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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:08 UTC

HMDB ID

HMDB0001023

Secondary Accession Numbers

HMDB0006924
HMDB01023
HMDB06924

Metabolite Identification

Common Name

4,4-Dimethylcholesta-8,14,24-trienol

Description

4,4-Dimethylcholesta-8,14,24-trienol is a product of the enzyme delta14-sterol reductase [EC 1.3.1.70] (KEGG). It is involved in the biosynthesis of steroids and is involved in the conversion of lanosterol to zymosterol. In particular, lanosterol 14-alpha-demethylase, catalyzes the C-14 demethylation of lanosterol to form 4,4-Dimethylcholesta-8,14,24-trienol in the ergosterol biosynthesis pathway. It is thought to be a meiosis activating sterol.

Structure

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

443212
  Mrv1652309042000172D          

 30 33  0  0  1  0            999 V2000
    2.0919   -2.6613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3617   -1.3862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3550   -2.2456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5833   -2.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414   -0.1431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1124   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5969   -0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992   -2.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269   -1.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220    0.1083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5414   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8081   -2.2515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8269    0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -0.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402   -2.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8149   -1.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3680   -0.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8035   -0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -3.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9985   -3.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5783    0.8925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3220   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414    0.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3856    1.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0274    1.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6419    1.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4492    2.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7055    2.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5127    2.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1545    3.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  2 17  1  1  0  0  0
  3  4  1  0  0  0  0
  3  8  1  1  0  0  0
  4 12  1  0  0  0  0
  4 19  1  0  0  0  0
  4 20  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 13  1  0  0  0  0
  5 23  1  1  0  0  0
  6  9  2  0  0  0  0
  6 14  1  0  0  0  0
  7 16  1  0  0  0  0
  8 15  1  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 18  1  0  0  0  0
 10 21  1  1  0  0  0
 11 22  2  0  0  0  0
 12 16  1  0  0  0  0
 13 14  1  0  0  0  0
 18 22  1  0  0  0  0
 21 24  1  0  0  0  0
 21 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

HMDB0001023
     RDKit          3D
4,4-Dimethylcholesta-8,14,24-trienol
 76 79  0  0  0  0  0  0  0  0999 V2000
    8.1937   -0.5765    0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6028    0.6302   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5252    1.5558   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3160    0.9005   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3107    0.0099    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2876   -0.4941   -0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -1.3863   -0.0831 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8440   -2.6585    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -0.9229    0.6248 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1531   -0.1554    1.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099    0.2578    2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    0.2577    0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3488    0.5701    0.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    0.0045   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0380   -0.4987   -1.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606   -1.0446   -1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067   -0.1650   -0.1331 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4496    1.0887   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3714   -0.1591   -0.6164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7683    0.4723   -1.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.5948   -0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2916   -1.6391   -0.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -0.7674    0.0369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2731   -0.4153   -0.7095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5189    0.4985    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9875    0.6873    1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0162    1.7194   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0272    0.4768    0.5895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4148    1.8010    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496    1.5384    1.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -0.5529    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348   -1.4494   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8845   -0.6678    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7181    2.4330   -0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0118    1.8450   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5134    1.0833   -1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500    1.7908   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9483    0.6217    1.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9157   -0.8002    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9052    0.3925   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8905   -1.0343   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8011   -1.8839   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -2.4430    1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -3.3562    0.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5725   -3.1277   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974   -1.8905    0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002    0.7166    1.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.7875    2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303    0.5099    3.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -1.3221   -2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    0.3356   -2.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079   -1.1981   -1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1327   -2.0656   -0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    1.7037   -0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7254    0.9640   -1.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5201    1.7418   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762   -0.1325   -2.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8346    0.4650   -2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    1.4977   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -2.0240    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -2.2323   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6036   -2.7200   -0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4649   -1.4597   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5373   -1.3927    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9516    0.0118   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3882    0.0724    2.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0027    1.7629    2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0347    0.3252    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7427    1.4203   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5820    2.4237    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704    2.3204   -0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.1972    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0422    2.3359    1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2248    2.4152   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234    2.4934    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    1.0647    2.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 17  9  1  0
 28 19  1  0
 17 12  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 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  6
  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
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  1
 24 65  1  0
 26 66  1  0
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 26 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  1
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
M  END

443212
  Mrv1652309042000172D          

 30 33  0  0  1  0            999 V2000
    2.0919   -2.6613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3617   -1.3862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3550   -2.2456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5833   -2.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414   -0.1431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1124   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5969   -0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992   -2.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269   -1.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220    0.1083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5414   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8081   -2.2515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8269    0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -0.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402   -2.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8149   -1.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3680   -0.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8035   -0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -3.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9985   -3.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5783    0.8925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3220   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414    0.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3856    1.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0274    1.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6419    1.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4492    2.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7055    2.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5127    2.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1545    3.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  2 17  1  1  0  0  0
  3  4  1  0  0  0  0
  3  8  1  1  0  0  0
  4 12  1  0  0  0  0
  4 19  1  0  0  0  0
  4 20  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 13  1  0  0  0  0
  5 23  1  1  0  0  0
  6  9  2  0  0  0  0
  6 14  1  0  0  0  0
  7 16  1  0  0  0  0
  8 15  1  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 18  1  0  0  0  0
 10 21  1  1  0  0  0
 11 22  2  0  0  0  0
 12 16  1  0  0  0  0
 13 14  1  0  0  0  0
 18 22  1  0  0  0  0
 21 24  1  0  0  0  0
 21 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001023

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](CCC=C(C)C)[C@H]1CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,13,20,22,25-26,30H,8,10-12,14-18H2,1-7H3/t20-,22-,25+,26+,28-,29-/m1/s1

> <INCHI_KEY>
LFQXEZVYNCBVDO-PBJLWWPKSA-N

> <FORMULA>
C29H46O

> <MOLECULAR_WEIGHT>
410.6749

> <EXACT_MASS>
410.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
52.85549562053099

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,7R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol

> <ALOGPS_LOGP>
7.40

> <JCHEM_LOGP>
7.001045919666668

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.55378667739605

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8069737073069677

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
130.9196

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,7R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0001023
     RDKit          3D
4,4-Dimethylcholesta-8,14,24-trienol
 76 79  0  0  0  0  0  0  0  0999 V2000
    8.1937   -0.5765    0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6028    0.6302   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5252    1.5558   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3160    0.9005   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3107    0.0099    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2876   -0.4941   -0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -1.3863   -0.0831 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8440   -2.6585    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -0.9229    0.6248 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1531   -0.1554    1.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099    0.2578    2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    0.2577    0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3488    0.5701    0.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    0.0045   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0380   -0.4987   -1.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606   -1.0446   -1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067   -0.1650   -0.1331 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4496    1.0887   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3714   -0.1591   -0.6164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7683    0.4723   -1.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.5948   -0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2916   -1.6391   -0.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -0.7674    0.0369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2731   -0.4153   -0.7095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5189    0.4985    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9875    0.6873    1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0162    1.7194   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0272    0.4768    0.5895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4148    1.8010    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496    1.5384    1.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -0.5529    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348   -1.4494   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8845   -0.6678    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7181    2.4330   -0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0118    1.8450   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5134    1.0833   -1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500    1.7908   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9483    0.6217    1.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9157   -0.8002    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9052    0.3925   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8905   -1.0343   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8011   -1.8839   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -2.4430    1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -3.3562    0.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5725   -3.1277   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974   -1.8905    0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002    0.7166    1.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.7875    2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303    0.5099    3.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -1.3221   -2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    0.3356   -2.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079   -1.1981   -1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1327   -2.0656   -0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    1.7037   -0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7254    0.9640   -1.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5201    1.7418   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762   -0.1325   -2.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8346    0.4650   -2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    1.4977   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -2.0240    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -2.2323   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6036   -2.7200   -0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4649   -1.4597   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5373   -1.3927    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9516    0.0118   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3882    0.0724    2.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0027    1.7629    2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0347    0.3252    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7427    1.4203   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5820    2.4237    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704    2.3204   -0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.1972    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0422    2.3359    1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2248    2.4152   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234    2.4934    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    1.0647    2.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 17  9  1  0
 28 19  1  0
 17 12  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 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  6
  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
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  1
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  1
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 443212                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0       3.905  -4.968   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.142  -2.588   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.129  -4.192   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.689  -5.038   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.211  -0.267   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.543  -1.807   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.714  -1.719   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.519  -4.994   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.877  -2.577   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.668   0.202   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.211  -1.807   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.242  -4.203   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.877   0.503   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.543  -0.267   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.902  -4.181   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.254  -2.532   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.154  -1.048   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.567  -1.037   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.924  -6.375   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.464  -6.369   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.146   1.666   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.668  -2.276   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.211   1.273   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.653   1.984   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.118   2.812   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.132   3.447   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.639   3.765   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.117   5.229   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.624   5.546   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.088   6.375   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2    3    6    7   17                                             
CONECT    3    2    4    8                                                  
CONECT    4    3   12   19   20                                             
CONECT    5   10   11   13   23                                             
CONECT    6    2    9   14                                                  
CONECT    7    2   16                                                       
CONECT    8    3   15                                                       
CONECT    9    6   11   15                                                  
CONECT   10    5   18   21                                                  
CONECT   11    5    9   22                                                  
CONECT   12    1    4   16                                                  
CONECT   13    5   14                                                       
CONECT   14    6   13                                                       
CONECT   15    8    9                                                       
CONECT   16    7   12                                                       
CONECT   17    2                                                            
CONECT   18   10   22                                                       
CONECT   19    4                                                            
CONECT   20    4                                                            
CONECT   21   10   24   25                                                  
CONECT   22   11   18                                                       
CONECT   23    5                                                            
CONECT   24   21   26                                                       
CONECT   25   21                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0001023
HETATM    1  C1  UNL     1       8.194  -0.577   0.273  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.603   0.630  -0.376  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.525   1.556  -1.087  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.316   0.900  -0.342  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.311   0.010   0.360  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.288  -0.494  -0.600  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.238  -1.386  -0.083  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.844  -2.659   0.561  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.073  -0.923   0.625  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.153  -0.155   1.889  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.710   0.258   2.096  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.047   0.258   0.961  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.349   0.570   0.594  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.907   0.004  -0.456  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.038  -0.499  -1.544  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.261  -1.045  -1.069  1.00  0.00           C  
HETATM   17  C17 UNL     1       1.007  -0.165  -0.133  1.00  0.00           C  
HETATM   18  C18 UNL     1       1.450   1.089  -0.792  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.371  -0.159  -0.616  1.00  0.00           C  
HETATM   20  C20 UNL     1      -3.768   0.472  -1.911  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.822  -1.595  -0.586  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.292  -1.639  -0.807  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.120  -0.767   0.037  1.00  0.00           C  
HETATM   24  O1  UNL     1      -7.273  -0.415  -0.709  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.519   0.498   0.526  1.00  0.00           C  
HETATM   26  C25 UNL     1      -5.987   0.687   1.981  1.00  0.00           C  
HETATM   27  C26 UNL     1      -6.016   1.719  -0.231  1.00  0.00           C  
HETATM   28  C27 UNL     1      -4.027   0.477   0.590  1.00  0.00           C  
HETATM   29  C28 UNL     1      -3.415   1.801   0.872  1.00  0.00           C  
HETATM   30  C29 UNL     1      -2.050   1.538   1.476  1.00  0.00           C  
HETATM   31  H1  UNL     1       9.293  -0.553   0.160  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.835  -1.449  -0.320  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.885  -0.668   1.334  1.00  0.00           H  
HETATM   34  H4  UNL     1       8.718   2.433  -0.434  1.00  0.00           H  
HETATM   35  H5  UNL     1       8.012   1.845  -2.035  1.00  0.00           H  
HETATM   36  H6  UNL     1       9.513   1.083  -1.286  1.00  0.00           H  
HETATM   37  H7  UNL     1       5.950   1.791  -0.831  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.948   0.622   1.196  1.00  0.00           H  
HETATM   39  H9  UNL     1       5.916  -0.800   0.824  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.905   0.392  -1.160  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.891  -1.034  -1.408  1.00  0.00           H  
HETATM   42  H12 UNL     1       2.801  -1.884  -1.060  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.209  -2.443   1.571  1.00  0.00           H  
HETATM   44  H14 UNL     1       2.986  -3.356   0.663  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.573  -3.128  -0.109  1.00  0.00           H  
HETATM   46  H16 UNL     1       1.497  -1.890   0.943  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.800   0.717   1.919  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.405  -0.788   2.766  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.330   0.510   3.068  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.552  -1.322  -2.120  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.833   0.336  -2.271  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.908  -1.198  -1.975  1.00  0.00           H  
HETATM   53  H23 UNL     1       0.133  -2.066  -0.639  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.162   1.704  -0.242  1.00  0.00           H  
HETATM   55  H25 UNL     1       1.725   0.964  -1.881  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.520   1.742  -0.866  1.00  0.00           H  
HETATM   57  H27 UNL     1      -3.276  -0.132  -2.721  1.00  0.00           H  
HETATM   58  H28 UNL     1      -4.835   0.465  -2.132  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.376   1.498  -2.037  1.00  0.00           H  
HETATM   60  H30 UNL     1      -3.566  -2.024   0.427  1.00  0.00           H  
HETATM   61  H31 UNL     1      -3.327  -2.232  -1.332  1.00  0.00           H  
HETATM   62  H32 UNL     1      -5.604  -2.720  -0.679  1.00  0.00           H  
HETATM   63  H33 UNL     1      -5.465  -1.460  -1.910  1.00  0.00           H  
HETATM   64  H34 UNL     1      -6.537  -1.393   0.882  1.00  0.00           H  
HETATM   65  H35 UNL     1      -7.952   0.012  -0.157  1.00  0.00           H  
HETATM   66  H36 UNL     1      -5.388   0.072   2.666  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.003   1.763   2.248  1.00  0.00           H  
HETATM   68  H38 UNL     1      -7.035   0.325   2.051  1.00  0.00           H  
HETATM   69  H39 UNL     1      -6.743   1.420  -1.037  1.00  0.00           H  
HETATM   70  H40 UNL     1      -6.582   2.424   0.413  1.00  0.00           H  
HETATM   71  H41 UNL     1      -5.170   2.320  -0.650  1.00  0.00           H  
HETATM   72  H42 UNL     1      -3.758  -0.197   1.458  1.00  0.00           H  
HETATM   73  H43 UNL     1      -4.042   2.336   1.609  1.00  0.00           H  
HETATM   74  H44 UNL     1      -3.225   2.415  -0.047  1.00  0.00           H  
HETATM   75  H45 UNL     1      -1.523   2.493   1.570  1.00  0.00           H  
HETATM   76  H46 UNL     1      -2.187   1.065   2.485  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   42
CONECT    8   43   44   45
CONECT    9   10   17   46
CONECT   10   11   47   48
CONECT   11   12   12   49
CONECT   12   13   17
CONECT   13   14   14   30
CONECT   14   15   19
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18
CONECT   18   54   55   56
CONECT   19   20   21   28
CONECT   20   57   58   59
CONECT   21   22   60   61
CONECT   22   23   62   63
CONECT   23   24   25   64
CONECT   24   65
CONECT   25   26   27   28
CONECT   26   66   67   68
CONECT   27   69   70   71
CONECT   28   29   72
CONECT   29   30   73   74
CONECT   30   75   76
END

HMDB0001023
     RDKit          3D
4,4-Dimethylcholesta-8,14,24-trienol
 76 79  0  0  0  0  0  0  0  0999 V2000
    8.1937   -0.5765    0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6028    0.6302   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5252    1.5558   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3160    0.9005   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3107    0.0099    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2876   -0.4941   -0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -1.3863   -0.0831 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8440   -2.6585    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -0.9229    0.6248 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1531   -0.1554    1.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099    0.2578    2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    0.2577    0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3488    0.5701    0.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    0.0045   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0380   -0.4987   -1.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606   -1.0446   -1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067   -0.1650   -0.1331 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4496    1.0887   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3714   -0.1591   -0.6164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7683    0.4723   -1.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.5948   -0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2916   -1.6391   -0.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -0.7674    0.0369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2731   -0.4153   -0.7095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5189    0.4985    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9875    0.6873    1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0162    1.7194   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0272    0.4768    0.5895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4148    1.8010    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496    1.5384    1.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -0.5529    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348   -1.4494   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8845   -0.6678    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7181    2.4330   -0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0118    1.8450   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5134    1.0833   -1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500    1.7908   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9483    0.6217    1.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9157   -0.8002    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9052    0.3925   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8905   -1.0343   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8011   -1.8839   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -2.4430    1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -3.3562    0.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5725   -3.1277   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974   -1.8905    0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002    0.7166    1.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.7875    2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303    0.5099    3.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -1.3221   -2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    0.3356   -2.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079   -1.1981   -1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1327   -2.0656   -0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    1.7037   -0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7254    0.9640   -1.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5201    1.7418   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762   -0.1325   -2.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8346    0.4650   -2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    1.4977   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -2.0240    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -2.2323   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6036   -2.7200   -0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4649   -1.4597   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5373   -1.3927    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9516    0.0118   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3882    0.0724    2.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0027    1.7629    2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0347    0.3252    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7427    1.4203   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5820    2.4237    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704    2.3204   -0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7579   -0.1972    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0422    2.3359    1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2248    2.4152   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234    2.4934    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    1.0647    2.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 17  9  1  0
 28 19  1  0
 17 12  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 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  6
  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
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  1
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  1
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,4-Dimechol-8,14,24-trienol	ChEBI
4,4-Dimethylcholesta-8(9),14,24-trien-3beta-ol	ChEBI
4,4-Dimethylcholesta-8(9),14,24-trien-3b-ol	Generator
4,4-Dimethylcholesta-8(9),14,24-trien-3β-ol	Generator
FF-MAS	MeSH
Follicular fluid meiosis activating sterol	MeSH
4,4-Dimethyl-5alpha-cholesta-8,14,24-trien-3-ol	MeSH
(3beta,5alpha)-4,4-Dimethyl-cholesta-8,14,24-trien-3-ol	HMDB
(3beta,5alpha)-4,4-Dimethylcholesta-8,14,24-trien-3-ol	HMDB
4,4'-Dimethyl cholesta-8,14,24-triene-3-beta-ol	HMDB
4,4-Dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-ol	HMDB
4,4-Dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol	HMDB, MeSH
4,4-Dimethyl-cholesta-8,14,24-trienol	HMDB

Chemical Formula

C₂₉H₄₆O

Average Molecular Weight

410.6749

Monoisotopic Molecular Weight

410.354866094

IUPAC Name

(2S,5S,7R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol

Traditional Name

(2S,5S,7R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol

CAS Registry Number

64284-64-6

SMILES

C[C@H](CCC=C(C)C)[C@H]1CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3

InChI Identifier

InChI=1S/C29H46O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,13,20,22,25-26,30H,8,10-12,14-18H2,1-7H3/t20-,22-,25+,26+,28-,29-/m1/s1

InChI Key

LFQXEZVYNCBVDO-PBJLWWPKSA-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
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
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:17813 )
Cholesterol and derivatives (C11455 )
Cholesterol and derivatives (LMST01010149 )

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (HMDB: HMDB0001023)

Disposition

Biological location

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0001023)

Tissue

All Tissues (HMDB: HMDB0001023)

Connective tissue

Adipose tissue (HMDB: HMDB0001023)

Nervous tissue

Hepatic tissue (HMDB: HMDB0001023)

Organ

Testicle (HMDB: HMDB0001023)
Testicle (HMDB: HMDB0001023)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0001023)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001023)

Source

Endogenous

Endogenous (HMDB: HMDB0001023)

Animal

Animal (HMDB: HMDB0001023)

Exogenous

Food

Food (HMDB: HMDB0001023)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)

Cereal and cereal product

Cereal

Cereal product

Pasta (FooDB: FOOD00273)
Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Exogenous (HMDB: HMDB0001023)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001023)

Biochemical pathway

Drug action pathway

Alendronate Action Pathway (HMDB: HMDB0001023)
Ibandronate Action Pathway (PathBank: SMP0000079)
Simvastatin Action Pathway (PathBank: SMP0000082)
Pravastatin Action Pathway (PathBank: SMP0000089)
Rosuvastatin Action Pathway (PathBank: SMP0000092)
Alendronate Action Pathway (PathBank: SMP0000095)
Lovastatin Action Pathway (PathBank: SMP0000099)
Zoledronate Action Pathway (PathBank: SMP0000107)
Cerivastatin Action Pathway (PathBank: SMP0000111)
Risedronate Action Pathway (PathBank: SMP0000112)
Pamidronate Action Pathway (PathBank: SMP0000117)
Fluvastatin Action Pathway (PathBank: SMP0000119)
Atorvastatin Action Pathway (PathBank: SMP0000131)

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0001023)
Steroid Biosynthesis (PathBank: SMP0087326)
Steroid Biosynthesis (PathBank: SMP0002381)
Cholesterol Biosynthesis and Metabolism CE(14:0) (PathBank: SMP0002435)
Cholesterol Biosynthesis and Metabolism CE(10:0) (PathBank: SMP0002436)
Cholesterol Biosynthesis and Metabolism CE(12:0) (PathBank: SMP0002438)
Cholesterol Biosynthesis and Metabolism CE(16:0) (PathBank: SMP0002440)
Cholesterol Biosynthesis and Metabolism CE(18:0) (PathBank: SMP0002441)
Cholesterol Biosynthesis and Metabolism (PathBank: SMP0070041)

Disease pathway

Smith-Lemli-Opitz Syndrome (SLOS) (PathBank: SMP0120515)
Desmosterolosis (PathBank: SMP0120692)
Mevalonic Aciduria (PathBank: SMP0120794)
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) (HMDB: HMDB0001023)
Lysosomal Acid Lipase Deficiency (Wolman Disease) (PathBank: SMP0120512)
Cholesteryl Ester Storage Disease (PathBank: SMP0120573)
CHILD Syndrome (PathBank: SMP0120464)
Wolman Disease (PathBank: SMP0120576)
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) (PathBank: SMP0120685)
Hypercholesterolemia (PathBank: SMP0120769)
Hyper-IgD Syndrome (PathBank: SMP0120574)

Lipid metabolism pathway (HMDB: HMDB0001023)

Cellular process

Cell signaling (HMDB: HMDB0001023)

Biochemical process

Lipid transport (HMDB: HMDB0001023)

Multicellular process

Inflammatory response (HMDB: HMDB0001023)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0001023)

Molecular messenger

Hormone (HMDB: HMDB0001023)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001023)

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	0.001 g/L	ALOGPS
logP	7.4	ALOGPS
logP	7	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	19.55	ChemAxon
pKa (Strongest Basic)	-0.81	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	4	ChemAxon
Refractivity	130.92 m³·mol⁻¹	ChemAxon
Polarizability	52.86 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]+	202.066	31661259
DarkChem	[M-H]-	199.031	31661259
AllCCS	[M+H]+	209.855	32859911
AllCCS	[M-H]-	211.624	32859911
DeepCCS	[M-2H]-	237.66	30932474
DeepCCS	[M+Na]+	212.441	30932474
AllCCS	[M+H]+	209.9	32859911
AllCCS	[M+H-H2O]+	207.8	32859911
AllCCS	[M+NH4]+	211.7	32859911
AllCCS	[M+Na]+	212.3	32859911
AllCCS	[M-H]-	211.6	32859911
AllCCS	[M+Na-2H]-	213.4	32859911
AllCCS	[M+HCOO]-	215.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	9.75 minutes	32390414
Predicted by Siyang on May 30, 2022	27.5396 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.9 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3564.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	850.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	326.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	344.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	569.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1140.4 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	1157.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2197.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	733.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2006.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	856.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	593.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	355.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	833.1 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,4-Dimethylcholesta-8,14,24-trienol	C[C@H](CCC=C(C)C)[C@H]1CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	3404.8	Standard polar	33892256
4,4-Dimethylcholesta-8,14,24-trienol	C[C@H](CCC=C(C)C)[C@H]1CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	3272.2	Standard non polar	33892256
4,4-Dimethylcholesta-8,14,24-trienol	C[C@H](CCC=C(C)C)[C@H]1CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	3346.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4,4-Dimethylcholesta-8,14,24-trienol,1TMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC=C2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)C(C)(C)[C@@H]1CC3	3216.0	Semi standard non polar	33892256
4,4-Dimethylcholesta-8,14,24-trienol,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC=C2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]1CC3	3451.6	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 - 4,4-Dimethylcholesta-8,14,24-trienol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-1009000000-416b93fbfcc925dc4766	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol GC-MS (1 TMS) - 70eV, Positive	splash10-014i-4103900000-a8896cb66364cceda294	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 18V, positive-QTOF	splash10-0006-1329000000-9b8610b57655e3a41ca1	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 22V, positive-QTOF	splash10-0006-3958000000-39386b42d7d020c29bbb	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 25V, positive-QTOF	splash10-05o3-4943000000-68305bc3d9c2e79f17bc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 28V, positive-QTOF	splash10-067j-4931000000-17ac98d22705a30ac479	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 32V, positive-QTOF	splash10-0aos-4930000000-57d6f877cf0915f132b3	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 38V, positive-QTOF	splash10-0aos-5910000000-64fc1bcaeb9b8921df29	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 48V, positive-QTOF	splash10-0aou-5900000000-7ebf0af9fd57cfad6303	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 57V, positive-QTOF	splash10-0ar3-4900000000-2533caeaeb9ebdebc4a1	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 70V, positive-QTOF	splash10-054o-4900000000-bbdc94435c78cc8bc333	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 83V, positive-QTOF	splash10-056u-4900000000-36892883de61aea8c544	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol Orbitrap 102V, positive-QTOF	splash10-00ou-4900000000-18c114c240680434a0d3	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol n/a 28V, positive-QTOF	splash10-053r-0393000000-0c6dea5c7ec2bee79e1e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol n/a 28V, positive-QTOF	splash10-000l-0970000000-b2c5bf7eb779387cd981	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol n/a 28V, positive-QTOF	splash10-006t-0930000000-e231f282c3639a162ab0	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol n/a 28V, positive-QTOF	splash10-0aor-2900000000-85f247eedd1281442c90	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol n/a 28V, positive-QTOF	splash10-006t-0950000000-15e1c7c9cb681913720e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol n/a 28V, positive-QTOF	splash10-0api-0900000000-eb024b4e1b55ee575bb2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol n/a 28V, positive-QTOF	splash10-0a4i-0900000000-6034a459e48936a045eb	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol 10V, Positive-QTOF	splash10-01ox-0019500000-5b93d5ee5e25639470f1	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol 20V, Positive-QTOF	splash10-01p6-2239100000-caf833ab905690ea16e1	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol 40V, Positive-QTOF	splash10-014r-4359000000-b7622993fbb821fcdd8a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol 10V, Negative-QTOF	splash10-0a4i-0002900000-3773f1780255ea800890	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol 20V, Negative-QTOF	splash10-0a4i-0005900000-43378c95eaacf13d3cd4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol 40V, Negative-QTOF	splash10-004l-1009000000-1387c3c0fba5a00f56a6	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4-Dimethylcholesta-8,14,24-trienol 10V, Negative-QTOF	splash10-0a4i-0000900000-84eae2c8ad8ccafd7741	2021-09-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Not Available

Tissue Locations

Testis

Pathways

Name	SMPDB/PathBank	KEGG
Steroid Biosynthesis
Smith-Lemli-Opitz Syndrome (SLOS)		Not Available
CHILD Syndrome		Not Available
Desmosterolosis		Not Available
Chondrodysplasia Punctata II, X Linked Dominant (CDPX2)		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022376

KNApSAcK ID

Not Available

Chemspider ID

391478

KEGG Compound ID

C11455

BioCyc ID

Not Available

BiGG ID

1454719

Wikipedia Link

Not Available

METLIN ID

5952

PubChem Compound

443212

PDB ID

Not Available

ChEBI ID

17813

Food Biomarker Ontology

Not Available

VMH ID

44MCTR

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Ruan B; Wilson W K; Schroepfer G J Jr An alternative synthesis of 4,4-dimethyl-5 alpha-cholesta-8,14,24-trien-3 beta-ol, an intermediate in sterol biosynthesis and a reported activator of meiosis and of nuclear orphan receptor LXR alpha. Bioorganic & medicinal chemistry letters (1998), 8(3), 233-6.

Material Safety Data Sheet (MSDS)

Not Available

General References

Ruan B, Watanabe S, Eppig JJ, Kwoh C, Dzidic N, Pang J, Wilson WK, Schroepfer GJ Jr: Sterols affecting meiosis: novel chemical syntheses and the biological activity and spectral properties of the synthetic sterols. J Lipid Res. 1998 Oct;39(10):2005-20. [PubMed:9788247 ]

Enzymes

Enzyme Details

1. Delta(14)-sterol reductase

General function:: Involved in delta14-sterol reductase activity
Specific function:: Involved in the conversion of lanosterol to cholesterol.
Gene Name:: TM7SF2
Uniprot ID:: O76062
Molecular weight:: 46405.345

Reactions

4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADP → 4,4-Dimethylcholesta-8,14,24-trienol + NADPH	details
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADP → 4,4-Dimethylcholesta-8,14,24-trienol + NADPH + Hydrogen Ion	details

Enzyme Details

2. Lanosterol 14-alpha demethylase

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes C14-demethylation of lanosterol; it transforms lanosterol into 4,4'-dimethyl cholesta-8,14,24-triene-3-beta-ol.
Gene Name:: CYP51A1
Uniprot ID:: Q16850
Molecular weight:: 57277.81

Reactions

Lanosterol + Oxygen + NADPH + Hydrogen Ion → 4,4-Dimethylcholesta-8,14,24-trienol + Formic acid + NADP + Water	details

Showing metabocard for 4,4-Dimethylcholesta-8,14,24-trienol (HMDB0001023)

MOL for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

3D MOL for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

3D SDF for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

3D-SDF for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

PDB for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

3D PDB for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

SMILES for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

INCHI for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

Structure for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

3D Structure for HMDB0001023 (4,4-Dimethylcholesta-8,14,24-trienol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions