MiMeDB: Showing metabocard for 4,4-Dimethylcholesta-8,14,24-trienol (MMDBc0032954)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:28:43 UTC

Update Date

2024-04-30 19:56:10 UTC

Metabolite ID

MMDBc0032954

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
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    4.8905   -1.0343   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5725   -3.1277   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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    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
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   -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
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 14 19  1  0
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 17  9  1  0
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 17 12  1  0
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  1 31  1  0
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 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
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    3.9985   -3.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   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
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  3  4  1  0  0  0  0
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  6  9  2  0  0  0  0
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  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>
MMDBc0032954

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₂₉H₄₆O

Average Mass

410.6749

Monoisotopic Mass

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 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-1009000000-416b93fbfcc925dc4766	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-014i-4103900000-a8896cb66364cceda294	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 18V, positive	splash10-0006-1329000000-9b8610b57655e3a41ca1	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 22V, positive	splash10-0006-3958000000-39386b42d7d020c29bbb	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 25V, positive	splash10-05o3-4943000000-68305bc3d9c2e79f17bc	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 28V, positive	splash10-067j-4931000000-17ac98d22705a30ac479	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 32V, positive	splash10-0aos-4930000000-57d6f877cf0915f132b3	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 38V, positive	splash10-0aos-5910000000-64fc1bcaeb9b8921df29	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 48V, positive	splash10-0aou-5900000000-7ebf0af9fd57cfad6303	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 57V, positive	splash10-0ar3-4900000000-2533caeaeb9ebdebc4a1	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 70V, positive	splash10-054o-4900000000-bbdc94435c78cc8bc333	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 83V, positive	splash10-056u-4900000000-36892883de61aea8c544	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 102V, positive	splash10-00ou-4900000000-18c114c240680434a0d3	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 28V, positive	splash10-053r-0393000000-0c6dea5c7ec2bee79e1e	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 28V, positive	splash10-000l-0970000000-b2c5bf7eb779387cd981	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 28V, positive	splash10-006t-0930000000-e231f282c3639a162ab0	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 28V, positive	splash10-0aor-2900000000-85f247eedd1281442c90	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 28V, positive	splash10-006t-0950000000-15e1c7c9cb681913720e	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 28V, positive	splash10-0api-0900000000-eb024b4e1b55ee575bb2	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 28V, positive	splash10-0a4i-0900000000-6034a459e48936a045eb	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0002900000-3773f1780255ea800890	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0005900000-43378c95eaacf13d3cd4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-1009000000-1387c3c0fba5a00f56a6	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-84eae2c8ad8ccafd7741	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0000900000-84eae2c8ad8ccafd7741	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0013900000-62d1d4a75b4aa2cd0a6f	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-0019500000-5b93d5ee5e25639470f1	2016-09-12	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Feces
Testis

Tissue Locations

Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191932	Delta(14)-sterol reductase	Enzyme	O76062	Homo sapiens
MMDBp0191935	Lanosterol 14-alpha demethylase	Unknown	Q16850	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000411	4,4-Dimethylcholesta-8,14,24-trienol	14-demethyllanosterol	Transmembrane 7 superfamily member 2	C-14 Sterol Reductase	VMH	16784888
MMDBr0001588	Hydrogen Ion	4,4-Dimethylcholesta-8,14,24-trienol	Cytochrome p450, family 4, subfamily f, polypeptide 8	Cytochrome P450 Lanosterol 14-Alpha-Demethylase (NADP)	VMH	10405341
MMDBr0002710	14-demethyllanosterol	4,4-Dimethylcholesta-8,14,24-trienol	Transmembrane 7 superfamily member 2	4, 4-Dimethyl-5A-Cholesta-8, 24-Dien-3B-Ol:NADP+ D14-Oxidoreductase	VMH	11969204 7946524
MMDBr0002711	Hydrogen Ion	4,4-Dimethylcholesta-8,14,24-trienol	Cytochrome p450, family 51, subfamily a, polypeptide 1	Lanosterol, NADPH:Oxygen Oxidoreductase (14-Methyl Cleaving)	VMH	11969204 7946524
MMDBr0009532	4,4-Dimethyl-14Alpha-Formyl-5Alpha-Cholesta-8,24-Dien-3Beta-Ol	4,4-Dimethylcholesta-8,14,24-trienol	Cytochrome p450, family 51, subfamily a, polypeptide 1	Sterol 14Alpha-Demethylase	VMH	30371894
MMDBr0010821	4,4-Dimethylcholesta-8,14,24-trienol	14-demethyllanosterol	Lamin b receptor	4, 4-Dimethyl-5A-Cholesta-8, 24-Dien-3B-Ol:NADP+ D14-Oxidoreductase	VMH; KEGG	30371894
MMDBr0013781	14-demethyllanosterol	4,4-Dimethylcholesta-8,14,24-trienol	Delta(14)-sterol reductase ERG24A	Reduction	RHEA	34755880
MMDBr0013782	14-demethyllanosterol	4,4-Dimethylcholesta-8,14,24-trienol	Delta(14)-sterol reductase ERG24	Reduction	RHEA	34755880
MMDBr0014540	Lanosterin	4,4-Dimethylcholesta-8,14,24-trienol	Lanosterol 14-alpha demethylase	Demethylation	RHEA	34755880
MMDBr0014541	Lanosterin	4,4-Dimethylcholesta-8,14,24-trienol	Lanosterol 14-alpha demethylase	Demethylation	RHEA	34755880
MMDBr0019911	NADPH	Formic acid	Lanosterol 14-alpha demethylase CYP51	Demethylation	PathBank	31602464
MMDBr0019912	NADPH	NADP	Delta(14)-sterol reductase ERG24	Reduction	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	9	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	1
Bacteria	Actinobacteria	1	Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0001023

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

References

Synthesis Reference

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 ]

Showing metabocard for 4,4-Dimethylcholesta-8,14,24-trienol (MMDBc0032954)

MOL for #<Metabolite:0x00007fa4ce5b68a8>

3D MOL for #<Metabolite:0x00007fa4ce5b68a8>

3D SDF for #<Metabolite:0x00007fa4ce5b68a8>

3D-SDF for #<Metabolite:0x00007fa4ce5b68a8>

PDB for #<Metabolite:0x00007fa4ce5b68a8>

3D PDB for #<Metabolite:0x00007fa4ce5b68a8>

SMILES for #<Metabolite:0x00007fa4ce5b68a8>

INCHI for #<Metabolite:0x00007fa4ce5b68a8>

Structure for #<Metabolite:0x00007fa4ce5b68a8>

3D Structure for #<Metabolite:0x00007fa4ce5b68a8>