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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-09-05 15:29:19 UTC

Update Date

2022-03-07 02:49:34 UTC

HMDB ID

HMDB0006928

Secondary Accession Numbers

HMDB0006844
HMDB0011607
HMDB06844
HMDB06928
HMDB11607

Metabolite Identification

Common Name

delta8,14-Sterol

Description

delta8,14-Sterol, also known as 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, delta8,14-sterol is considered to be a sterol lipid molecule. delta8,14-Sterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. delta8,14-Sterol is an intermediate in the biosynthesis of steroids and is converted from O-butusifoliol via the enzyme cytochrome P450, family 51, subfamily A (sterol 14-demethylase) (EC 1.14.13.70). It is then converted into 4-alpha-methylfecosterol via the enzyme delta14-sterol reductase (EC 1.3.1.70).

Structure

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

  Mrv1652306222023582D          

 35 38  0  0  1  0            999 V2000
    8.1843   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1882   -1.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   -1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -0.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -3.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -3.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -3.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6362   -2.2731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7848   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.8646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1708   -2.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5917   -1.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298   -2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911   -3.0578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1438   -2.2001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7229   -2.7147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6981   -3.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -2.6896    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -1.4885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893   -1.4152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -2.8862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431   -2.4447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 19  3  2  0  0  0  0
 19  8  1  0  0  0  0
 19 18  1  0  0  0  0
 20  4  1  1  0  0  0
 20  9  1  0  0  0  0
 21  5  1  1  0  0  0
 22 10  1  0  0  0  0
 23 12  1  0  0  0  0
 23 20  1  6  0  0  0
 24 11  1  0  0  0  0
 24 21  1  0  0  0  0
 25 13  2  0  0  0  0
 25 22  1  0  0  0  0
 26 14  1  0  0  0  0
 26 22  2  0  0  0  0
 27 15  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  6  0  0  0
 28 16  1  0  0  0  0
 28 23  1  0  0  0  0
 28 25  1  0  0  0  0
 29  7  1  6  0  0  0
 29 17  1  0  0  0  0
 29 24  1  0  0  0  0
 29 26  1  0  0  0  0
 27 30  1  6  0  0  0
 20 31  1  6  0  0  0
 21 32  1  6  0  0  0
 23 33  1  1  0  0  0
 24 34  1  1  0  0  0
 27 35  1  1  0  0  0
M  END

HMDB0006928
     RDKit          3D
delta8,14-Sterol
 76 79  0  0  0  0  0  0  0  0999 V2000
   -7.0469   -0.5560   -1.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1005   -0.2401   -0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6829   -0.5164   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290   -1.4495    0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6770   -1.8243   -0.0881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6459   -2.4938   -1.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487   -0.5980   -0.0105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0338    0.0015    1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    0.6768    1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1693    0.2391    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891    0.5888    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2625    0.0680   -0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6308   -0.4246   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429   -0.4115   -1.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -0.7926   -0.1278 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1310   -2.1351    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7566   -0.0028   -0.1501 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0168   -0.9378    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -0.5840   -1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8067   -0.1168   -1.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5186    0.5076   -0.4795 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2496   -0.4461    0.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6861    1.3746    0.3955 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1552    2.8372    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    1.3887    0.0621 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4566    2.1831    1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684    1.5035    1.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4411    0.3874    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9377    0.5662    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7843    1.7340    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0950   -0.3783   -1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7819   -1.0086   -2.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107   -1.0128   -1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623    0.4679   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3045   -1.1293    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7027   -2.4174    0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -2.5656    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5381   -1.7568   -2.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990   -3.3112   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335   -3.0058   -1.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1645    0.1121   -0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711   -0.7673    2.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.7874    1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789    1.4166    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.3393   -2.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0469   -1.4047   -1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2279    0.6260   -1.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2426   -1.0729   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -2.0095    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920   -2.7184   -0.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -2.6822    0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -1.0536    1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8709   -0.6970    1.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.9851    0.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082   -0.3407   -2.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3587   -1.7065   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177   -1.0107   -1.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8534    0.5679   -2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3281    1.1643   -0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9903   -1.3638    0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8748    1.0639    1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5954    3.3495   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274    3.3209    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2160    2.8246    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1424    1.9139   -0.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1419    2.4380    1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803    3.1979    0.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5044    2.3090    1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468    1.0293    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1080   -0.2774    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0771    1.1505    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2587    1.2649    0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4909   -0.3750    0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5083    2.4969    1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0093    1.6877    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3325    1.9948   -0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 12 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
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 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
  2 28  1  0
 28 29  1  0
 28 30  1  0
 15  7  1  0
 25 17  1  0
 15 10  1  0
 27 11  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
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  5 37  1  1
  6 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  0
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 27 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END

  Mrv1652306222023582D          

 35 38  0  0  1  0            999 V2000
    8.1843   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1882   -1.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   -1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -0.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -3.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6119   -2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6362   -2.2731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.8911   -3.0578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1438   -2.2001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7229   -2.7147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6981   -3.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -2.6896    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -1.4885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893   -1.4152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -2.8862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431   -2.4447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
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 21  5  1  1  0  0  0
 22 10  1  0  0  0  0
 23 12  1  0  0  0  0
 23 20  1  6  0  0  0
 24 11  1  0  0  0  0
 24 21  1  0  0  0  0
 25 13  2  0  0  0  0
 25 22  1  0  0  0  0
 26 14  1  0  0  0  0
 26 22  2  0  0  0  0
 27 15  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  6  0  0  0
 28 16  1  0  0  0  0
 28 23  1  0  0  0  0
 28 25  1  0  0  0  0
 29  7  1  6  0  0  0
 29 17  1  0  0  0  0
 29 24  1  0  0  0  0
 29 26  1  0  0  0  0
 27 30  1  6  0  0  0
 20 31  1  6  0  0  0
 21 32  1  6  0  0  0
 23 33  1  1  0  0  0
 24 34  1  1  0  0  0
 27 35  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006928

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h13,18,20-21,23-24,27,30H,3,8-12,14-17H2,1-2,4-7H3/t20-,21+,23-,24+,27+,28-,29+/m1/s1

> <INCHI_KEY>
HLAWVOWADPNAGN-BAHZUFOISA-N

> <FORMULA>
C29H46O

> <MOLECULAR_WEIGHT>
410.6749

> <EXACT_MASS>
410.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
53.05747553131935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
7.00

> <JCHEM_LOGP>
6.967997836333335

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.957245922127218

> <JCHEM_PKA_STRONGEST_BASIC>
-1.067900633661555

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
129.99759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.56e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0006928
     RDKit          3D
delta8,14-Sterol
 76 79  0  0  0  0  0  0  0  0999 V2000
   -7.0469   -0.5560   -1.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1005   -0.2401   -0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6829   -0.5164   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290   -1.4495    0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6770   -1.8243   -0.0881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6459   -2.4938   -1.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487   -0.5980   -0.0105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0338    0.0015    1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    0.6768    1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1693    0.2391    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891    0.5888    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2625    0.0680   -0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6308   -0.4246   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429   -0.4115   -1.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -0.7926   -0.1278 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1310   -2.1351    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7566   -0.0028   -0.1501 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0168   -0.9378    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -0.5840   -1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8067   -0.1168   -1.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5186    0.5076   -0.4795 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2496   -0.4461    0.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6861    1.3746    0.3955 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1552    2.8372    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    1.3887    0.0621 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4566    2.1831    1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684    1.5035    1.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4411    0.3874    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9377    0.5662    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7843    1.7340    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0950   -0.3783   -1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7819   -1.0086   -2.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107   -1.0128   -1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623    0.4679   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3045   -1.1293    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7027   -2.4174    0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -2.5656    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5381   -1.7568   -2.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990   -3.3112   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335   -3.0058   -1.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1645    0.1121   -0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711   -0.7673    2.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.7874    1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789    1.4166    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.3393   -2.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0469   -1.4047   -1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2279    0.6260   -1.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2426   -1.0729   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -2.0095    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920   -2.7184   -0.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -2.6822    0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -1.0536    1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8709   -0.6970    1.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.9851    0.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082   -0.3407   -2.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3587   -1.7065   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177   -1.0107   -1.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8534    0.5679   -2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3281    1.1643   -0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9903   -1.3638    0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8748    1.0639    1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5954    3.3495   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274    3.3209    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2160    2.8246    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1424    1.9139   -0.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1419    2.4380    1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803    3.1979    0.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5044    2.3090    1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468    1.0293    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1080   -0.2774    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0771    1.1505    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2587    1.2649    0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4909   -0.3750    0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5083    2.4969    1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0093    1.6877    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3325    1.9948   -0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 12 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
  2 28  1  0
 28 29  1  0
 28 30  1  0
 15  7  1  0
 25 17  1  0
 15 10  1  0
 27 11  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  1
  6 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 16 49  1  0
 16 50  1  0
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 23 61  1  1
 24 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  6
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0      15.277  -3.481   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.944  -5.791   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.610  -1.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.609  -5.791   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.218  -3.099   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.013  -5.137   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.380  -6.212   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.276  -4.251   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.943  -3.481   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.301  -2.138   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.795  -2.458   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.114  -1.949   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.608  -1.629   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.886  -5.892   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.633  -6.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.392  -5.571   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.873  -6.532   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.944  -4.251   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.610  -3.481   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.609  -4.251   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.188  -4.243   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.332  -3.283   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.275  -3.481   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.319  -3.923   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.838  -2.962   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.856  -4.747   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.663  -5.708   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.868  -4.107   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.349  -5.067   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.170  -6.028   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0       9.943  -5.021   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.712  -2.779   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       8.567  -2.642   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.157  -5.388   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.694  -4.563   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   21                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   19                                                       
CONECT    9    8   20                                                       
CONECT   10   11   22                                                       
CONECT   11   10   24                                                       
CONECT   12   13   23                                                       
CONECT   13   12   25                                                       
CONECT   14   16   26                                                       
CONECT   15   17   27                                                       
CONECT   16   14   28                                                       
CONECT   17   15   29                                                       
CONECT   18    1    2   19                                                  
CONECT   19    3    8   18                                                  
CONECT   20    4    9   23   31                                             
CONECT   21    5   24   27   32                                             
CONECT   22   10   25   26                                                  
CONECT   23   12   20   28   33                                             
CONECT   24   11   21   29   34                                             
CONECT   25   13   22   28                                                  
CONECT   26   14   22   29                                                  
CONECT   27   15   21   30   35                                             
CONECT   28    6   16   23   25                                             
CONECT   29    7   17   24   26                                             
CONECT   30   27                                                            
CONECT   31   20                                                            
CONECT   32   21                                                            
CONECT   33   23                                                            
CONECT   34   24                                                            
CONECT   35   27                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0006928
HETATM    1  C1  UNL     1      -7.047  -0.556  -1.399  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.100  -0.240  -0.535  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.683  -0.516  -0.880  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.129  -1.450   0.143  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.677  -1.824  -0.088  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.646  -2.494  -1.457  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.849  -0.598  -0.011  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.034   0.002   1.368  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.738   0.677   1.640  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.169   0.239   0.818  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.589   0.589   0.681  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.262   0.068  -0.330  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.631  -0.425  -1.580  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.143  -0.412  -1.497  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.373  -0.793  -0.128  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.131  -2.135   0.233  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.757  -0.003  -0.150  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.017  -0.938   0.992  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.430  -0.584  -1.367  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.807  -0.117  -1.621  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.519   0.508  -0.479  1.00  0.00           C  
HETATM   22  O1  UNL     1       7.250  -0.446   0.269  1.00  0.00           O  
HETATM   23  C22 UNL     1       5.686   1.375   0.395  1.00  0.00           C  
HETATM   24  C23 UNL     1       6.155   2.837   0.364  1.00  0.00           C  
HETATM   25  C24 UNL     1       4.231   1.389   0.062  1.00  0.00           C  
HETATM   26  C25 UNL     1       3.457   2.183   1.059  1.00  0.00           C  
HETATM   27  C26 UNL     1       2.268   1.504   1.642  1.00  0.00           C  
HETATM   28  C27 UNL     1      -6.441   0.387   0.771  1.00  0.00           C  
HETATM   29  C28 UNL     1      -7.938   0.566   0.924  1.00  0.00           C  
HETATM   30  C29 UNL     1      -5.784   1.734   0.897  1.00  0.00           C  
HETATM   31  H1  UNL     1      -8.095  -0.378  -1.202  1.00  0.00           H  
HETATM   32  H2  UNL     1      -6.782  -1.009  -2.341  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.611  -1.013  -1.866  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.162   0.468  -0.878  1.00  0.00           H  
HETATM   35  H5  UNL     1      -4.304  -1.129   1.194  1.00  0.00           H  
HETATM   36  H6  UNL     1      -4.703  -2.417   0.044  1.00  0.00           H  
HETATM   37  H7  UNL     1      -2.432  -2.566   0.714  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.538  -1.757  -2.267  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.899  -3.311  -1.487  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.633  -3.006  -1.657  1.00  0.00           H  
HETATM   41  H11 UNL     1      -2.164   0.112  -0.787  1.00  0.00           H  
HETATM   42  H12 UNL     1      -2.171  -0.767   2.153  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.809   0.787   1.375  1.00  0.00           H  
HETATM   44  H14 UNL     1      -0.579   1.417   2.404  1.00  0.00           H  
HETATM   45  H15 UNL     1       1.901   0.339  -2.369  1.00  0.00           H  
HETATM   46  H16 UNL     1       2.047  -1.405  -1.901  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.228   0.626  -1.696  1.00  0.00           H  
HETATM   48  H18 UNL     1      -0.243  -1.073  -2.300  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.178  -2.009   0.636  1.00  0.00           H  
HETATM   50  H20 UNL     1       0.292  -2.718  -0.718  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.418  -2.682   0.993  1.00  0.00           H  
HETATM   52  H22 UNL     1       3.119  -1.054   1.658  1.00  0.00           H  
HETATM   53  H23 UNL     1       4.871  -0.697   1.618  1.00  0.00           H  
HETATM   54  H24 UNL     1       4.199  -1.985   0.609  1.00  0.00           H  
HETATM   55  H25 UNL     1       3.808  -0.341  -2.252  1.00  0.00           H  
HETATM   56  H26 UNL     1       4.359  -1.706  -1.274  1.00  0.00           H  
HETATM   57  H27 UNL     1       6.418  -1.011  -1.947  1.00  0.00           H  
HETATM   58  H28 UNL     1       5.853   0.568  -2.519  1.00  0.00           H  
HETATM   59  H29 UNL     1       7.328   1.164  -0.921  1.00  0.00           H  
HETATM   60  H30 UNL     1       6.990  -1.364   0.016  1.00  0.00           H  
HETATM   61  H31 UNL     1       5.875   1.064   1.465  1.00  0.00           H  
HETATM   62  H32 UNL     1       5.595   3.349  -0.445  1.00  0.00           H  
HETATM   63  H33 UNL     1       6.027   3.321   1.348  1.00  0.00           H  
HETATM   64  H34 UNL     1       7.216   2.825   0.099  1.00  0.00           H  
HETATM   65  H35 UNL     1       4.142   1.914  -0.935  1.00  0.00           H  
HETATM   66  H36 UNL     1       4.142   2.438   1.921  1.00  0.00           H  
HETATM   67  H37 UNL     1       3.180   3.198   0.644  1.00  0.00           H  
HETATM   68  H38 UNL     1       1.504   2.309   1.859  1.00  0.00           H  
HETATM   69  H39 UNL     1       2.447   1.029   2.630  1.00  0.00           H  
HETATM   70  H40 UNL     1      -6.108  -0.277   1.596  1.00  0.00           H  
HETATM   71  H41 UNL     1      -8.077   1.151   1.876  1.00  0.00           H  
HETATM   72  H42 UNL     1      -8.259   1.265   0.116  1.00  0.00           H  
HETATM   73  H43 UNL     1      -8.491  -0.375   0.931  1.00  0.00           H  
HETATM   74  H44 UNL     1      -6.508   2.497   1.191  1.00  0.00           H  
HETATM   75  H45 UNL     1      -5.009   1.688   1.705  1.00  0.00           H  
HETATM   76  H46 UNL     1      -5.333   1.995  -0.079  1.00  0.00           H  
CONECT    1    2    2   31   32
CONECT    2    3   28
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6    7   37
CONECT    6   38   39   40
CONECT    7    8   15   41
CONECT    8    9   42   43
CONECT    9   10   10   44
CONECT   10   11   15
CONECT   11   12   12   27
CONECT   12   13   17
CONECT   13   14   45   46
CONECT   14   15   47   48
CONECT   15   16
CONECT   16   49   50   51
CONECT   17   18   19   25
CONECT   18   52   53   54
CONECT   19   20   55   56
CONECT   20   21   57   58
CONECT   21   22   23   59
CONECT   22   60
CONECT   23   24   25   61
CONECT   24   62   63   64
CONECT   25   26   65
CONECT   26   27   66   67
CONECT   27   68   69
CONECT   28   29   30   70
CONECT   29   71   72   73
CONECT   30   74   75   76
END

HMDB0006928
     RDKit          3D
delta8,14-Sterol
 76 79  0  0  0  0  0  0  0  0999 V2000
   -7.0469   -0.5560   -1.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1005   -0.2401   -0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6829   -0.5164   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290   -1.4495    0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6770   -1.8243   -0.0881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6459   -2.4938   -1.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487   -0.5980   -0.0105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0338    0.0015    1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    0.6768    1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1693    0.2391    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891    0.5888    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2625    0.0680   -0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6308   -0.4246   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429   -0.4115   -1.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -0.7926   -0.1278 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1310   -2.1351    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7566   -0.0028   -0.1501 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0168   -0.9378    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -0.5840   -1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8067   -0.1168   -1.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5186    0.5076   -0.4795 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2496   -0.4461    0.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6861    1.3746    0.3955 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1552    2.8372    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    1.3887    0.0621 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4566    2.1831    1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684    1.5035    1.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4411    0.3874    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9377    0.5662    0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7843    1.7340    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0950   -0.3783   -1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7819   -1.0086   -2.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107   -1.0128   -1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623    0.4679   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3045   -1.1293    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7027   -2.4174    0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -2.5656    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5381   -1.7568   -2.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990   -3.3112   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335   -3.0058   -1.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1645    0.1121   -0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711   -0.7673    2.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.7874    1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789    1.4166    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.3393   -2.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0469   -1.4047   -1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2279    0.6260   -1.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2426   -1.0729   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -2.0095    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920   -2.7184   -0.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -2.6822    0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -1.0536    1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8709   -0.6970    1.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.9851    0.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082   -0.3407   -2.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3587   -1.7065   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177   -1.0107   -1.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8534    0.5679   -2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3281    1.1643   -0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9903   -1.3638    0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8748    1.0639    1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5954    3.3495   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274    3.3209    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2160    2.8246    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1424    1.9139   -0.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1419    2.4380    1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803    3.1979    0.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5044    2.3090    1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468    1.0293    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1080   -0.2774    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0771    1.1505    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2587    1.2649    0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4909   -0.3750    0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5083    2.4969    1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0093    1.6877    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3325    1.9948   -0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 12 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
  2 28  1  0
 28 29  1  0
 28 30  1  0
 15  7  1  0
 25 17  1  0
 15 10  1  0
 27 11  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  1
  6 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 16 49  1  0
 16 50  1  0
 16 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 23 61  1  1
 24 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  6
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
delta8,14 -Sterol	ChEBI
delta8,14-Sterol	ChEBI
Δ8,14 -sterol	Generator
Δ8,14-sterol	Generator
Δ 8,14 -sterol	Generator
4-alpha-Methyl-5-alpha-ergosta-8,14,24(28)-trien-3-beta-ol	HMDB
4a-Methyl-5a-ergosta-8,14,24(28)-trien-3b-ol	HMDB
4a-Methylergosta-8,14,24(241)-trien-3b-ol	HMDB
4alpha-Methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol	HMDB
(3beta,4alpha,5alpha)-4-Methylergosta-8,14,24(28)-trien-3-ol	HMDB
(3β,4α,5α)-4-Methylergosta-8,14,24(28)-trien-3-ol	HMDB
4alpha-Methylergosta-8,14,24(241)-trien-3beta-ol	HMDB
4α-Methyl-5α-ergosta-8,14,24(28)-trien-3β-ol	HMDB
4α-Methylergosta-8,14,24(241)-trien-3β-ol	HMDB

Chemical Formula

C₂₉H₄₆O

Average Molecular Weight

410.6749

Monoisotopic Molecular Weight

410.354866094

IUPAC Name

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

Traditional Name

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

CAS Registry Number

74635-33-9

SMILES

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

InChI Identifier

InChI=1S/C29H46O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h13,18,20-21,23-24,27,30H,3,8-12,14-17H2,1-2,4-7H3/t20-,21+,23-,24+,27+,28-,29+/m1/s1

InChI Key

HLAWVOWADPNAGN-BAHZUFOISA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
3-beta-hydroxysteroid
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:30109 )
Ergosterols and C24-methyl derivatives (C11508 )
Ergosterols and C24-methyl derivatives (LMST01031020 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0006928)
Membrane (HMDB: HMDB0006928)

Source

Exogenous

Exogenous (HMDB: HMDB0006928)

Food

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Wheat (FooDB: FOOD00561)

Cereals and cereal products (FooDB: FOOD00858)

Endogenous

Endogenous (HMDB: HMDB0006928)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Steroid Biosynthesis (PathBank: SMP0121236)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	7	ALOGPS
logP	6.97	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	18.96	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130 m³·mol⁻¹	ChemAxon
Polarizability	53.06 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]+	200.534	31661259
DarkChem	[M-H]-	201.777	31661259
DeepCCS	[M-2H]-	243.212	30932474
DeepCCS	[M+Na]+	217.535	30932474
AllCCS	[M+H]+	208.4	32859911
AllCCS	[M+H-H2O]+	206.3	32859911
AllCCS	[M+NH4]+	210.3	32859911
AllCCS	[M+Na]+	210.8	32859911
AllCCS	[M-H]-	208.0	32859911
AllCCS	[M+Na-2H]-	210.0	32859911
AllCCS	[M+HCOO]-	212.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
delta8,14-Sterol	[H][C@@]1(CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC(=C)C(C)C	3298.5	Standard polar	33892256
delta8,14-Sterol	[H][C@@]1(CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC(=C)C(C)C	3290.1	Standard non polar	33892256
delta8,14-Sterol	[H][C@@]1(CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC(=C)C(C)C	3315.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
delta8,14-Sterol,1TMS,isomer #1	C=C(CC[C@@H](C)[C@H]1CC=C2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@H](C)[C@@H]1CC3)C(C)C	3191.8	Semi standard non polar	33892256
delta8,14-Sterol,1TBDMS,isomer #1	C=C(CC[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](C)[C@@H]1CC3)C(C)C	3441.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - delta8,14-Sterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-0009000000-3be06a7a2e1d781b5fa8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta8,14-Sterol GC-MS (1 TMS) - 70eV, Positive	splash10-0gb9-2003900000-1ddc0b2fd8c5c5050903	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta8,14-Sterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 10V, Positive-QTOF	splash10-01ox-1019500000-046d99a719521520a221	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 20V, Positive-QTOF	splash10-053u-5239100000-35e12a7ac241ea6b3d5e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 40V, Positive-QTOF	splash10-05o0-7179000000-157b7d71a0b50a4f6cfa	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 10V, Negative-QTOF	splash10-0a4i-0002900000-3112227426dc5f73b598	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 20V, Negative-QTOF	splash10-0a4i-0004900000-6302f767a4949cfeabe0	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 40V, Negative-QTOF	splash10-0006-2009000000-1068ac4ee572fe372b16	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 10V, Positive-QTOF	splash10-02t9-0079400000-909cacfa5264a8b97053	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 20V, Positive-QTOF	splash10-014i-5295000000-8fdfbe980fb078069131	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 40V, Positive-QTOF	splash10-014u-9431000000-dd7d0e22284f4ddcce4c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 10V, Negative-QTOF	splash10-0a4i-0000900000-84eae2c8ad8ccafd7741	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 20V, Negative-QTOF	splash10-0a4i-0000900000-bf8e63a2888265bea2de	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8,14-Sterol 40V, Negative-QTOF	splash10-0a4i-0001900000-7b92331f9804da3440ed	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

ALPHA-METHYL-5-ALPHA-ERGOSTA

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443237

PDB ID

Not Available

ChEBI ID

30109

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

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

delta8,14-Sterol + NADPH + Hydrogen Ion → 4alpha-Methylfecosterol + NADP	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

Obtusifoliol + Oxygen + NADPH → delta8,14-Sterol + Formic acid + NADP + Water	details
Obtusifoliol + Oxygen + NADPH + Hydrogen Ion → delta8,14-Sterol + Formic acid + NADP + Water	details

Showing metabocard for delta8,14-Sterol (HMDB0006928)

MOL for HMDB0006928 (delta8,14-Sterol)

3D MOL for HMDB0006928 (delta8,14-Sterol)

3D SDF for HMDB0006928 (delta8,14-Sterol)

3D-SDF for HMDB0006928 (delta8,14-Sterol)

PDB for HMDB0006928 (delta8,14-Sterol)

3D PDB for HMDB0006928 (delta8,14-Sterol)

SMILES for HMDB0006928 (delta8,14-Sterol)

INCHI for HMDB0006928 (delta8,14-Sterol)

Structure for HMDB0006928 (delta8,14-Sterol)

3D Structure for HMDB0006928 (delta8,14-Sterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions