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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:34:13 UTC

Update Date

2022-03-07 02:52:24 UTC

HMDB ID

HMDB0030021

Secondary Accession Numbers

HMDB30021

Metabolite Identification

Common Name

Fucosterol

Description

Fucosterol, also known as fucosterin, belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Fucosterol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241212352D          

 30 33  0  0  0  0            999 V2000
   -2.7807   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -2.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -3.0427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7807   -3.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663   -3.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663   -2.2177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3518   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3518   -3.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6373   -3.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6373   -2.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6373   -0.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3518   -0.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7916   -0.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.9802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0771   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5060   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5060   -0.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2097   -3.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663   -1.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5061    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7916    0.2573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2205    0.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    1.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495    0.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -0.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2205    1.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 18  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  7  6  1  0  0  0  0
  6 19  1  1  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 29  1  6  0  0  0
 23 24  1  0  0  0  0
 25 24  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 13 22  1  0  0  0  0
 25 30  1  0  0  0  0
M  END

HMDB0030021
     RDKit          3D
Fucosterol
 78 81  0  0  0  0  0  0  0  0999 V2000
   -6.0884   -2.3711    1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4886   -1.1170    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7846   -0.2728   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -0.3468   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5769   -1.4451    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0929   -1.4511   -0.3026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0753   -1.5079   -1.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2791   -0.5162    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284    0.9410    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610    1.6106    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7333    0.4727    1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366    0.8604    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7278    1.4952    1.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2022    1.6257    1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219    0.9244    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4148    1.1677    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544    1.6785   -0.4706 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9555    2.0459   -0.6850 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1857    0.6185   -1.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7055    0.3820   -1.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3720   -0.0875    0.0856 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1057   -1.4052    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193   -0.3145    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2565   -0.8243   -0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8005   -1.0667   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -0.7697    0.4560 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4683   -1.9970    1.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5230    0.9552   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8147    2.1985   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3912    0.9703   -2.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044   -2.3066    1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0160   -2.6535    1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0306   -3.2520    0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5839   -0.8586    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2550   -0.2023   -1.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9487    0.6281   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -2.4532   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4848   -1.2993    1.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7609   -2.4993    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0634   -1.9521   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459   -0.5241   -2.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3432   -2.1526   -2.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5409   -0.7662    1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1478    1.3632    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    1.3451   -0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345    2.0722   -0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665    2.3644    1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072    0.3760    2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263    1.6048   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    2.4962    2.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886    0.9209    2.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6898    2.3666    2.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6929    1.9715    1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057    0.2920    1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0087    2.5873   -0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1684    2.7948   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7998   -0.2930   -1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4437    0.9333   -2.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4633   -0.4176   -2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2033    1.3271   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8815   -1.3774    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5371   -1.7729   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3892   -2.2065    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8333   -1.1058    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423   -1.7218   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4488   -0.0531   -1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -0.4821   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670   -2.1790   -1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789   -1.6720    2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4955   -2.4862    1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0946   -2.7533    0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5503    0.9939   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5108    2.1140    0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5451    3.0342   -0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9585    2.4835   -0.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1647    1.6601   -2.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3565    1.3330   -2.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5243   -0.0755   -2.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
  3 28  1  0
 28 29  1  0
 28 30  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  1
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  6
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
M  END


  Mrv0541 02241212352D          

 30 33  0  0  0  0            999 V2000
   -2.7807   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -2.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -3.0427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7807   -3.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663   -3.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663   -2.2177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3518   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3518   -3.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6373   -3.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6373   -2.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6373   -0.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3518   -0.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7916   -0.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.9802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0771   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5060   -1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5060   -0.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2097   -3.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663   -1.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5061    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7916    0.2573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2205    0.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    1.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495    0.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -0.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2205    1.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 18  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  7  6  1  0  0  0  0
  6 19  1  1  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 29  1  6  0  0  0
 23 24  1  0  0  0  0
 25 24  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 13 22  1  0  0  0  0
 25 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030021

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(\C(C)C)CC[C@@H](C)C1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24?,25?,26?,27?,28+,29-/m1/s1

> <INCHI_KEY>
OSELKOCHBMDKEJ-ZMRGBFEOSA-N

> <FORMULA>
C29H48O

> <MOLECULAR_WEIGHT>
412.6908

> <EXACT_MASS>
412.370516158

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
52.846162443209266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,5S,15R)-2,15-dimethyl-14-[(2R,5E)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
7.60

> <JCHEM_LOGP>
7.4388973106666665

> <ALOGPS_LOGS>
-6.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972437702926293

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
130.6161

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.48e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5S,15R)-14-[(2R,5E)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030021
     RDKit          3D
Fucosterol
 78 81  0  0  0  0  0  0  0  0999 V2000
   -6.0884   -2.3711    1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4886   -1.1170    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7846   -0.2728   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -0.3468   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5769   -1.4451    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0929   -1.4511   -0.3026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0753   -1.5079   -1.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2791   -0.5162    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284    0.9410    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610    1.6106    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7333    0.4727    1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366    0.8604    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7278    1.4952    1.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2022    1.6257    1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219    0.9244    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4148    1.1677    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544    1.6785   -0.4706 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9555    2.0459   -0.6850 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1857    0.6185   -1.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7055    0.3820   -1.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3720   -0.0875    0.0856 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1057   -1.4052    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193   -0.3145    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2565   -0.8243   -0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8005   -1.0667   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -0.7697    0.4560 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4683   -1.9970    1.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5230    0.9552   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8147    2.1985   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3912    0.9703   -2.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044   -2.3066    1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0160   -2.6535    1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0306   -3.2520    0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5839   -0.8586    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2550   -0.2023   -1.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9487    0.6281   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -2.4532   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4848   -1.2993    1.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7609   -2.4993    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0634   -1.9521   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459   -0.5241   -2.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3432   -2.1526   -2.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5409   -0.7662    1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1478    1.3632    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    1.3451   -0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345    2.0722   -0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665    2.3644    1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072    0.3760    2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263    1.6048   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    2.4962    2.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886    0.9209    2.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6898    2.3666    2.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6929    1.9715    1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057    0.2920    1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0087    2.5873   -0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1684    2.7948   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7998   -0.2930   -1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4437    0.9333   -2.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4633   -0.4176   -2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2033    1.3271   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8815   -1.3774    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5371   -1.7729   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3892   -2.2065    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8333   -1.1058    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423   -1.7218   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4488   -0.0531   -1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -0.4821   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670   -2.1790   -1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789   -1.6720    2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4955   -2.4862    1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0946   -2.7533    0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5503    0.9939   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5108    2.1140    0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5451    3.0342   -0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9585    2.4835   -0.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1647    1.6601   -2.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3565    1.3330   -2.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5243   -0.0755   -2.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
  3 28  1  0
 28 29  1  0
 28 30  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  1
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  6
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.191  -3.370   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.524  -4.140   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.524  -5.680   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.191  -6.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.857  -5.680   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.857  -4.140   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.523  -3.370   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.523  -6.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.190  -5.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.190  -4.140   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.190  -1.060   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.523  -1.830   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.478  -1.060   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.144  -1.830   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.144  -3.370   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.811  -3.370   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.811  -1.830   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -7.858  -6.450   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.857  -2.600   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.144  -0.290   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.811   1.250   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.478   0.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.145   0.480   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.479   1.250   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.479   2.790   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.812   0.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.146   1.250   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.812  -1.060   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.144   1.250   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.145   3.560   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    5    7   19                                             
CONECT    7    6   12   10                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    7    9   15                                                  
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   14   17   22                                                  
CONECT   14   11   13   15   20                                             
CONECT   15   10   14   16                                                  
CONECT   16   15   17                                                       
CONECT   17   13   16                                                       
CONECT   18    3                                                            
CONECT   19    6                                                            
CONECT   20   14                                                            
CONECT   21   22   23                                                       
CONECT   22   21   29   13                                                  
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   30                                                       
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   22                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0030021
HETATM    1  C1  UNL     1      -6.088  -2.371   1.196  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.489  -1.117   0.527  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.785  -0.273  -0.138  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.367  -0.347  -0.405  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.577  -1.445   0.126  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.093  -1.451  -0.303  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.075  -1.508  -1.778  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.279  -0.516   0.443  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.528   0.941   0.392  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.161   1.611   0.611  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.733   0.473   1.093  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.137   0.860   0.746  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.728   1.495   1.998  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.202   1.626   1.845  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.922   0.924   1.001  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.415   1.168   0.956  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.654   1.679  -0.471  1.00  0.00           C  
HETATM   18  O1  UNL     1       7.955   2.046  -0.685  1.00  0.00           O  
HETATM   19  C18 UNL     1       6.186   0.618  -1.410  1.00  0.00           C  
HETATM   20  C19 UNL     1       4.705   0.382  -1.320  1.00  0.00           C  
HETATM   21  C20 UNL     1       4.372  -0.087   0.086  1.00  0.00           C  
HETATM   22  C21 UNL     1       5.106  -1.405   0.276  1.00  0.00           C  
HETATM   23  C22 UNL     1       2.919  -0.315   0.290  1.00  0.00           C  
HETATM   24  C23 UNL     1       2.257  -0.824  -0.974  1.00  0.00           C  
HETATM   25  C24 UNL     1       0.800  -1.067  -0.865  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.213  -0.770   0.456  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.468  -1.997   1.350  1.00  0.00           C  
HETATM   28  C27 UNL     1      -6.523   0.955  -0.714  1.00  0.00           C  
HETATM   29  C28 UNL     1      -5.815   2.198  -0.200  1.00  0.00           C  
HETATM   30  C29 UNL     1      -6.391   0.970  -2.218  1.00  0.00           C  
HETATM   31  H1  UNL     1      -5.304  -2.307   1.944  1.00  0.00           H  
HETATM   32  H2  UNL     1      -7.016  -2.654   1.822  1.00  0.00           H  
HETATM   33  H3  UNL     1      -6.031  -3.252   0.510  1.00  0.00           H  
HETATM   34  H4  UNL     1      -7.584  -0.859   0.608  1.00  0.00           H  
HETATM   35  H5  UNL     1      -4.255  -0.202  -1.525  1.00  0.00           H  
HETATM   36  H6  UNL     1      -3.949   0.628  -0.016  1.00  0.00           H  
HETATM   37  H7  UNL     1      -3.971  -2.453  -0.024  1.00  0.00           H  
HETATM   38  H8  UNL     1      -3.485  -1.299   1.252  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.761  -2.499   0.032  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.063  -1.952  -2.109  1.00  0.00           H  
HETATM   41  H11 UNL     1      -2.046  -0.524  -2.285  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.343  -2.153  -2.264  1.00  0.00           H  
HETATM   43  H13 UNL     1      -1.541  -0.766   1.551  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.148   1.363   1.210  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.855   1.345  -0.586  1.00  0.00           H  
HETATM   46  H16 UNL     1       0.234   2.072  -0.302  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.167   2.364   1.395  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.607   0.376   2.214  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.126   1.605  -0.097  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.263   2.496   2.098  1.00  0.00           H  
HETATM   51  H21 UNL     1       2.489   0.921   2.901  1.00  0.00           H  
HETATM   52  H22 UNL     1       4.690   2.367   2.497  1.00  0.00           H  
HETATM   53  H23 UNL     1       6.693   1.972   1.662  1.00  0.00           H  
HETATM   54  H24 UNL     1       7.006   0.292   1.199  1.00  0.00           H  
HETATM   55  H25 UNL     1       6.009   2.587  -0.575  1.00  0.00           H  
HETATM   56  H26 UNL     1       8.168   2.795  -0.063  1.00  0.00           H  
HETATM   57  H27 UNL     1       6.800  -0.293  -1.248  1.00  0.00           H  
HETATM   58  H28 UNL     1       6.444   0.933  -2.465  1.00  0.00           H  
HETATM   59  H29 UNL     1       4.463  -0.418  -2.075  1.00  0.00           H  
HETATM   60  H30 UNL     1       4.203   1.327  -1.578  1.00  0.00           H  
HETATM   61  H31 UNL     1       5.882  -1.377   1.050  1.00  0.00           H  
HETATM   62  H32 UNL     1       5.537  -1.773  -0.672  1.00  0.00           H  
HETATM   63  H33 UNL     1       4.389  -2.206   0.618  1.00  0.00           H  
HETATM   64  H34 UNL     1       2.833  -1.106   1.092  1.00  0.00           H  
HETATM   65  H35 UNL     1       2.842  -1.722  -1.334  1.00  0.00           H  
HETATM   66  H36 UNL     1       2.449  -0.053  -1.766  1.00  0.00           H  
HETATM   67  H37 UNL     1       0.255  -0.482  -1.630  1.00  0.00           H  
HETATM   68  H38 UNL     1       0.667  -2.179  -1.034  1.00  0.00           H  
HETATM   69  H39 UNL     1       0.879  -1.672   2.331  1.00  0.00           H  
HETATM   70  H40 UNL     1      -0.496  -2.486   1.593  1.00  0.00           H  
HETATM   71  H41 UNL     1       1.095  -2.753   0.840  1.00  0.00           H  
HETATM   72  H42 UNL     1      -7.550   0.994  -0.356  1.00  0.00           H  
HETATM   73  H43 UNL     1      -5.511   2.114   0.848  1.00  0.00           H  
HETATM   74  H44 UNL     1      -6.545   3.034  -0.292  1.00  0.00           H  
HETATM   75  H45 UNL     1      -4.959   2.484  -0.879  1.00  0.00           H  
HETATM   76  H46 UNL     1      -7.165   1.660  -2.603  1.00  0.00           H  
HETATM   77  H47 UNL     1      -5.357   1.333  -2.447  1.00  0.00           H  
HETATM   78  H48 UNL     1      -6.524  -0.076  -2.569  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   34
CONECT    3    4   28
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7    8   39
CONECT    7   40   41   42
CONECT    8    9   26   43
CONECT    9   10   44   45
CONECT   10   11   46   47
CONECT   11   12   26   48
CONECT   12   13   23   49
CONECT   13   14   50   51
CONECT   14   15   15   52
CONECT   15   16   21
CONECT   16   17   53   54
CONECT   17   18   19   55
CONECT   18   56
CONECT   19   20   57   58
CONECT   20   21   59   60
CONECT   21   22   23
CONECT   22   61   62   63
CONECT   23   24   64
CONECT   24   25   65   66
CONECT   25   26   67   68
CONECT   26   27
CONECT   27   69   70   71
CONECT   28   29   30   72
CONECT   29   73   74   75
CONECT   30   76   77   78
END

HMDB0030021
     RDKit          3D
Fucosterol
 78 81  0  0  0  0  0  0  0  0999 V2000
   -6.0884   -2.3711    1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4886   -1.1170    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7846   -0.2728   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -0.3468   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5769   -1.4451    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0929   -1.4511   -0.3026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0753   -1.5079   -1.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2791   -0.5162    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284    0.9410    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610    1.6106    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7333    0.4727    1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366    0.8604    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7278    1.4952    1.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2022    1.6257    1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219    0.9244    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4148    1.1677    0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544    1.6785   -0.4706 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9555    2.0459   -0.6850 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1857    0.6185   -1.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7055    0.3820   -1.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3720   -0.0875    0.0856 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1057   -1.4052    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193   -0.3145    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2565   -0.8243   -0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8005   -1.0667   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -0.7697    0.4560 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4683   -1.9970    1.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5230    0.9552   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8147    2.1985   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3912    0.9703   -2.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044   -2.3066    1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0160   -2.6535    1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0306   -3.2520    0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5839   -0.8586    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2550   -0.2023   -1.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9487    0.6281   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -2.4532   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4848   -1.2993    1.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7609   -2.4993    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0634   -1.9521   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459   -0.5241   -2.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3432   -2.1526   -2.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5409   -0.7662    1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1478    1.3632    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    1.3451   -0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345    2.0722   -0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665    2.3644    1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072    0.3760    2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263    1.6048   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    2.4962    2.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886    0.9209    2.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6898    2.3666    2.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6929    1.9715    1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057    0.2920    1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0087    2.5873   -0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1684    2.7948   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7998   -0.2930   -1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4437    0.9333   -2.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4633   -0.4176   -2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2033    1.3271   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8815   -1.3774    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5371   -1.7729   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3892   -2.2065    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8333   -1.1058    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423   -1.7218   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4488   -0.0531   -1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -0.4821   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670   -2.1790   -1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789   -1.6720    2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4955   -2.4862    1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0946   -2.7533    0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5503    0.9939   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5108    2.1140    0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5451    3.0342   -0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9585    2.4835   -0.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1647    1.6601   -2.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3565    1.3330   -2.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5243   -0.0755   -2.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
  3 28  1  0
 28 29  1  0
 28 30  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  1
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  6
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(24E)-Ethylidenecholesterol	HMDB
(3b,24E)-Stigmasta-5,24(28)-dien-3-ol	HMDB
(e)-24-Ethylidenecholesterol	HMDB
(e)-Stigmasta-5,24(28)-dien-3b-ol	HMDB
24(e)-Ethylidenecholest-5-en-3beta -ol	HMDB
Fucosterin	HMDB
Stigmasta-5,24(28)-dien-3beta (e)--ol	HMDB
trans-24-Ethylidenecholesterol	HMDB
trans-D5-Avenosterol	HMDB
(24E)-24-N-Propylidenecholesterol	MeSH
delta(5)-Avenasterol	MeSH
Fucosterol	MeSH
Stigmasta-5,24-dien-3 beta-ol	MeSH
24-Isoethylidenecholest-5-en-3 beta-ol,delta(5)-avenasterol	MeSH
24Z-Ethylidenecholest-5-en-3b-ol	MeSH
28-Isofucosterol	MeSH
Fucosterol, (3beta)-isomer	MeSH
Fucosterol, 28-(14)C-labeled CPD, (e)-isomer	MeSH

Chemical Formula

C₂₉H₄₈O

Average Molecular Weight

412.6908

Monoisotopic Molecular Weight

412.370516158

IUPAC Name

(2R,5S,15R)-2,15-dimethyl-14-[(2R,5E)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

Traditional Name

(2R,5S,15R)-14-[(2R,5E)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

CAS Registry Number

17605-67-3

SMILES

C\C=C(\C(C)C)CC[C@@H](C)C1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C

InChI Identifier

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24?,25?,26?,27?,28+,29-/m1/s1

InChI Key

OSELKOCHBMDKEJ-ZMRGBFEOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0030021)
Cell membrane (HMDB: HMDB0030021)

Biofluid or Excreta

Urine (HMDB: HMDB0030021)

Tissue substructure

Hepatic tissue (HMDB: HMDB0030021)

Excreta

Biofluid or Excreta

Feces (PMID: 27015276)

Cellular substructure

Extracellular (HMDB: HMDB0030021)
Membrane (HMDB: HMDB0030021)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030021)

Source

Endogenous

Endogenous (HMDB: HMDB0030021)

Plant

Plant (HMDB: HMDB0030021)

Animal

Animal (HMDB: HMDB0030021)

Exogenous

Food

Food (HMDB: HMDB0030021)

Animal origin

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Fruit

Tropical fruit

Coconut (FooDB: FOOD00336)

Herb and spice

Herb

Lemon grass (FooDB: FOOD00070)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030021)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030021)

Cellular process

Cell signaling (HMDB: HMDB0030021)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030021)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0030021)

Molecular messenger

Signaling molecule (HMDB: HMDB0030021)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030021)

Emulsifier (HMDB: HMDB0030021)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	124 °C	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	7.5e-05 g/L	ALOGPS
logP	7.6	ALOGPS
logP	7.44	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.62 m³·mol⁻¹	ChemAxon
Polarizability	52.85 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]+	200.347	31661259
DarkChem	[M-H]-	197.727	31661259
DeepCCS	[M-2H]-	242.332	30932474
DeepCCS	[M+Na]+	217.9	30932474
AllCCS	[M+H]+	209.7	32859911
AllCCS	[M+H-H2O]+	207.7	32859911
AllCCS	[M+NH4]+	211.6	32859911
AllCCS	[M+Na]+	212.1	32859911
AllCCS	[M-H]-	207.5	32859911
AllCCS	[M+Na-2H]-	209.5	32859911
AllCCS	[M+HCOO]-	211.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fucosterol	C\C=C(\C(C)C)CC[C@@H](C)C1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	2560.2	Standard polar	33892256
Fucosterol	C\C=C(\C(C)C)CC[C@@H](C)C1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	3926.1	Standard non polar	33892256
Fucosterol	C\C=C(\C(C)C)CC[C@@H](C)C1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	3311.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fucosterol,1TMS,isomer #1	C/C=C(\CC[C@@H](C)C1CCC2C3CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@@]21C)C(C)C	3326.5	Semi standard non polar	33892256
Fucosterol,1TBDMS,isomer #1	C/C=C(\CC[C@@H](C)C1CCC2C3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@@]21C)C(C)C	3551.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fucosterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-0109000000-a1e9aa5ecd141028d574	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fucosterol GC-MS (1 TMS) - 70eV, Positive	splash10-06di-2104900000-fd4678ce9164cc207101	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fucosterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fucosterol 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 - Fucosterol 10V, Positive-QTOF	splash10-01ot-1019500000-bcaac8318b52fbef2725	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 20V, Positive-QTOF	splash10-0002-6259100000-c5a8fd880d63c55bcacf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 40V, Positive-QTOF	splash10-0002-7094000000-d9a6cedb0a89fad97057	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 10V, Negative-QTOF	splash10-03di-0002900000-82a40a2a370fc124e6ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 20V, Negative-QTOF	splash10-03di-0005900000-96d823e5c0a704f96e3d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 40V, Negative-QTOF	splash10-0002-2009000000-6ab638e744dcb194bcf2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 10V, Positive-QTOF	splash10-000i-0009000000-3435c916b009674ed73f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 20V, Positive-QTOF	splash10-0mji-9034100000-a276943f018a4b6c0c67	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 40V, Positive-QTOF	splash10-0a4i-9720000000-ad3d3c3e6638fa490e55	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 10V, Negative-QTOF	splash10-03di-0000900000-363450e12a0ea926276e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 20V, Negative-QTOF	splash10-03di-0002900000-091003fd0596352205d1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fucosterol 40V, Negative-QTOF	splash10-0a4i-0009700000-65d2076e7d57b208a3b0	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001314

KNApSAcK ID

C00003653

Chemspider ID

Not Available

KEGG Compound ID

C08817

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fucosterol

METLIN ID

Not Available

PubChem Compound

131750945

PDB ID

Not Available

ChEBI ID

27865

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Fucosterol (HMDB0030021)

MOL for HMDB0030021 (Fucosterol)

3D MOL for HMDB0030021 (Fucosterol)

3D SDF for HMDB0030021 (Fucosterol)

3D-SDF for HMDB0030021 (Fucosterol)

PDB for HMDB0030021 (Fucosterol)

3D PDB for HMDB0030021 (Fucosterol)

SMILES for HMDB0030021 (Fucosterol)

INCHI for HMDB0030021 (Fucosterol)

Structure for HMDB0030021 (Fucosterol)

3D Structure for HMDB0030021 (Fucosterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra