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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:07 UTC

Update Date

2022-03-07 02:52:19 UTC

HMDB ID

HMDB0029863

Secondary Accession Numbers

HMDB29863

Metabolite Identification

Common Name

(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol

Description

(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol belongs to the class of organic compounds known as 3-hydroxysteroids. These are steroids carrying a hydroxyl group at the 3-position of the steroid backbone. Based on a literature review a significant number of articles have been published on (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol.

Structure

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


  Mrv0541 02241210592D          

 27 30  0  0  0  0            999 V2000
    3.2178    1.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    0.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070    0.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    1.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -0.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3380   -0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -1.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5043   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5043   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -2.9127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938    2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6982    2.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842    2.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0029863
     RDKit          3D
(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.5071   -2.6222    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849   -1.4454    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7523   -1.9132    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1137   -0.2596    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    0.9396    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017    1.3053   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4207    2.3900   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751    1.8573   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704    3.1495   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329    3.1210   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398    1.6580    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3439    1.1533    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133    1.6535    1.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839    1.1126    1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8099    0.0057    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2118   -0.4756    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049   -1.7685   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6364   -2.2902    0.3658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123   -2.7551    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -2.2274    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7816   -0.8070   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164   -0.7552   -1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3851   -0.3283    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598   -1.0672   -0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -0.4064   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8576    1.0318   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1617    1.0860   -2.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6657   -2.6513    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001   -3.5492    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -2.6645    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9564   -1.3811   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4372   -1.0589    0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8671   -2.3253    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8946   -2.6830   -0.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -0.4367    2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6684    1.6966    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    0.4559   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0681    3.3927   -0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834    2.4091   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    2.2264   -0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1659    2.2514   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384    4.0487   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645    3.1359    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    3.3735   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1426    3.7483    0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    1.4000    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9073    1.5830   -0.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0959    2.7420    1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    1.1629    2.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    1.6083    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5724   -0.6377    1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9046    0.2801    0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467   -1.5991   -1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2477   -1.4936    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6432   -3.4338    0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2897   -3.4560   -0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -2.2657    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1972   -2.8485   -0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9491   -0.0230   -1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3888   -1.7687   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -0.4152   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -0.5785    1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1886   -2.0494    0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340   -1.3836   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -0.5277    0.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6492   -0.9973   -1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612    1.6855   -2.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    0.1174   -2.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109    1.5676   -2.9775 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  2  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  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 22 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
M  END


  Mrv0541 02241210592D          

 27 30  0  0  0  0            999 V2000
    3.2178    1.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    0.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070    0.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    1.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -0.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3380   -0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -1.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5043   -1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5043   -2.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -2.9127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938    2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6982    2.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842    2.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029863

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)\C=C/C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C26H42O/c1-17(2)6-7-18(3)22-10-11-23-21-9-8-19-16-20(27)12-14-25(19,4)24(21)13-15-26(22,23)5/h6-8,17-18,20-24,27H,9-16H2,1-5H3/b7-6-

> <INCHI_KEY>
BKWBRNDZAJHCMT-SREVYHEPSA-N

> <FORMULA>
C26H42O

> <MOLECULAR_WEIGHT>
370.6111

> <EXACT_MASS>
370.323565966

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
47.05165266672155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,15-dimethyl-14-[(3Z)-5-methylhex-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
6.27

> <JCHEM_LOGP>
6.306398709

> <ALOGPS_LOGS>
-6.78

> <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>
117.13209999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.19e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,15-dimethyl-14-[(3Z)-5-methylhex-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0029863
     RDKit          3D
(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.5071   -2.6222    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849   -1.4454    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7523   -1.9132    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1137   -0.2596    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    0.9396    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017    1.3053   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4207    2.3900   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751    1.8573   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704    3.1495   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329    3.1210   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398    1.6580    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3439    1.1533    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133    1.6535    1.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839    1.1126    1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8099    0.0057    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2118   -0.4756    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049   -1.7685   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6364   -2.2902    0.3658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123   -2.7551    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -2.2274    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7816   -0.8070   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164   -0.7552   -1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3851   -0.3283    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598   -1.0672   -0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -0.4064   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8576    1.0318   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1617    1.0860   -2.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6657   -2.6513    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001   -3.5492    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -2.6645    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9564   -1.3811   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4372   -1.0589    0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8671   -2.3253    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8946   -2.6830   -0.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -0.4367    2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6684    1.6966    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    0.4559   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0681    3.3927   -0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834    2.4091   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    2.2264   -0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1659    2.2514   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384    4.0487   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645    3.1359    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    3.3735   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1426    3.7483    0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    1.4000    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9073    1.5830   -0.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0959    2.7420    1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    1.1629    2.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    1.6083    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5724   -0.6377    1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9046    0.2801    0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467   -1.5991   -1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2477   -1.4936    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6432   -3.4338    0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2897   -3.4560   -0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -2.2657    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1972   -2.8485   -0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9491   -0.0230   -1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3888   -1.7687   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -0.4152   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -0.5785    1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1886   -2.0494    0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340   -1.3836   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -0.5277    0.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6492   -0.9973   -1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612    1.6855   -2.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    0.1174   -2.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109    1.5676   -2.9775 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  2  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  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 22 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  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       6.007   2.801   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.455   1.364   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.933   1.123   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.904   2.268   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.458  -0.340   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.364  -1.587   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.458  -2.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.993  -2.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.155   0.715   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.993  -0.817   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.661  -0.047   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.674  -0.817   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.674  -2.357   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.661  -3.127   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.661  -4.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.674  -5.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.006  -4.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.340  -5.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.006  -1.587   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.006  -3.127   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.340  -2.357   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.675  -3.127   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.675  -4.667   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.007  -5.437   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.588   5.437   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.037   4.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.517   3.759   0.000  0.00  0.00           C+0
CONECT    1    2   26                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   10   14                                                  
CONECT    9   10                                                            
CONECT   10    5    8    9   11                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14    8   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   23                                                       
CONECT   19   20                                                            
CONECT   20   13   17   19   21                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   18   22   24                                                  
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26    1   25   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0029863
HETATM    1  C1  UNL     1       3.507  -2.622   0.832  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.285  -1.445   0.219  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.752  -1.913   0.300  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.114  -0.260   1.068  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.732   0.940   0.705  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.402   1.305  -0.657  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.421   2.390  -1.109  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.075   1.857  -0.958  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.770   3.149  -0.192  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.233   3.121  -0.110  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.040   1.658   0.188  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.344   1.153   0.148  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.113   1.653   1.400  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.484   1.113   1.309  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.810   0.006   0.648  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.212  -0.476   0.603  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.405  -1.769  -0.129  1.00  0.00           C  
HETATM   18  O1  UNL     1      -6.636  -2.290   0.366  1.00  0.00           O  
HETATM   19  C18 UNL     1      -4.312  -2.755   0.066  1.00  0.00           C  
HETATM   20  C19 UNL     1      -2.975  -2.227   0.424  1.00  0.00           C  
HETATM   21  C20 UNL     1      -2.782  -0.807  -0.086  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.116  -0.755  -1.541  1.00  0.00           C  
HETATM   23  C22 UNL     1      -1.385  -0.328   0.242  1.00  0.00           C  
HETATM   24  C23 UNL     1      -0.360  -1.067  -0.526  1.00  0.00           C  
HETATM   25  C24 UNL     1       1.000  -0.406  -0.545  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.858   1.032  -0.919  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.162   1.086  -2.266  1.00  0.00           C  
HETATM   28  H1  UNL     1       3.666  -2.651   1.910  1.00  0.00           H  
HETATM   29  H2  UNL     1       4.000  -3.549   0.420  1.00  0.00           H  
HETATM   30  H3  UNL     1       2.470  -2.665   0.505  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.956  -1.381  -0.807  1.00  0.00           H  
HETATM   32  H5  UNL     1       6.437  -1.059   0.211  1.00  0.00           H  
HETATM   33  H6  UNL     1       5.867  -2.325   1.326  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.895  -2.683  -0.491  1.00  0.00           H  
HETATM   35  H8  UNL     1       4.344  -0.437   2.146  1.00  0.00           H  
HETATM   36  H9  UNL     1       3.668   1.697   1.508  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.592   0.456  -1.351  1.00  0.00           H  
HETATM   38  H11 UNL     1       4.068   3.393  -0.789  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.483   2.409  -2.215  1.00  0.00           H  
HETATM   40  H13 UNL     1       5.391   2.226  -0.612  1.00  0.00           H  
HETATM   41  H14 UNL     1       2.166   2.251  -2.037  1.00  0.00           H  
HETATM   42  H15 UNL     1       2.138   4.049  -0.704  1.00  0.00           H  
HETATM   43  H16 UNL     1       2.165   3.136   0.823  1.00  0.00           H  
HETATM   44  H17 UNL     1      -0.230   3.373  -1.067  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.143   3.748   0.700  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.458   1.400   1.188  1.00  0.00           H  
HETATM   47  H20 UNL     1      -1.907   1.583  -0.682  1.00  0.00           H  
HETATM   48  H21 UNL     1      -2.096   2.742   1.460  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.636   1.163   2.292  1.00  0.00           H  
HETATM   50  H23 UNL     1      -4.330   1.608   1.796  1.00  0.00           H  
HETATM   51  H24 UNL     1      -5.572  -0.638   1.659  1.00  0.00           H  
HETATM   52  H25 UNL     1      -5.905   0.280   0.181  1.00  0.00           H  
HETATM   53  H26 UNL     1      -5.647  -1.599  -1.222  1.00  0.00           H  
HETATM   54  H27 UNL     1      -7.248  -1.494   0.380  1.00  0.00           H  
HETATM   55  H28 UNL     1      -4.643  -3.434   0.910  1.00  0.00           H  
HETATM   56  H29 UNL     1      -4.290  -3.456  -0.814  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.788  -2.266   1.509  1.00  0.00           H  
HETATM   58  H31 UNL     1      -2.197  -2.849  -0.104  1.00  0.00           H  
HETATM   59  H32 UNL     1      -3.949  -0.023  -1.754  1.00  0.00           H  
HETATM   60  H33 UNL     1      -3.389  -1.769  -1.959  1.00  0.00           H  
HETATM   61  H34 UNL     1      -2.294  -0.415  -2.199  1.00  0.00           H  
HETATM   62  H35 UNL     1      -1.249  -0.579   1.342  1.00  0.00           H  
HETATM   63  H36 UNL     1      -0.189  -2.049   0.017  1.00  0.00           H  
HETATM   64  H37 UNL     1      -0.634  -1.384  -1.543  1.00  0.00           H  
HETATM   65  H38 UNL     1       1.399  -0.528   0.495  1.00  0.00           H  
HETATM   66  H39 UNL     1       1.649  -0.997  -1.212  1.00  0.00           H  
HETATM   67  H40 UNL     1      -0.761   1.685  -2.263  1.00  0.00           H  
HETATM   68  H41 UNL     1      -0.045   0.117  -2.713  1.00  0.00           H  
HETATM   69  H42 UNL     1       0.911   1.568  -2.978  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    4   31
CONECT    3   32   33   34
CONECT    4    5    5   35
CONECT    5    6   36
CONECT    6    7    8   37
CONECT    7   38   39   40
CONECT    8    9   26   41
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   26   46
CONECT   12   13   23   47
CONECT   13   14   48   49
CONECT   14   15   15   50
CONECT   15   16   21
CONECT   16   17   51   52
CONECT   17   18   19   53
CONECT   18   54
CONECT   19   20   55   56
CONECT   20   21   57   58
CONECT   21   22   23
CONECT   22   59   60   61
CONECT   23   24   62
CONECT   24   25   63   64
CONECT   25   26   65   66
CONECT   26   27
CONECT   27   67   68   69
END

HMDB0029863
     RDKit          3D
(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol
 69 72  0  0  0  0  0  0  0  0999 V2000
    3.5071   -2.6222    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849   -1.4454    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7523   -1.9132    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1137   -0.2596    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    0.9396    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017    1.3053   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4207    2.3900   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751    1.8573   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704    3.1495   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329    3.1210   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398    1.6580    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3439    1.1533    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133    1.6535    1.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839    1.1126    1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8099    0.0057    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2118   -0.4756    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049   -1.7685   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6364   -2.2902    0.3658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123   -2.7551    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -2.2274    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7816   -0.8070   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164   -0.7552   -1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3851   -0.3283    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598   -1.0672   -0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -0.4064   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8576    1.0318   -0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1617    1.0860   -2.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6657   -2.6513    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001   -3.5492    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -2.6645    0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9564   -1.3811   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4372   -1.0589    0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8671   -2.3253    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8946   -2.6830   -0.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -0.4367    2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6684    1.6966    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    0.4559   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0681    3.3927   -0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834    2.4091   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    2.2264   -0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1659    2.2514   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384    4.0487   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645    3.1359    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    3.3735   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1426    3.7483    0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    1.4000    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9073    1.5830   -0.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0959    2.7420    1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    1.1629    2.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    1.6083    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5724   -0.6377    1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9046    0.2801    0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467   -1.5991   -1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2477   -1.4936    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6432   -3.4338    0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2897   -3.4560   -0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -2.2657    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1972   -2.8485   -0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9491   -0.0230   -1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3888   -1.7687   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -0.4152   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -0.5785    1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1886   -2.0494    0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340   -1.3836   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -0.5277    0.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6492   -0.9973   -1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612    1.6855   -2.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    0.1174   -2.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109    1.5676   -2.9775 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  2  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  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
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 22 61  1  0
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 25 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3b,22E)-26,27-Dinorergosta-5,22-dien-3-ol	Generator
(3Β,22E)-26,27-dinorergosta-5,22-dien-3-ol	Generator

Chemical Formula

C₂₆H₄₂O

Average Molecular Weight

370.6111

Monoisotopic Molecular Weight

370.323565966

IUPAC Name

2,15-dimethyl-14-[(3Z)-5-methylhex-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

Traditional Name

2,15-dimethyl-14-[(3Z)-5-methylhex-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

CAS Registry Number

38788-81-7

SMILES

CC(C)\C=C/C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C26H42O/c1-17(2)6-7-18(3)22-10-11-23-21-9-8-19-16-20(27)12-14-25(19,4)24(21)13-15-26(22,23)5/h6-8,17-18,20-24,27H,9-16H2,1-5H3/b7-6-

InChI Key

BKWBRNDZAJHCMT-SREVYHEPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-hydroxysteroids. These are steroids carrying a hydroxyl group at the 3-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

3-hydroxysteroids

Alternative Parents

Substituents

3-hydroxysteroid
3-hydroxy-delta-5-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0029863)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0029863)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029863)

Source

Endogenous

Endogenous (HMDB: HMDB0029863)

Animal

Animal (HMDB: HMDB0029863)

Exogenous

Food

Food (HMDB: HMDB0029863)

Aquatic origin

Crustacean

Crustaceans (FooDB: FOOD00862)

Exogenous (HMDB: HMDB0029863)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029863)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029863)

Lipid metabolism pathway (HMDB: HMDB0029863)

Cellular process

Cell signaling (HMDB: HMDB0029863)

Biochemical process

Lipid transport (HMDB: HMDB0029863)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0029863)

Molecular messenger

Signaling molecule (HMDB: HMDB0029863)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029863)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	138 - 140 °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	6.2e-05 g/L	ALOGPS
logP	6.27	ALOGPS
logP	6.31	ChemAxon
logS	-6.8	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	3	ChemAxon
Refractivity	117.13 m³·mol⁻¹	ChemAxon
Polarizability	47.05 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]+	189.534	31661259
DarkChem	[M-H]-	187.182	31661259
DeepCCS	[M-2H]-	229.587	30932474
DeepCCS	[M+Na]+	204.86	30932474
AllCCS	[M+H]+	199.0	32859911
AllCCS	[M+H-H2O]+	196.6	32859911
AllCCS	[M+NH4]+	201.2	32859911
AllCCS	[M+Na]+	201.8	32859911
AllCCS	[M-H]-	200.4	32859911
AllCCS	[M+Na-2H]-	201.8	32859911
AllCCS	[M+HCOO]-	203.5	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.	8.76 minutes	32390414
Predicted by Siyang on May 30, 2022	24.4506 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.82 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3449.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	743.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	289.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	297.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	648.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1067.0 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	1001.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	88.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1943.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	654.5 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	1924.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	695.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	550.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	279.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	649.2 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	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol	CC(C)\C=C/C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C	2668.6	Standard polar	33892256
(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol	CC(C)\C=C/C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C	3416.1	Standard non polar	33892256
(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol	CC(C)\C=C/C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C	2903.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol,1TMS,isomer #1	CC(C)/C=C\C(C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3028.3	Semi standard non polar	33892256
(3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol,1TBDMS,isomer #1	CC(C)/C=C\C(C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3277.6	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 - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-1029000000-7d1506155fdda3a0ed79	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol GC-MS (1 TMS) - 70eV, Positive	splash10-01t9-2113900000-c4763a3952d5ad832555	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 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 - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 10V, Positive-QTOF	splash10-0uk9-1019000000-c09874bccd0a30b5d1fb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 20V, Positive-QTOF	splash10-0odj-4179000000-2d3dd366284db232c4ac	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 40V, Positive-QTOF	splash10-0apl-4394000000-326aa31c43c4e9f10e72	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 10V, Negative-QTOF	splash10-014i-0009000000-929b20bc85f753bdf277	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 20V, Negative-QTOF	splash10-014i-0009000000-81a47c162577008d0773	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 40V, Negative-QTOF	splash10-0zg0-2029000000-2293b22e8f41b168715c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 10V, Positive-QTOF	splash10-00di-0029000000-3307131c8b97c22f7819	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 20V, Positive-QTOF	splash10-066r-8089000000-2f8b77e02c43e8964629	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 40V, Positive-QTOF	splash10-0a4i-9510000000-3b5beee3ae017d7f4650	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 10V, Negative-QTOF	splash10-014i-0009000000-e18c767544be99120568	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 20V, Negative-QTOF	splash10-014i-0009000000-e18c767544be99120568	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol 40V, Negative-QTOF	splash10-0gb9-0019000000-6d3df4d89041b9627a38	2021-09-24	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

FDB001092

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750920

PDB ID

Not Available

ChEBI ID

172131

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 (3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol (HMDB0029863)

MOL for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

3D MOL for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

3D SDF for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

3D-SDF for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

PDB for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

3D PDB for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

SMILES for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

INCHI for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

Structure for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

3D Structure for HMDB0029863 ((3beta,22E)-26,27-Dinorergosta-5,22-dien-3-ol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra