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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:48 UTC

Update Date

2022-03-07 02:52:18 UTC

HMDB ID

HMDB0029815

Secondary Accession Numbers

HMDB29815

Metabolite Identification

Common Name

Doristerol

Description

Doristerol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, doristerol is considered to be a sterol. Based on a literature review a significant number of articles have been published on Doristerol.

Structure

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


  Mrv0541 02241216012D          

 31 34  0  0  0  0            999 V2000
   -3.4473   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -3.3589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4473   -3.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -3.3589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7329   -2.5339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0184   -2.1214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0184   -3.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250   -0.8839    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5895   -1.2964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5895   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8394   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8394   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -3.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -4.1839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -2.9464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250   -0.0589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8395   -0.4714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539    1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539    2.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684    2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  2  0  0  0  0
  7 10  1  0  0  0  0
 12  7  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
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 15 16  1  0  0  0  0
 14 15  1  0  0  0  0
  3 18  1  1  0  0  0
  6 19  1  1  0  0  0
  5 20  1  6  0  0  0
  7 21  1  6  0  0  0
 14 22  1  1  0  0  0
 13 23  1  0  0  0  0
 13 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 23 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0029815
     RDKit          3D
Doristerol
 74 77  0  0  0  0  0  0  0  0999 V2000
    8.3489   -0.8734    1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3695    0.1794    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8156    0.6847   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062   -0.4665    0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    0.5486    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536   -0.1863    0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4457    0.6178   -0.1323 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6405    1.1075   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.2909    0.0629 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2671   -0.6355    1.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -0.5403    2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9204   -0.5051    0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -1.0356    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -1.8585    1.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821   -1.3487    1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7937   -1.3116    0.0281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2611   -1.2283   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8711   -0.0018   -0.6283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4118    0.8054    0.4054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087    0.8036   -1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    0.0522   -1.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9978   -0.2809   -0.7475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7984    0.9831    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6358   -0.8839   -0.9571 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7401   -0.3038   -1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.4941   -1.5060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0751    0.3428   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0120    1.7131    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9644   -1.8717    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3625   -0.6868    0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5106   -0.8548    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3447    0.9701    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4350    1.6939   -0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4816    0.0096   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9353    0.7757   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9972   -1.3711    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7756   -0.8031    1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2582    1.0007   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9858    1.3632    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7954   -1.0802   -0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5272   -0.6247    1.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    1.5043    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6534    0.2943   -2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209    1.9274   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6310    1.5997   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4320   -1.2020   -0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259   -1.6485    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    0.1263    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924    0.3848    2.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4434   -1.3882    2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -1.9182    2.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128   -2.8844    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8559   -2.1728    1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785   -0.4151    1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4794   -2.3156   -0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6744   -1.3660    0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6939   -2.1245   -0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7956   -0.2700   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3730    1.7469    0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7747    1.7808   -1.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5197    1.0585   -2.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020   -0.8527   -2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2623    0.7077   -2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7242    1.3170    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005    0.7551    0.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4397    1.8198   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680   -1.9586   -1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255   -1.1536   -2.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    0.3083   -2.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837    1.5948   -1.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561    0.3123   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0509    1.9518    0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6163    1.7128    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2896    2.5105   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  6
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  6
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  6
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
M  END


  Mrv0541 02241216012D          

 31 34  0  0  0  0            999 V2000
   -3.4473   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -3.3589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4473   -3.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -3.3589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7329   -2.5339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0184   -2.1214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0184   -3.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250   -0.8839    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5895   -1.2964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5895   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8394   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8394   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -3.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -4.1839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -2.9464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250   -0.0589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8395   -0.4714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539    1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539    2.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684    2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  2  0  0  0  0
  7 10  1  0  0  0  0
 12  7  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
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 15 16  1  0  0  0  0
 14 15  1  0  0  0  0
  3 18  1  1  0  0  0
  6 19  1  1  0  0  0
  5 20  1  6  0  0  0
  7 21  1  6  0  0  0
 14 22  1  1  0  0  0
 13 23  1  0  0  0  0
 13 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 23 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029815

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CCC2=C3CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-21,23,25,28H,6-17H2,1-5H3/t19-,20+,21+,23-,25+,26+,27-/m1/s1

> <INCHI_KEY>
ONYPIMNXSARKFQ-NFTYELEKSA-N

> <FORMULA>
C27H46O

> <MOLECULAR_WEIGHT>
386.6535

> <EXACT_MASS>
386.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
50.41597180029246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,7S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-10-en-5-ol

> <ALOGPS_LOGP>
6.54

> <JCHEM_LOGP>
7.069231206

> <ALOGPS_LOGS>
-6.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296376922321688

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569647341764934

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
120.34989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.41e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,7S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-10-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0029815
     RDKit          3D
Doristerol
 74 77  0  0  0  0  0  0  0  0999 V2000
    8.3489   -0.8734    1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3695    0.1794    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8156    0.6847   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062   -0.4665    0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    0.5486    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536   -0.1863    0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4457    0.6178   -0.1323 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6405    1.1075   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.2909    0.0629 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2671   -0.6355    1.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -0.5403    2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9204   -0.5051    0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -1.0356    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -1.8585    1.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821   -1.3487    1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7937   -1.3116    0.0281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2611   -1.2283   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8711   -0.0018   -0.6283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4118    0.8054    0.4054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087    0.8036   -1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    0.0522   -1.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9978   -0.2809   -0.7475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7984    0.9831    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6358   -0.8839   -0.9571 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7401   -0.3038   -1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.4941   -1.5060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0751    0.3428   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0120    1.7131    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9644   -1.8717    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3625   -0.6868    0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5106   -0.8548    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3447    0.9701    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4350    1.6939   -0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4816    0.0096   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9353    0.7757   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9972   -1.3711    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7756   -0.8031    1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2582    1.0007   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9858    1.3632    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7954   -1.0802   -0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5272   -0.6247    1.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    1.5043    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6534    0.2943   -2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209    1.9274   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6310    1.5997   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4320   -1.2020   -0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259   -1.6485    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    0.1263    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924    0.3848    2.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4434   -1.3882    2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -1.9182    2.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128   -2.8844    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8559   -2.1728    1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785   -0.4151    1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4794   -2.3156   -0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6744   -1.3660    0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6939   -2.1245   -0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7956   -0.2700   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3730    1.7469    0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7747    1.7808   -1.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5197    1.0585   -2.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020   -0.8527   -2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2623    0.7077   -2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7242    1.3170    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005    0.7551    0.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4397    1.8198   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680   -1.9586   -1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255   -1.1536   -2.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    0.3083   -2.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837    1.5948   -1.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561    0.3123   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0509    1.9518    0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6163    1.7128    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2896    2.5105   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  6
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  6
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  6
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  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      -6.435  -3.960   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.769  -4.730   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.769  -6.270   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.435  -7.040   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.101  -6.270   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.101  -4.730   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.768  -3.960   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.768  -7.040   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.434  -6.270   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.434  -4.730   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.434  -1.650   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.768  -2.420   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.233  -1.650   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.100  -2.420   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.100  -3.960   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.567  -3.960   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.567  -2.420   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -9.102  -7.040   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -5.101  -3.190   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      -5.101  -7.810   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.768  -5.500   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      -1.100  -0.880   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.233  -0.110   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       1.567  -0.880   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       1.567   0.660   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.567   2.200   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.100   0.660   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.901   2.970   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.901   4.510   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.234   5.280   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.567   5.280   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   20                                             
CONECT    6    1    7    5   19                                             
CONECT    7    6   10   12   21                                             
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   15    7                                                  
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   14   17   23   24                                             
CONECT   14   11   13   15   22                                             
CONECT   15   10   16   14                                                  
CONECT   16   17   15                                                       
CONECT   17   16   13                                                       
CONECT   18    3                                                            
CONECT   19    6                                                            
CONECT   20    5                                                            
CONECT   21    7                                                            
CONECT   22   14                                                            
CONECT   23   13   25   27                                                  
CONECT   24   13                                                            
CONECT   25   23   26                                                       
CONECT   26   25   28                                                       
CONECT   27   23                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0029815
HETATM    1  C1  UNL     1       8.349  -0.873   1.254  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.369   0.179   0.786  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.816   0.685  -0.547  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.006  -0.466   0.753  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.945   0.549   0.282  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.654  -0.186   0.287  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.446   0.618  -0.132  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.641   1.108  -1.528  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.258  -0.291   0.063  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.267  -0.636   1.563  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.164  -0.540   2.036  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.920  -0.505   0.765  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.051  -1.036   0.411  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.835  -1.859   1.382  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.282  -1.349   1.453  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.794  -1.312   0.028  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.261  -1.228  -0.080  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.871  -0.002  -0.628  1.00  0.00           C  
HETATM   19  O1  UNL     1      -7.412   0.805   0.405  1.00  0.00           O  
HETATM   20  C19 UNL     1      -6.009   0.804  -1.541  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.749   0.052  -1.979  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.998  -0.281  -0.747  1.00  0.00           C  
HETATM   23  C22 UNL     1      -3.798   0.983   0.082  1.00  0.00           C  
HETATM   24  C23 UNL     1      -2.636  -0.884  -0.957  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.740  -0.304  -1.944  1.00  0.00           C  
HETATM   26  C25 UNL     1      -0.569   0.494  -1.506  1.00  0.00           C  
HETATM   27  C26 UNL     1      -0.075   0.343  -0.130  1.00  0.00           C  
HETATM   28  C27 UNL     1      -0.012   1.713   0.565  1.00  0.00           C  
HETATM   29  H1  UNL     1       7.964  -1.872   0.970  1.00  0.00           H  
HETATM   30  H2  UNL     1       9.362  -0.687   0.799  1.00  0.00           H  
HETATM   31  H3  UNL     1       8.511  -0.855   2.350  1.00  0.00           H  
HETATM   32  H4  UNL     1       7.345   0.970   1.560  1.00  0.00           H  
HETATM   33  H5  UNL     1       7.435   1.694  -0.788  1.00  0.00           H  
HETATM   34  H6  UNL     1       7.482   0.010  -1.343  1.00  0.00           H  
HETATM   35  H7  UNL     1       8.935   0.776  -0.519  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.997  -1.371   0.111  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.776  -0.803   1.784  1.00  0.00           H  
HETATM   38  H10 UNL     1       5.258   1.001  -0.659  1.00  0.00           H  
HETATM   39  H11 UNL     1       4.986   1.363   1.054  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.795  -1.080  -0.392  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.527  -0.625   1.302  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.405   1.504   0.540  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.653   0.294  -2.282  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.921   1.927  -1.801  1.00  0.00           H  
HETATM   45  H17 UNL     1       3.631   1.600  -1.598  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.432  -1.202  -0.527  1.00  0.00           H  
HETATM   47  H19 UNL     1       1.626  -1.649   1.743  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.833   0.126   2.149  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.392   0.385   2.597  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.443  -1.388   2.694  1.00  0.00           H  
HETATM   51  H23 UNL     1      -2.383  -1.918   2.373  1.00  0.00           H  
HETATM   52  H24 UNL     1      -2.913  -2.884   0.931  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.856  -2.173   1.952  1.00  0.00           H  
HETATM   54  H26 UNL     1      -4.379  -0.415   1.998  1.00  0.00           H  
HETATM   55  H27 UNL     1      -4.479  -2.316  -0.397  1.00  0.00           H  
HETATM   56  H28 UNL     1      -6.674  -1.366   0.967  1.00  0.00           H  
HETATM   57  H29 UNL     1      -6.694  -2.125  -0.621  1.00  0.00           H  
HETATM   58  H30 UNL     1      -7.796  -0.270  -1.229  1.00  0.00           H  
HETATM   59  H31 UNL     1      -7.373   1.747   0.085  1.00  0.00           H  
HETATM   60  H32 UNL     1      -5.775   1.781  -1.094  1.00  0.00           H  
HETATM   61  H33 UNL     1      -6.520   1.059  -2.518  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.102  -0.853  -2.526  1.00  0.00           H  
HETATM   63  H35 UNL     1      -4.262   0.708  -2.701  1.00  0.00           H  
HETATM   64  H36 UNL     1      -4.724   1.317   0.582  1.00  0.00           H  
HETATM   65  H37 UNL     1      -3.100   0.755   0.942  1.00  0.00           H  
HETATM   66  H38 UNL     1      -3.440   1.820  -0.540  1.00  0.00           H  
HETATM   67  H39 UNL     1      -2.868  -1.959  -1.254  1.00  0.00           H  
HETATM   68  H40 UNL     1      -1.325  -1.154  -2.582  1.00  0.00           H  
HETATM   69  H41 UNL     1      -2.278   0.308  -2.712  1.00  0.00           H  
HETATM   70  H42 UNL     1      -0.784   1.595  -1.682  1.00  0.00           H  
HETATM   71  H43 UNL     1       0.256   0.312  -2.266  1.00  0.00           H  
HETATM   72  H44 UNL     1      -1.051   1.952   0.851  1.00  0.00           H  
HETATM   73  H45 UNL     1       0.616   1.713   1.455  1.00  0.00           H  
HETATM   74  H46 UNL     1       0.290   2.511  -0.154  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   32
CONECT    3   33   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   42
CONECT    8   43   44   45
CONECT    9   10   27   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   13   27
CONECT   13   14   24
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   22   55
CONECT   17   18   56   57
CONECT   18   19   20   58
CONECT   19   59
CONECT   20   21   60   61
CONECT   21   22   62   63
CONECT   22   23   24
CONECT   23   64   65   66
CONECT   24   25   67
CONECT   25   26   68   69
CONECT   26   27   70   71
CONECT   27   28
CONECT   28   72   73   74
END

HMDB0029815
     RDKit          3D
Doristerol
 74 77  0  0  0  0  0  0  0  0999 V2000
    8.3489   -0.8734    1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3695    0.1794    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8156    0.6847   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062   -0.4665    0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    0.5486    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536   -0.1863    0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4457    0.6178   -0.1323 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6405    1.1075   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.2909    0.0629 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2671   -0.6355    1.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -0.5403    2.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9204   -0.5051    0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -1.0356    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -1.8585    1.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821   -1.3487    1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7937   -1.3116    0.0281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2611   -1.2283   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8711   -0.0018   -0.6283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4118    0.8054    0.4054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087    0.8036   -1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    0.0522   -1.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9978   -0.2809   -0.7475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7984    0.9831    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6358   -0.8839   -0.9571 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7401   -0.3038   -1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.4941   -1.5060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0751    0.3428   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0120    1.7131    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9644   -1.8717    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3625   -0.6868    0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5106   -0.8548    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3447    0.9701    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4350    1.6939   -0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4816    0.0096   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9353    0.7757   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9972   -1.3711    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7756   -0.8031    1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2582    1.0007   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9858    1.3632    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7954   -1.0802   -0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5272   -0.6247    1.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    1.5043    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6534    0.2943   -2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209    1.9274   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6310    1.5997   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4320   -1.2020   -0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259   -1.6485    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    0.1263    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924    0.3848    2.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4434   -1.3882    2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -1.9182    2.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128   -2.8844    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8559   -2.1728    1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3785   -0.4151    1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4794   -2.3156   -0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6744   -1.3660    0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6939   -2.1245   -0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7956   -0.2700   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3730    1.7469    0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7747    1.7808   -1.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5197    1.0585   -2.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020   -0.8527   -2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2623    0.7077   -2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7242    1.3170    0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005    0.7551    0.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4397    1.8198   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680   -1.9586   -1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255   -1.1536   -2.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    0.3083   -2.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837    1.5948   -1.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561    0.3123   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0509    1.9518    0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6163    1.7128    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2896    2.5105   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  6
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  6
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  6
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₆O

Average Molecular Weight

386.6535

Monoisotopic Molecular Weight

386.354866094

IUPAC Name

(1R,2S,5S,7S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-10-en-5-ol

Traditional Name

(1R,2S,5S,7S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-10-en-5-ol

CAS Registry Number

566-99-4

SMILES

[H][C@@]1(CCC2=C3CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-21,23,25,28H,6-17H2,1-5H3/t19-,20+,21+,23-,25+,26+,27-/m1/s1

InChI Key

ONYPIMNXSARKFQ-NFTYELEKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Cholesterol and derivatives (LMST01010097 )

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (HMDB: HMDB0029815)

Disposition

Biological location

Cellular substructure

Tissue

All Tissues (HMDB: HMDB0029815)

Connective tissue

Adipose tissue (HMDB: HMDB0029815)

Nervous tissue

Hepatic tissue (HMDB: HMDB0029815)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0029815)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029815)

Source

Endogenous

Endogenous (HMDB: HMDB0029815)

Plant

Plant (HMDB: HMDB0029815)

Animal

Animal (HMDB: HMDB0029815)

Exogenous

Food

Food (HMDB: HMDB0029815)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0029815)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0029815)

Molecular messenger

Signaling molecule (HMDB: HMDB0029815)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029815)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	120 °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	0.00024 g/L	ALOGPS
logP	6.54	ALOGPS
logP	7.07	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	18.3	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	120.35 m³·mol⁻¹	ChemAxon
Polarizability	50.42 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]+	195.939	31661259
DarkChem	[M-H]-	194.138	31661259
DeepCCS	[M-2H]-	245.262	30932474
DeepCCS	[M+Na]+	219.697	30932474
AllCCS	[M+H]+	204.4	32859911
AllCCS	[M+H-H2O]+	202.3	32859911
AllCCS	[M+NH4]+	206.3	32859911
AllCCS	[M+Na]+	206.9	32859911
AllCCS	[M-H]-	202.3	32859911
AllCCS	[M+Na-2H]-	204.1	32859911
AllCCS	[M+HCOO]-	206.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.62 minutes	32390414
Predicted by Siyang on May 30, 2022	27.2829 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.66 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	43.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3505.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	852.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	325.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	350.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	654.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1239.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1119.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2176.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	694.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2327.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	800.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	606.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	362.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	767.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doristerol	[H][C@@]1(CCC2=C3CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	2495.3	Standard polar	33892256
Doristerol	[H][C@@]1(CCC2=C3CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	3138.8	Standard non polar	33892256
Doristerol	[H][C@@]1(CCC2=C3CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	3142.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Doristerol,1TMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CCC2=C3CC[C@H]4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3134.1	Semi standard non polar	33892256
Doristerol,1TBDMS,isomer #1	CC(C)CCC[C@@H](C)[C@H]1CCC2=C3CC[C@H]4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3375.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doristerol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-1119000000-9d794c4a87a41c39102f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doristerol GC-MS (1 TMS) - 70eV, Positive	splash10-0006-4105900000-7aaf4210f137a0606771	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doristerol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doristerol 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 - Doristerol 10V, Positive-QTOF	splash10-014r-0009000000-f37b9bce7f3ec6bc29a6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 20V, Positive-QTOF	splash10-05p9-3149000000-07a79a36aee8a7eb595a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 40V, Positive-QTOF	splash10-0c00-5249000000-8ba4d02352e49de39f70	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 10V, Negative-QTOF	splash10-000i-0009000000-b932183cc4141f0d5504	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 20V, Negative-QTOF	splash10-000i-0009000000-bcc075746f917495576d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 40V, Negative-QTOF	splash10-0ldi-1009000000-e29a4afe5926c708c9b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 10V, Positive-QTOF	splash10-000i-0009000000-178681247f5078239898	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 20V, Positive-QTOF	splash10-0avs-9253000000-22aca24812cf36eabaf2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 40V, Positive-QTOF	splash10-0a4l-9620000000-c9a25a6b75aec88e040f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 10V, Negative-QTOF	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 20V, Negative-QTOF	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doristerol 40V, Negative-QTOF	splash10-001i-0009000000-68cf61528475f8df5323	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001026

KNApSAcK ID

Not Available

Chemspider ID

4446757

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283665

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1811531

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 ]
Dietschy JM, Turley SD: Thematic review series: brain Lipids. Cholesterol metabolism in the central nervous system during early development and in the mature animal. J Lipid Res. 2004 Aug;45(8):1375-97. [PubMed:15254070 ]
O'Byrne SM, Blaner WS: Retinol and retinyl esters: biochemistry and physiology. J Lipid Res. 2013 Jul;54(7):1731-43. doi: 10.1194/jlr.R037648. Epub 2013 Apr 26. [PubMed:23625372 ]
(). 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.
Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..

Showing metabocard for Doristerol (HMDB0029815)

MOL for HMDB0029815 (Doristerol)

3D MOL for HMDB0029815 (Doristerol)

3D SDF for HMDB0029815 (Doristerol)

3D-SDF for HMDB0029815 (Doristerol)

PDB for HMDB0029815 (Doristerol)

3D PDB for HMDB0029815 (Doristerol)

SMILES for HMDB0029815 (Doristerol)

INCHI for HMDB0029815 (Doristerol)

Structure for HMDB0029815 (Doristerol)

3D Structure for HMDB0029815 (Doristerol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra