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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:16:35 UTC

Update Date

2022-03-07 02:57:05 UTC

HMDB ID

HMDB0041583

Secondary Accession Numbers

HMDB41583

Metabolite Identification

Common Name

Setariol

Description

Setariol belongs to the class of organic compounds known as 14-hydroxysteroids. These are steroids carrying a hydroxyl group at the 14-position of the steroid backbone. Based on a literature review a small amount of articles have been published on Setariol.

Structure

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

  Mrv0541 02241219192D          

 30 34  0  0  0  0            999 V2000
   -3.9621   -0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9621   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479   -1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479   -0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208   -1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1078   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1078   -0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208   -0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964   -0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1078    0.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208    0.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839   -0.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642    0.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6778   -1.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    1.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8152    1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9621    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778    1.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 19  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

HMDB0041583
     RDKit          3D
Setariol
 72 76  0  0  0  0  0  0  0  0999 V2000
   -1.9495   -1.8039    2.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895   -0.9350    1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8521   -0.6937    1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570   -1.1788   -0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0729   -0.9494    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4157    0.4966    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9328    0.5834    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0170    1.2892   -1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3351    2.6378   -0.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4831   -0.2754    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7278   -0.5364   -1.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3408   -0.4052   -1.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    0.2485   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    1.5692   -0.7425 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    0.0628   -0.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -0.5492   -1.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772   -0.7172   -1.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7428   -0.4365   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0228    0.3242   -1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8817    0.6218    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6484   -0.4912    0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1423    1.1673    1.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626    0.3907    1.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534    0.3806    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    1.7683   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6567    0.6407    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    0.9677    1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6388    0.0166    1.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017   -0.5669    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3822   -1.9878    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -2.2653    2.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431   -2.1066    2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785   -1.2238    2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.4055    1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190   -2.2700   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2808   -0.7094   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -1.3178   -0.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5014   -1.5080    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9826    0.8745    1.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3153    1.5145   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4248   -0.2539   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2313    0.5854    1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111    1.2213   -1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5909    0.8758   -1.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630    2.9188   -1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444    0.8537    0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1641   -1.5068   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3496    0.2849   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075   -1.3720   -2.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4783    0.2272   -2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6742    2.0932   -1.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548   -0.9689   -2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1816   -1.7574   -2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3507   -0.0632   -2.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.3807   -0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925   -0.2316   -1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6907    1.2786   -1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204    1.3925   -0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0483   -0.9317   -0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8970    2.2310    1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7889    1.0170    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4118    0.8734    2.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719   -0.6334    1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527    2.0229   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7220    2.6191    0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006    0.9849    2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647    1.9889    1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1497    0.4960    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0141   -0.8404    2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4354   -2.6994   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0559   -2.2993    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0611   -2.0584   -0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 10  1  0
 29 13  1  0
 26 15  1  0
 24 18  1  0
 26 24  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 14 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 25 64  1  0
 25 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
M  END

  Mrv0541 02241219192D          

 30 34  0  0  0  0            999 V2000
   -3.9621   -0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9621   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479   -1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479   -0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208   -1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1078   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1078   -0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208   -0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964   -0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1078    0.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208    0.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839   -0.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642    0.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6778   -1.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    1.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8152    1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9621    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778    1.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 19  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041583

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CO)CCCC(=C)C1CCC2(O)C3=CCC4CC(O)CCC44CC34CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O3/c1-18(16-28)5-4-6-19(2)22-10-12-27(30)23-8-7-20-15-21(29)9-11-25(20)17-26(23,25)14-13-24(22,27)3/h8,18,20-22,28-30H,2,4-7,9-17H2,1,3H3

> <INCHI_KEY>
LHQZNTIWWWUEJH-UHFFFAOYSA-N

> <FORMULA>
C27H42O3

> <MOLECULAR_WEIGHT>
414.6206

> <EXACT_MASS>
414.31339521

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.26897329986179

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-(7-hydroxy-6-methylhept-1-en-2-yl)-16-methylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadec-10-ene-6,12-diol

> <ALOGPS_LOGP>
4.78

> <JCHEM_LOGP>
3.7948785803333305

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.361753154206152

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.418316512060752

> <JCHEM_PKA_STRONGEST_BASIC>
0.006980365357169949

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
121.69169999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-(7-hydroxy-6-methylhept-1-en-2-yl)-16-methylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadec-10-ene-6,12-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041583
     RDKit          3D
Setariol
 72 76  0  0  0  0  0  0  0  0999 V2000
   -1.9495   -1.8039    2.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895   -0.9350    1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8521   -0.6937    1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570   -1.1788   -0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0729   -0.9494    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4157    0.4966    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9328    0.5834    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0170    1.2892   -1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3351    2.6378   -0.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4831   -0.2754    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7278   -0.5364   -1.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3408   -0.4052   -1.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    0.2485   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    1.5692   -0.7425 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    0.0628   -0.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -0.5492   -1.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772   -0.7172   -1.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7428   -0.4365   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0228    0.3242   -1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8817    0.6218    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6484   -0.4912    0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1423    1.1673    1.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626    0.3907    1.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534    0.3806    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    1.7683   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6567    0.6407    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    0.9677    1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6388    0.0166    1.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017   -0.5669    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3822   -1.9878    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -2.2653    2.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431   -2.1066    2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785   -1.2238    2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.4055    1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190   -2.2700   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2808   -0.7094   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -1.3178   -0.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5014   -1.5080    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9826    0.8745    1.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3153    1.5145   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4248   -0.2539   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2313    0.5854    1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111    1.2213   -1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5909    0.8758   -1.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630    2.9188   -1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444    0.8537    0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1641   -1.5068   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3496    0.2849   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075   -1.3720   -2.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4783    0.2272   -2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6742    2.0932   -1.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548   -0.9689   -2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1816   -1.7574   -2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3507   -0.0632   -2.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.3807   -0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925   -0.2316   -1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6907    1.2786   -1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204    1.3925   -0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0483   -0.9317   -0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8970    2.2310    1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7889    1.0170    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4118    0.8734    2.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719   -0.6334    1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527    2.0229   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7220    2.6191    0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006    0.9849    2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647    1.9889    1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1497    0.4960    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0141   -0.8404    2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4354   -2.6994   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0559   -2.2993    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0611   -2.0584   -0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 10  1  0
 29 13  1  0
 26 15  1  0
 24 18  1  0
 26 24  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 14 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 25 64  1  0
 25 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 30 70  1  0
 30 71  1  0
 30 72  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      -7.396  -1.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.396  -2.927   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.063  -3.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.732  -2.927   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.732  -1.386   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.063  -0.618   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.399  -3.698   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.068  -2.927   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.068  -1.386   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.399  -0.618   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.740  -0.618   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.740   0.916   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.068   1.681   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.399   0.916   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.717  -1.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.613   0.150   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.717   1.386   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.732  -3.698   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.732   0.155   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.740  -2.159   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.740   2.457   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.717   2.927   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.619   3.698   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.052   3.698   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.388   2.927   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.724   3.698   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.060   2.927   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.396   3.698   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.060   1.386   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.732   2.927   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   19                                             
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    5    9   14   19                                             
CONECT   11    9   12   15   20                                             
CONECT   12   11   13   17   21                                             
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16   22                                                  
CONECT   18    2                                                            
CONECT   19    5   10                                                       
CONECT   20   11                                                            
CONECT   21   12                                                            
CONECT   22   17   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   30                                                       
CONECT   29   27                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

COMPND    HMDB0041583
HETATM    1  C1  UNL     1      -1.949  -1.804   2.044  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.389  -0.935   1.104  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.852  -0.694   1.144  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.557  -1.179  -0.065  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.073  -0.949   0.045  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.416   0.497   0.204  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.933   0.583   0.300  1.00  0.00           C  
HETATM    8  C8  UNL     1      -6.017   1.289  -1.023  1.00  0.00           C  
HETATM    9  O1  UNL     1      -6.335   2.638  -0.879  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.483  -0.275   0.205  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.728  -0.536  -1.271  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.341  -0.405  -1.946  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.458   0.249  -0.889  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.122   1.569  -0.742  1.00  0.00           O  
HETATM   15  C13 UNL     1       1.919   0.063  -0.959  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.534  -0.549  -1.930  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.977  -0.717  -1.973  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.743  -0.437  -0.744  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.023   0.324  -1.117  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.882   0.622   0.058  1.00  0.00           C  
HETATM   21  O3  UNL     1       7.648  -0.491   0.459  1.00  0.00           O  
HETATM   22  C19 UNL     1       6.142   1.167   1.245  1.00  0.00           C  
HETATM   23  C20 UNL     1       4.863   0.391   1.526  1.00  0.00           C  
HETATM   24  C21 UNL     1       4.053   0.381   0.286  1.00  0.00           C  
HETATM   25  C22 UNL     1       3.642   1.768  -0.203  1.00  0.00           C  
HETATM   26  C23 UNL     1       2.657   0.641   0.170  1.00  0.00           C  
HETATM   27  C24 UNL     1       1.773   0.968   1.336  1.00  0.00           C  
HETATM   28  C25 UNL     1       0.639   0.017   1.539  1.00  0.00           C  
HETATM   29  C26 UNL     1       0.002  -0.567   0.349  1.00  0.00           C  
HETATM   30  C27 UNL     1       0.382  -1.988   0.163  1.00  0.00           C  
HETATM   31  H1  UNL     1      -2.661  -2.265   2.754  1.00  0.00           H  
HETATM   32  H2  UNL     1      -0.943  -2.107   2.193  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.278  -1.224   2.026  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.010   0.405   1.320  1.00  0.00           H  
HETATM   35  H5  UNL     1      -4.419  -2.270  -0.148  1.00  0.00           H  
HETATM   36  H6  UNL     1      -4.281  -0.709  -1.009  1.00  0.00           H  
HETATM   37  H7  UNL     1      -6.503  -1.318  -0.897  1.00  0.00           H  
HETATM   38  H8  UNL     1      -6.501  -1.508   0.896  1.00  0.00           H  
HETATM   39  H9  UNL     1      -5.983   0.874   1.133  1.00  0.00           H  
HETATM   40  H10 UNL     1      -8.315   1.515  -0.158  1.00  0.00           H  
HETATM   41  H11 UNL     1      -8.425  -0.254  -0.220  1.00  0.00           H  
HETATM   42  H12 UNL     1      -8.231   0.585   1.360  1.00  0.00           H  
HETATM   43  H13 UNL     1      -4.911   1.221  -1.181  1.00  0.00           H  
HETATM   44  H14 UNL     1      -6.591   0.876  -1.881  1.00  0.00           H  
HETATM   45  H15 UNL     1      -7.063   2.919  -1.466  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.544   0.854   0.361  1.00  0.00           H  
HETATM   47  H17 UNL     1      -2.164  -1.507  -1.494  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.350   0.285  -1.700  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.007  -1.372  -2.301  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.478   0.227  -2.860  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.674   2.093  -1.383  1.00  0.00           H  
HETATM   52  H22 UNL     1       1.955  -0.969  -2.772  1.00  0.00           H  
HETATM   53  H23 UNL     1       4.182  -1.757  -2.373  1.00  0.00           H  
HETATM   54  H24 UNL     1       4.351  -0.063  -2.819  1.00  0.00           H  
HETATM   55  H25 UNL     1       5.092  -1.381  -0.267  1.00  0.00           H  
HETATM   56  H26 UNL     1       6.593  -0.232  -1.861  1.00  0.00           H  
HETATM   57  H27 UNL     1       5.691   1.279  -1.573  1.00  0.00           H  
HETATM   58  H28 UNL     1       7.620   1.393  -0.248  1.00  0.00           H  
HETATM   59  H29 UNL     1       8.048  -0.932  -0.337  1.00  0.00           H  
HETATM   60  H30 UNL     1       5.897   2.231   1.180  1.00  0.00           H  
HETATM   61  H31 UNL     1       6.789   1.017   2.135  1.00  0.00           H  
HETATM   62  H32 UNL     1       4.412   0.873   2.406  1.00  0.00           H  
HETATM   63  H33 UNL     1       5.172  -0.633   1.843  1.00  0.00           H  
HETATM   64  H34 UNL     1       3.753   2.023  -1.257  1.00  0.00           H  
HETATM   65  H35 UNL     1       3.722   2.619   0.497  1.00  0.00           H  
HETATM   66  H36 UNL     1       2.401   0.985   2.245  1.00  0.00           H  
HETATM   67  H37 UNL     1       1.365   1.989   1.208  1.00  0.00           H  
HETATM   68  H38 UNL     1      -0.150   0.496   2.169  1.00  0.00           H  
HETATM   69  H39 UNL     1       1.014  -0.840   2.184  1.00  0.00           H  
HETATM   70  H40 UNL     1      -0.435  -2.699  -0.017  1.00  0.00           H  
HETATM   71  H41 UNL     1       1.056  -2.299   1.009  1.00  0.00           H  
HETATM   72  H42 UNL     1       1.061  -2.058  -0.731  1.00  0.00           H  
CONECT    1    2    2   31   32
CONECT    2    3   10
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7    8   39
CONECT    7   40   41   42
CONECT    8    9   43   44
CONECT    9   45
CONECT   10   11   29   46
CONECT   11   12   47   48
CONECT   12   13   49   50
CONECT   13   14   15   29
CONECT   14   51
CONECT   15   16   16   26
CONECT   16   17   52
CONECT   17   18   53   54
CONECT   18   19   24   55
CONECT   19   20   56   57
CONECT   20   21   22   58
CONECT   21   59
CONECT   22   23   60   61
CONECT   23   24   62   63
CONECT   24   25   26
CONECT   25   26   64   65
CONECT   26   27
CONECT   27   28   66   67
CONECT   28   29   68   69
CONECT   29   30
CONECT   30   70   71   72
END

HMDB0041583
     RDKit          3D
Setariol
 72 76  0  0  0  0  0  0  0  0999 V2000
   -1.9495   -1.8039    2.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895   -0.9350    1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8521   -0.6937    1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570   -1.1788   -0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0729   -0.9494    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4157    0.4966    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9328    0.5834    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0170    1.2892   -1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3351    2.6378   -0.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4831   -0.2754    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7278   -0.5364   -1.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3408   -0.4052   -1.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    0.2485   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216    1.5692   -0.7425 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    0.0628   -0.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -0.5492   -1.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772   -0.7172   -1.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7428   -0.4365   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0228    0.3242   -1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8817    0.6218    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6484   -0.4912    0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1423    1.1673    1.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626    0.3907    1.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534    0.3806    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    1.7683   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6567    0.6407    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    0.9677    1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6388    0.0166    1.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017   -0.5669    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3822   -1.9878    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -2.2653    2.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431   -2.1066    2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785   -1.2238    2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.4055    1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190   -2.2700   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2808   -0.7094   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -1.3178   -0.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5014   -1.5080    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9826    0.8745    1.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3153    1.5145   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4248   -0.2539   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2313    0.5854    1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111    1.2213   -1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5909    0.8758   -1.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630    2.9188   -1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444    0.8537    0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1641   -1.5068   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3496    0.2849   -1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075   -1.3720   -2.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4783    0.2272   -2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6742    2.0932   -1.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548   -0.9689   -2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1816   -1.7574   -2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3507   -0.0632   -2.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.3807   -0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925   -0.2316   -1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6907    1.2786   -1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204    1.3925   -0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0483   -0.9317   -0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8970    2.2310    1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7889    1.0170    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4118    0.8734    2.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719   -0.6334    1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527    2.0229   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7220    2.6191    0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006    0.9849    2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647    1.9889    1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1497    0.4960    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0141   -0.8404    2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4354   -2.6994   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0559   -2.2993    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0611   -2.0584   -0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 10  1  0
 29 13  1  0
 26 15  1  0
 24 18  1  0
 26 24  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 14 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 25 64  1  0
 25 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9,19-Cyclocholesta-7,20-diene-3,14,26-triol	HMDB

Chemical Formula

C₂₇H₄₂O₃

Average Molecular Weight

414.6206

Monoisotopic Molecular Weight

414.31339521

IUPAC Name

15-(7-hydroxy-6-methylhept-1-en-2-yl)-16-methylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadec-10-ene-6,12-diol

Traditional Name

15-(7-hydroxy-6-methylhept-1-en-2-yl)-16-methylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadec-10-ene-6,12-diol

CAS Registry Number

142942-85-6

SMILES

CC(CO)CCCC(=C)C1CCC2(O)C3=CCC4CC(O)CCC44CC34CCC12C

InChI Identifier

InChI=1S/C27H42O3/c1-18(16-28)5-4-6-19(2)22-10-12-27(30)23-8-7-20-15-21(29)9-11-25(20)17-26(23,25)14-13-24(22,27)3/h8,18,20-22,28-30H,2,4-7,9-17H2,1,3H3

InChI Key

LHQZNTIWWWUEJH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 14-hydroxysteroids. These are steroids carrying a hydroxyl group at the 14-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

14-hydroxysteroids

Alternative Parents

Substituents

14-hydroxysteroid
3-hydroxysteroid
Fatty alcohol
Fatty acyl
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
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: HMDB0041583)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0041583)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041583)

Source

Endogenous

Endogenous (HMDB: HMDB0041583)

Plant

Poaceae (HMDB: HMDB0041583)

Animal

Animal (HMDB: HMDB0041583)

Exogenous

Food

Food (HMDB: HMDB0041583)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0041583)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041583)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041583)

Lipid metabolism pathway (HMDB: HMDB0041583)

Cellular process

Cell signaling (HMDB: HMDB0041583)

Biochemical process

Lipid transport (HMDB: HMDB0041583)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0041583)

Molecular messenger

Signaling molecule (HMDB: HMDB0041583)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041583)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	270 - 271 °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	0.012 g/L	ALOGPS
logP	4.78	ALOGPS
logP	3.79	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	17.42	ChemAxon
pKa (Strongest Basic)	0.007	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.69 m³·mol⁻¹	ChemAxon
Polarizability	50.27 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.729	31661259
DarkChem	[M-H]-	193.071	31661259
DeepCCS	[M-2H]-	242.129	30932474
DeepCCS	[M+Na]+	217.461	30932474
AllCCS	[M+H]+	207.2	32859911
AllCCS	[M+H-H2O]+	205.2	32859911
AllCCS	[M+NH4]+	209.0	32859911
AllCCS	[M+Na]+	209.5	32859911
AllCCS	[M-H]-	204.6	32859911
AllCCS	[M+Na-2H]-	206.2	32859911
AllCCS	[M+HCOO]-	208.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Setariol	CC(CO)CCCC(=C)C1CCC2(O)C3=CCC4CC(O)CCC44CC34CCC12C	3008.0	Standard polar	33892256
Setariol	CC(CO)CCCC(=C)C1CCC2(O)C3=CCC4CC(O)CCC44CC34CCC12C	3359.3	Standard non polar	33892256
Setariol	CC(CO)CCCC(=C)C1CCC2(O)C3=CCC4CC(O)CCC44CC34CCC12C	3593.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Setariol,1TMS,isomer #1	C=C(CCCC(C)CO[Si](C)(C)C)C1CCC2(O)C3=CCC4CC(O)CCC45CC35CCC12C	3605.0	Semi standard non polar	33892256
Setariol,1TMS,isomer #2	C=C(CCCC(C)CO)C1CCC2(O[Si](C)(C)C)C3=CCC4CC(O)CCC45CC35CCC12C	3612.6	Semi standard non polar	33892256
Setariol,1TMS,isomer #3	C=C(CCCC(C)CO)C1CCC2(O)C3=CCC4CC(O[Si](C)(C)C)CCC45CC35CCC12C	3631.0	Semi standard non polar	33892256
Setariol,2TMS,isomer #1	C=C(CCCC(C)CO[Si](C)(C)C)C1CCC2(O[Si](C)(C)C)C3=CCC4CC(O)CCC45CC35CCC12C	3587.4	Semi standard non polar	33892256
Setariol,2TMS,isomer #2	C=C(CCCC(C)CO[Si](C)(C)C)C1CCC2(O)C3=CCC4CC(O[Si](C)(C)C)CCC45CC35CCC12C	3671.5	Semi standard non polar	33892256
Setariol,2TMS,isomer #3	C=C(CCCC(C)CO)C1CCC2(O[Si](C)(C)C)C3=CCC4CC(O[Si](C)(C)C)CCC45CC35CCC12C	3597.1	Semi standard non polar	33892256
Setariol,3TMS,isomer #1	C=C(CCCC(C)CO[Si](C)(C)C)C1CCC2(O[Si](C)(C)C)C3=CCC4CC(O[Si](C)(C)C)CCC45CC35CCC12C	3537.0	Semi standard non polar	33892256
Setariol,1TBDMS,isomer #1	C=C(CCCC(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(O)C3=CCC4CC(O)CCC45CC35CCC12C	3860.0	Semi standard non polar	33892256
Setariol,1TBDMS,isomer #2	C=C(CCCC(C)CO)C1CCC2(O[Si](C)(C)C(C)(C)C)C3=CCC4CC(O)CCC45CC35CCC12C	3842.9	Semi standard non polar	33892256
Setariol,1TBDMS,isomer #3	C=C(CCCC(C)CO)C1CCC2(O)C3=CCC4CC(O[Si](C)(C)C(C)(C)C)CCC45CC35CCC12C	3851.0	Semi standard non polar	33892256
Setariol,2TBDMS,isomer #1	C=C(CCCC(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(O[Si](C)(C)C(C)(C)C)C3=CCC4CC(O)CCC45CC35CCC12C	4061.3	Semi standard non polar	33892256
Setariol,2TBDMS,isomer #2	C=C(CCCC(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(O)C3=CCC4CC(O[Si](C)(C)C(C)(C)C)CCC45CC35CCC12C	4145.2	Semi standard non polar	33892256
Setariol,2TBDMS,isomer #3	C=C(CCCC(C)CO)C1CCC2(O[Si](C)(C)C(C)(C)C)C3=CCC4CC(O[Si](C)(C)C(C)(C)C)CCC45CC35CCC12C	4040.7	Semi standard non polar	33892256
Setariol,3TBDMS,isomer #1	C=C(CCCC(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(O[Si](C)(C)C(C)(C)C)C3=CCC4CC(O[Si](C)(C)C(C)(C)C)CCC45CC35CCC12C	4251.8	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 - Setariol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000b-0139000000-ecae12880f2afae814d6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Setariol GC-MS (3 TMS) - 70eV, Positive	splash10-014i-3401229000-844705e96bea5a9eb8fa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Setariol 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 - Setariol 10V, Positive-QTOF	splash10-002b-0009100000-16c586c2210d287824d8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 20V, Positive-QTOF	splash10-002b-1209000000-58d220b8ad87742a8f32	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 40V, Positive-QTOF	splash10-066r-4209000000-a4fdd578a9439dc93f38	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 10V, Negative-QTOF	splash10-03di-0006900000-7c8c0b5147523e8c9f54	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 20V, Negative-QTOF	splash10-01ot-0009400000-c91a367df67133f2296f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 40V, Negative-QTOF	splash10-014i-2009000000-804a3829ee499d28dbca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 10V, Positive-QTOF	splash10-00mk-9506500000-7e2c1e3c2277862c11cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 20V, Positive-QTOF	splash10-0cdi-9712100000-90722d765e1401d30ec5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 40V, Positive-QTOF	splash10-0670-9351200000-8d4ec82ffd8d52e1adce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 10V, Negative-QTOF	splash10-03di-0000900000-382bbcadd43c6789b832	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 20V, Negative-QTOF	splash10-03di-0005900000-3376f225c75019e73d0c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Setariol 40V, Negative-QTOF	splash10-03di-0004900000-6bf51e733c03ade02464	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

FDB021575

KNApSAcK ID

Not Available

Chemspider ID

74886495

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753169

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1893551

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 Setariol (HMDB0041583)

MOL for HMDB0041583 (Setariol)

3D MOL for HMDB0041583 (Setariol)

3D SDF for HMDB0041583 (Setariol)

3D-SDF for HMDB0041583 (Setariol)

PDB for HMDB0041583 (Setariol)

3D PDB for HMDB0041583 (Setariol)

SMILES for HMDB0041583 (Setariol)

INCHI for HMDB0041583 (Setariol)

Structure for HMDB0041583 (Setariol)

3D Structure for HMDB0041583 (Setariol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra