol 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 - 24-Methylenecholesterol 10V, Positive-QTOF	splash10-0002-0029000000-71f1483e076b063b7b60	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Methylenecholesterol 20V, Positive-QTOF	splash10-0a59-9186000000-7cc2bc6023dd1fe0b751	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Methylenecholesterol 40V, Positive-QTOF	splash10-0536-9510000000-57fc3dd27bd0033df423	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Methylenecholesterol 10V, Negative-QTOF	splash10-0002-0009000000-0ca06bc1a59e9690d939	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Methylenecholesterol 20V, Negative-QTOF	splash10-0002-0009000000-98dfe229433f1d54d64c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Methylenecholesterol 40V, Negative-QTOF	splash10-0002-0009000000-1e6bd3683f62bedab895	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92113

PDB ID

Not Available

ChEBI ID

19812

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1813361

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. 7-dehydrocholesterol reductase

General function:: Involved in 7-dehydrocholesterol reductase activity
Specific function:: Production of cholesterol by reduction of C7-C8 double bond of 7-dehydrocholesterol (7-DHC).
Gene Name:: DHCR7
Uniprot ID:: Q9UBM7
Molecular weight:: 54488.98

Reactions

5-Dehydroepisterol → 24-Methylenecholesterol	details

Enzyme Details

2. Delta(24)-sterol reductase

General function:: Energy production and conversion
Specific function:: Catalyzes the reduction of the delta-24 double bond of sterol intermediates. Protects cells from oxidative stress by reducing caspase 3 activity during apoptosis induced by oxidative stress. Also protects against amyloid-beta peptide-induced apoptosis.
Gene Name:: DHCR24
Uniprot ID:: Q15392
Molecular weight:: 60100.805

Reactions

24-Methylenecholesterol + NADPH + Hydrogen Ion → Campesterol + NADP	details

Showing metabocard for 24-Methylenecholesterol (HMDB0006849)

MOL for HMDB0006849 (24-Methylenecholesterol)

3D MOL for HMDB0006849 (24-Methylenecholesterol)

3D SDF for HMDB0006849 (24-Methylenecholesterol)

3D-SDF for HMDB0006849 (24-Methylenecholesterol)

PDB for HMDB0006849 (24-Methylenecholesterol)

3D PDB for HMDB0006849 (24-Methylenecholesterol)

SMILES for HMDB0006849 (24-Methylenecholesterol)

INCHI for HMDB0006849 (24-Methylenecholesterol)

Structure for HMDB0006849 (24-Methylenecholesterol)

3D Structure for HMDB0006849 (24-Methylenecholesterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions