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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:26:20 UTC

Update Date

2022-03-07 02:53:49 UTC

HMDB ID

HMDB0033684

Secondary Accession Numbers

HMDB33684

Metabolite Identification

Common Name

25-Methylgramisterol

Description

25-Methylgramisterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. 25-Methylgramisterol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061307172D          

 31 34  0  0  0  0            999 V2000
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456   -0.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539    1.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4474   -2.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5924   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2897   -2.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19  1  1  0  0  0  0
 19  9  1  0  0  0  0
 20  2  2  0  0  0  0
 20 10  1  0  0  0  0
 21  3  1  0  0  0  0
 22 11  2  0  0  0  0
 23 13  1  0  0  0  0
 23 19  1  0  0  0  0
 24 12  1  0  0  0  0
 24 21  1  0  0  0  0
 25 14  1  0  0  0  0
 25 22  1  0  0  0  0
 26 15  1  0  0  0  0
 26 22  1  0  0  0  0
 27 16  1  0  0  0  0
 27 21  1  0  0  0  0
 28  4  1  0  0  0  0
 28  5  1  0  0  0  0
 28  6  1  0  0  0  0
 28 20  1  0  0  0  0
 29  7  1  0  0  0  0
 29 17  1  0  0  0  0
 29 23  1  0  0  0  0
 29 25  1  0  0  0  0
 30  8  1  0  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
M  END

HMDB0033684
     RDKit          3D
25-Methylgramisterol
 81 84  0  0  0  0  0  0  0  0999 V2000
   -4.5436   -0.7601   -1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3819   -0.2094   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1038    1.0267   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7020    1.4791   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7089    0.5555    0.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452    0.4764    2.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    1.1274    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    2.5138    0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4096    2.6207    1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8575    1.4311    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446    1.0228    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    1.7555    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    1.2799    0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007    0.3165   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1619   -0.4970    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750    0.5068    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119   -1.4696   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6236   -2.1762   -1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3298   -1.9627   -0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -0.5109   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896   -0.2527   -2.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678   -0.3618   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3832   -0.8003   -0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137   -0.8533   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    0.3748    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531    0.0916    2.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7103   -0.8770   -0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8506    0.0355   -0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4112    3.3073    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    2.7400    1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064    2.6512    2.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    3.5409    0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9125   -0.9831    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0833    1.4874    0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2535    0.1497    0.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5521   -1.8606   -2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7828   -3.2873   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4939   -2.2347    0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776   -0.0313   -2.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2885   -1.1465   -2.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0744    0.6508   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5439   -0.9919    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461   -1.8266   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7166   -1.0425   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039   -0.6709    2.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6818    0.5402   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269   -0.3056    1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6466   -1.9435    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8419   -1.5985    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8211   -1.9405   -2.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0420   -2.8856   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8112   -2.5986   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
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 17 18  1  0
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  2 28  1  0
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 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
M  END


  Mrv0541 05061307172D          

 31 34  0  0  0  0            999 V2000
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456   -0.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539    1.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4474   -2.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5924   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2897   -2.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5266    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0033684

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC(=C)C(C)(C)C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O/c1-19(9-10-20(2)28(4,5)6)23-13-14-25-22-11-12-24-21(3)27(31)16-18-30(24,8)26(22)15-17-29(23,25)7/h11,19,21,23-27,31H,2,9-10,12-18H2,1,3-8H3

> <INCHI_KEY>
KRMCRDNDVNGZDL-UHFFFAOYSA-N

> <FORMULA>
C30H50O

> <MOLECULAR_WEIGHT>
426.7174

> <EXACT_MASS>
426.386166222

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
54.313403164067644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-(6,6-dimethyl-5-methylideneheptan-2-yl)-2,6,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

> <ALOGPS_LOGP>
7.35

> <JCHEM_LOGP>
7.717282262333335

> <ALOGPS_LOGS>
-6.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.957638198850066

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0677290518229814

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
133.88929999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.36e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-(6,6-dimethyl-5-methylideneheptan-2-yl)-2,6,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033684
     RDKit          3D
25-Methylgramisterol
 81 84  0  0  0  0  0  0  0  0999 V2000
   -4.5436   -0.7601   -1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3819   -0.2094   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1038    1.0267   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7020    1.4791   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7089    0.5555    0.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452    0.4764    2.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    1.1274    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    2.5138    0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4096    2.6207    1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8575    1.4311    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446    1.0228    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    1.7555    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    1.2799    0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007    0.3165   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1619   -0.4970    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750    0.5068    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119   -1.4696   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6626   -0.8831   -1.4548 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -2.1762   -1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3298   -1.9627   -0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -0.5109   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896   -0.2527   -2.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678   -0.3618   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3832   -0.8003   -0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137   -0.8533   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    0.3748    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531    0.0916    2.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7103   -0.8770   -0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8506    0.0355   -0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236   -1.2159    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8299   -2.1536   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5702   -0.3968   -1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8146   -1.7025   -2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764    1.8339   -0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6309    1.0653    0.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6679    2.4616    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795    1.6983   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077   -0.4430    0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1673   -0.6167    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    0.9270    2.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    0.9644    2.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2719    1.2644   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    3.3073    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    2.7400    1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064    2.6512    2.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    3.5409    0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5672    1.6225   -0.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0214    2.7641    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2967    2.1636    0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410    0.8229    1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262    0.9228   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9125   -0.9831    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0833    1.4874    0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2535    0.1497    0.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3923    0.6583    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2578   -2.2531   -0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6276   -1.3937   -2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -1.8606   -2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7828   -3.2873   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.6318   -1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4939   -2.2347    0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776   -0.0313   -2.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2885   -1.1465   -2.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0744    0.6508   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5439   -0.9919    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461   -1.8266   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1794   -0.1078   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2000   -1.7586    0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -1.0425   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039   -0.6709    2.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9197   -0.3816    2.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469    0.9599    2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0783    0.7828   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7674   -0.5766   -1.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6818    0.5402   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269   -0.3056    1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6466   -1.9435    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8419   -1.5985    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8211   -1.9405   -2.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0420   -2.8856   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8112   -2.5986   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 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
  2 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 26  7  1  0
 26 10  1  0
 23 11  1  0
 21 14  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 27 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.302  -2.907   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.458  -0.848   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.287   3.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.768  -4.706   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.039  -2.545   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.607  -4.436   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.407  -1.269   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.353  -2.485   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.878  -2.275   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.811   2.218   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.823  -3.490   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.397  -0.314   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   28                                                            
CONECT    5   28                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8   30                                                            
CONECT    9   10   19                                                       
CONECT   10    9   20                                                       
CONECT   11   12   22                                                       
CONECT   12   11   24                                                       
CONECT   13   14   23                                                       
CONECT   14   13   25                                                       
CONECT   15   17   26                                                       
CONECT   16   18   27                                                       
CONECT   17   15   29                                                       
CONECT   18   16   30                                                       
CONECT   19    1    9   23                                                  
CONECT   20    2   10   28                                                  
CONECT   21    3   24   27                                                  
CONECT   22   11   25   26                                                  
CONECT   23   13   19   29                                                  
CONECT   24   12   21   30                                                  
CONECT   25   14   22   29                                                  
CONECT   26   15   22   30                                                  
CONECT   27   16   21   31                                                  
CONECT   28    4    5    6   20                                             
CONECT   29    7   17   23   25                                             
CONECT   30    8   18   24   26                                             
CONECT   31   27                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0033684
HETATM    1  C1  UNL     1      -4.544  -0.760  -1.645  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.382  -0.209  -0.795  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.104   1.027  -0.055  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.702   1.479  -0.051  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.709   0.555   0.654  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.145   0.476   2.094  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.374   1.127   0.399  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.119   2.514   0.915  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.410   2.621   1.067  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.858   1.431   0.304  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.245   1.023   0.411  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.238   1.755   0.855  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.625   1.280   0.937  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.001   0.317  -0.155  1.00  0.00           C  
HETATM   15  C15 UNL     1       6.162  -0.497   0.385  1.00  0.00           C  
HETATM   16  C16 UNL     1       7.275   0.507   0.698  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.712  -1.470  -0.614  1.00  0.00           C  
HETATM   18  O1  UNL     1       7.663  -0.883  -1.455  1.00  0.00           O  
HETATM   19  C18 UNL     1       5.624  -2.176  -1.381  1.00  0.00           C  
HETATM   20  C19 UNL     1       4.330  -1.963  -0.609  1.00  0.00           C  
HETATM   21  C20 UNL     1       3.885  -0.511  -0.685  1.00  0.00           C  
HETATM   22  C21 UNL     1       3.690  -0.253  -2.170  1.00  0.00           C  
HETATM   23  C22 UNL     1       2.568  -0.362  -0.030  1.00  0.00           C  
HETATM   24  C23 UNL     1       1.383  -0.800  -0.864  1.00  0.00           C  
HETATM   25  C24 UNL     1       0.114  -0.853  -0.042  1.00  0.00           C  
HETATM   26  C25 UNL     1      -0.157   0.375   0.764  1.00  0.00           C  
HETATM   27  C26 UNL     1      -0.053   0.092   2.212  1.00  0.00           C  
HETATM   28  C27 UNL     1      -6.710  -0.877  -0.557  1.00  0.00           C  
HETATM   29  C28 UNL     1      -7.851   0.035  -0.918  1.00  0.00           C  
HETATM   30  C29 UNL     1      -6.824  -1.216   0.916  1.00  0.00           C  
HETATM   31  C30 UNL     1      -6.830  -2.154  -1.366  1.00  0.00           C  
HETATM   32  H1  UNL     1      -3.570  -0.397  -1.914  1.00  0.00           H  
HETATM   33  H2  UNL     1      -4.815  -1.702  -2.174  1.00  0.00           H  
HETATM   34  H3  UNL     1      -5.676   1.834  -0.642  1.00  0.00           H  
HETATM   35  H4  UNL     1      -5.631   1.065   0.930  1.00  0.00           H  
HETATM   36  H5  UNL     1      -3.668   2.462   0.502  1.00  0.00           H  
HETATM   37  H6  UNL     1      -3.380   1.698  -1.083  1.00  0.00           H  
HETATM   38  H7  UNL     1      -2.808  -0.443   0.180  1.00  0.00           H  
HETATM   39  H8  UNL     1      -3.167  -0.617   2.381  1.00  0.00           H  
HETATM   40  H9  UNL     1      -4.141   0.927   2.201  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.489   0.964   2.818  1.00  0.00           H  
HETATM   42  H11 UNL     1      -1.272   1.264  -0.751  1.00  0.00           H  
HETATM   43  H12 UNL     1      -1.411   3.307   0.196  1.00  0.00           H  
HETATM   44  H13 UNL     1      -1.625   2.740   1.865  1.00  0.00           H  
HETATM   45  H14 UNL     1       0.706   2.651   2.117  1.00  0.00           H  
HETATM   46  H15 UNL     1       0.795   3.541   0.587  1.00  0.00           H  
HETATM   47  H16 UNL     1       0.567   1.623  -0.774  1.00  0.00           H  
HETATM   48  H17 UNL     1       3.021   2.764   1.179  1.00  0.00           H  
HETATM   49  H18 UNL     1       5.297   2.164   0.952  1.00  0.00           H  
HETATM   50  H19 UNL     1       4.741   0.823   1.964  1.00  0.00           H  
HETATM   51  H20 UNL     1       5.426   0.923  -0.982  1.00  0.00           H  
HETATM   52  H21 UNL     1       5.912  -0.983   1.340  1.00  0.00           H  
HETATM   53  H22 UNL     1       7.083   1.487   0.234  1.00  0.00           H  
HETATM   54  H23 UNL     1       8.254   0.150   0.321  1.00  0.00           H  
HETATM   55  H24 UNL     1       7.392   0.658   1.788  1.00  0.00           H  
HETATM   56  H25 UNL     1       7.258  -2.253  -0.038  1.00  0.00           H  
HETATM   57  H26 UNL     1       7.628  -1.394  -2.304  1.00  0.00           H  
HETATM   58  H27 UNL     1       5.552  -1.861  -2.426  1.00  0.00           H  
HETATM   59  H28 UNL     1       5.783  -3.287  -1.395  1.00  0.00           H  
HETATM   60  H29 UNL     1       3.522  -2.632  -1.018  1.00  0.00           H  
HETATM   61  H30 UNL     1       4.494  -2.235   0.431  1.00  0.00           H  
HETATM   62  H31 UNL     1       4.678  -0.031  -2.669  1.00  0.00           H  
HETATM   63  H32 UNL     1       3.288  -1.147  -2.689  1.00  0.00           H  
HETATM   64  H33 UNL     1       3.074   0.651  -2.352  1.00  0.00           H  
HETATM   65  H34 UNL     1       2.544  -0.992   0.881  1.00  0.00           H  
HETATM   66  H35 UNL     1       1.546  -1.827  -1.256  1.00  0.00           H  
HETATM   67  H36 UNL     1       1.179  -0.108  -1.705  1.00  0.00           H  
HETATM   68  H37 UNL     1       0.200  -1.759   0.612  1.00  0.00           H  
HETATM   69  H38 UNL     1      -0.717  -1.042  -0.785  1.00  0.00           H  
HETATM   70  H39 UNL     1      -0.804  -0.671   2.490  1.00  0.00           H  
HETATM   71  H40 UNL     1       0.920  -0.382   2.506  1.00  0.00           H  
HETATM   72  H41 UNL     1      -0.147   0.960   2.873  1.00  0.00           H  
HETATM   73  H42 UNL     1      -8.078   0.783  -0.126  1.00  0.00           H  
HETATM   74  H43 UNL     1      -8.767  -0.577  -1.033  1.00  0.00           H  
HETATM   75  H44 UNL     1      -7.682   0.540  -1.894  1.00  0.00           H  
HETATM   76  H45 UNL     1      -7.127  -0.306   1.512  1.00  0.00           H  
HETATM   77  H46 UNL     1      -7.647  -1.943   1.074  1.00  0.00           H  
HETATM   78  H47 UNL     1      -5.842  -1.599   1.284  1.00  0.00           H  
HETATM   79  H48 UNL     1      -6.821  -1.940  -2.446  1.00  0.00           H  
HETATM   80  H49 UNL     1      -6.042  -2.886  -1.056  1.00  0.00           H  
HETATM   81  H50 UNL     1      -7.811  -2.599  -1.123  1.00  0.00           H  
CONECT    1    2    2   32   33
CONECT    2    3   28
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6    7   38
CONECT    6   39   40   41
CONECT    7    8   26   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   26   47
CONECT   11   12   12   23
CONECT   12   13   48
CONECT   13   14   49   50
CONECT   14   15   21   51
CONECT   15   16   17   52
CONECT   16   53   54   55
CONECT   17   18   19   56
CONECT   18   57
CONECT   19   20   58   59
CONECT   20   21   60   61
CONECT   21   22   23
CONECT   22   62   63   64
CONECT   23   24   65
CONECT   24   25   66   67
CONECT   25   26   68   69
CONECT   26   27
CONECT   27   70   71   72
CONECT   28   29   30   31
CONECT   29   73   74   75
CONECT   30   76   77   78
CONECT   31   79   80   81
END

HMDB0033684
     RDKit          3D
25-Methylgramisterol
 81 84  0  0  0  0  0  0  0  0999 V2000
   -4.5436   -0.7601   -1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3819   -0.2094   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1038    1.0267   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7020    1.4791   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7089    0.5555    0.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452    0.4764    2.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    1.1274    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    2.5138    0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4096    2.6207    1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8575    1.4311    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446    1.0228    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    1.7555    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    1.2799    0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007    0.3165   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1619   -0.4970    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750    0.5068    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119   -1.4696   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6626   -0.8831   -1.4548 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -2.1762   -1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3298   -1.9627   -0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -0.5109   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896   -0.2527   -2.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678   -0.3618   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3832   -0.8003   -0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137   -0.8533   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    0.3748    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531    0.0916    2.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7103   -0.8770   -0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8506    0.0355   -0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236   -1.2159    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8299   -2.1536   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5702   -0.3968   -1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8146   -1.7025   -2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764    1.8339   -0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6309    1.0653    0.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6679    2.4616    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795    1.6983   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077   -0.4430    0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1673   -0.6167    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    0.9270    2.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    0.9644    2.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2719    1.2644   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    3.3073    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    2.7400    1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064    2.6512    2.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    3.5409    0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5672    1.6225   -0.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0214    2.7641    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2967    2.1636    0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410    0.8229    1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262    0.9228   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9125   -0.9831    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0833    1.4874    0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2535    0.1497    0.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3923    0.6583    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2578   -2.2531   -0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6276   -1.3937   -2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -1.8606   -2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7828   -3.2873   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.6318   -1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4939   -2.2347    0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776   -0.0313   -2.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2885   -1.1465   -2.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0744    0.6508   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5439   -0.9919    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461   -1.8266   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1794   -0.1078   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2000   -1.7586    0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -1.0425   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039   -0.6709    2.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9197   -0.3816    2.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469    0.9599    2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0783    0.7828   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7674   -0.5766   -1.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6818    0.5402   -1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269   -0.3056    1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6466   -1.9435    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8419   -1.5985    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8211   -1.9405   -2.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0420   -2.8856   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8112   -2.5986   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 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
  2 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 26  7  1  0
 26 10  1  0
 23 11  1  0
 21 14  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 27 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₀H₅₀O

Average Molecular Weight

426.7174

Monoisotopic Molecular Weight

426.386166222

IUPAC Name

14-(6,6-dimethyl-5-methylideneheptan-2-yl)-2,6,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

Traditional Name

14-(6,6-dimethyl-5-methylideneheptan-2-yl)-2,6,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

CAS Registry Number

123086-79-3

SMILES

CC(CCC(=C)C(C)(C)C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C30H50O/c1-19(9-10-20(2)28(4,5)6)23-13-14-25-22-11-12-24-21(3)27(31)16-18-30(24,8)26(22)15-17-29(23,25)7/h11,19,21,23-27,31H,2,9-10,12-18H2,1,3-8H3

InChI Key

KRMCRDNDVNGZDL-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-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

Cytoplasm (HMDB: HMDB0033684)
Cell membrane (HMDB: HMDB0033684)

Biofluid or Excreta

Urine (HMDB: HMDB0033684)

Tissue substructure

Hepatic tissue (HMDB: HMDB0033684)

Cellular substructure

Extracellular (HMDB: HMDB0033684)
Membrane (HMDB: HMDB0033684)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033684)

Source

Endogenous

Endogenous (HMDB: HMDB0033684)

Plant

Fabaceae (HMDB: HMDB0033684)

Animal

Animal (HMDB: HMDB0033684)

Exogenous

Food

Food (HMDB: HMDB0033684)

Pulse

Bean

Pulses (FooDB: FOOD00867)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0033684)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0033684)

Cellular process

Cell signaling (HMDB: HMDB0033684)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0033684)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033684)

Nutrient

Nutrient (HMDB: HMDB0033684)

Molecular messenger

Signaling molecule (HMDB: HMDB0033684)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033684)

Emulsifier (HMDB: HMDB0033684)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00014 g/L	ALOGPS
logP	7.35	ALOGPS
logP	7.72	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	18.96	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	133.89 m³·mol⁻¹	ChemAxon
Polarizability	54.31 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]+	199.647	31661259
DarkChem	[M-H]-	197.475	31661259
DeepCCS	[M-2H]-	240.556	30932474
DeepCCS	[M+Na]+	215.784	30932474
AllCCS	[M+H]+	212.8	32859911
AllCCS	[M+H-H2O]+	210.9	32859911
AllCCS	[M+NH4]+	214.5	32859911
AllCCS	[M+Na]+	215.0	32859911
AllCCS	[M-H]-	212.5	32859911
AllCCS	[M+Na-2H]-	214.6	32859911
AllCCS	[M+HCOO]-	217.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
25-Methylgramisterol	CC(CCC(=C)C(C)(C)C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C	2925.6	Standard polar	33892256
25-Methylgramisterol	CC(CCC(=C)C(C)(C)C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C	3261.7	Standard non polar	33892256
25-Methylgramisterol	CC(CCC(=C)C(C)(C)C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C	3342.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
25-Methylgramisterol,1TMS,isomer #1	C=C(CCC(C)C1CCC2C3=CCC4C(C)C(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(C)(C)C	3450.1	Semi standard non polar	33892256
25-Methylgramisterol,1TBDMS,isomer #1	C=C(CCC(C)C1CCC2C3=CCC4C(C)C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(C)(C)C	3671.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 25-Methylgramisterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dj-1019300000-e16df962f75696b0f4e8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 25-Methylgramisterol GC-MS (1 TMS) - 70eV, Positive	splash10-001i-2002900000-d02dfe926fceebddb01b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 25-Methylgramisterol 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 - 25-Methylgramisterol 10V, Positive-QTOF	splash10-056r-0012900000-14051f71fd8963e0cba3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 20V, Positive-QTOF	splash10-06vi-0239300000-ebe80aa7994849845b05	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 40V, Positive-QTOF	splash10-03yi-4197100000-0b9ca91682cd0d3ef72c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 10V, Negative-QTOF	splash10-004i-0000900000-65e8c281e83f311e59d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 20V, Negative-QTOF	splash10-004i-0000900000-8a7f0ece3ea156e838a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 40V, Negative-QTOF	splash10-0a4i-2019700000-ecb333b344fad277bfbc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 10V, Negative-QTOF	splash10-004i-0000900000-590c9e4adfdd12b64d93	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 20V, Negative-QTOF	splash10-004i-0000900000-590c9e4adfdd12b64d93	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 40V, Negative-QTOF	splash10-00fr-0001900000-3a0fe3ea62d0b8291150	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 10V, Positive-QTOF	splash10-016r-3093500000-e77bf65f5483d2a36ca0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 20V, Positive-QTOF	splash10-0a4i-9055100000-4d52a5cad0dee5fa4927	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Methylgramisterol 40V, Positive-QTOF	splash10-0a4i-9822000000-61717b5cd526e2487877	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

FDB011787

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

85601429

PDB ID

Not Available

ChEBI ID

Not Available

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 25-Methylgramisterol (HMDB0033684)

MOL for HMDB0033684 (25-Methylgramisterol)

3D MOL for HMDB0033684 (25-Methylgramisterol)

3D SDF for HMDB0033684 (25-Methylgramisterol)

3D-SDF for HMDB0033684 (25-Methylgramisterol)

PDB for HMDB0033684 (25-Methylgramisterol)

3D PDB for HMDB0033684 (25-Methylgramisterol)

SMILES for HMDB0033684 (25-Methylgramisterol)

INCHI for HMDB0033684 (25-Methylgramisterol)

Structure for HMDB0033684 (25-Methylgramisterol)

3D Structure for HMDB0033684 (25-Methylgramisterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra