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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:04:13 UTC

Update Date

2022-03-07 02:55:31 UTC

HMDB ID

HMDB0037811

Secondary Accession Numbers

HMDB37811

Metabolite Identification

Common Name

Vetiverol

Description

Vetiverol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Vetiverol.

Structure

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

HMDB0037811
     RDKit          3D
Vetiverol
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.2366   -0.4494    2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0473   -0.2949    1.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487   -0.8619    1.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1790   -0.8031    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945   -2.0708   -0.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092   -0.1444   -1.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    1.0046   -0.6827 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3937    1.8336   -1.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5555    0.4581    0.0492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3402    1.6069    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    1.5021   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511    0.0269   -0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7884   -0.6562   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    0.0616   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8192   -2.1229   -0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612   -0.4956   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5333   -1.3821    3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    0.3756    3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468   -0.5630    2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948   -1.4083    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677   -0.2050    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3349   -1.8939   -1.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652   -0.8454   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4637    0.2938   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318    1.6152    0.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921    1.2621   -2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3575    2.0631   -2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    2.8208   -1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    2.5851    0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7666    1.5110    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580    1.8933   -1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4146    1.9801   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0734    0.8089    0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9147   -0.6223   -0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2188    0.6164   -1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360   -2.3898   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466   -2.5511   -1.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9148   -2.5602    0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152   -0.4693   -1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365   -1.5297   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 12 16  1  0
  9  2  1  1
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 02241221222D          

 16 17  0  0  1  0            999 V2000
    3.7445    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -0.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5812   -1.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  1  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 13 15  1  6  0  0  0
  4 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037811

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1CC(O)C=C(C)[C@@]11CCC(C1)=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10(2)13-5-6-15(9-13)11(3)7-14(16)8-12(15)4/h7,12,14,16H,5-6,8-9H2,1-4H3/t12-,14?,15+/m1/s1

> <INCHI_KEY>
XCEXBRKEGXBUJE-ATFAPYMMSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.868804943363333

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,10R)-6,10-dimethyl-2-(propan-2-ylidene)spiro[4.5]dec-6-en-8-ol

> <ALOGPS_LOGP>
3.96

> <JCHEM_LOGP>
3.1869068296666665

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.82753555290488

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5620359491594051

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.7738

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,10R)-6,10-dimethyl-2-(propan-2-ylidene)spiro[4.5]dec-6-en-8-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037811
     RDKit          3D
Vetiverol
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.2366   -0.4494    2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0473   -0.2949    1.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487   -0.8619    1.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1790   -0.8031    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945   -2.0708   -0.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092   -0.1444   -1.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    1.0046   -0.6827 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3937    1.8336   -1.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5555    0.4581    0.0492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3402    1.6069    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    1.5021   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511    0.0269   -0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7884   -0.6562   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    0.0616   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8192   -2.1229   -0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612   -0.4956   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5333   -1.3821    3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    0.3756    3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468   -0.5630    2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948   -1.4083    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677   -0.2050    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3349   -1.8939   -1.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652   -0.8454   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4637    0.2938   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318    1.6152    0.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921    1.2621   -2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3575    2.0631   -2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    2.8208   -1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    2.5851    0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7666    1.5110    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580    1.8933   -1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4146    1.9801   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0734    0.8089    0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9147   -0.6223   -0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2188    0.6164   -1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360   -2.3898   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466   -2.5511   -1.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9148   -2.5602    0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152   -0.4693   -1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365   -1.5297   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 12 16  1  0
  9  2  1  1
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  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  O   UNK     0       6.990   0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.450   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.246  -0.905   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.085  -2.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.653  -0.279   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.140   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.370   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.370  -1.897   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6   12   13                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7   12                                                       
CONECT   12   11    5                                                       
CONECT   13    5   14   15                                                  
CONECT   14   13    2                                                       
CONECT   15   13                                                            
CONECT   16    4                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0037811
HETATM    1  C1  UNL     1       0.237  -0.449   2.476  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.047  -0.295   1.236  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.249  -0.862   1.221  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.179  -0.803   0.069  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.694  -2.071  -0.254  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.609  -0.144  -1.139  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.736   1.005  -0.683  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.394   1.834  -1.878  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.556   0.458   0.049  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.340   1.607   0.431  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.500   1.502  -0.538  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.651   0.027  -0.670  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.788  -0.656  -0.684  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.085   0.062  -0.559  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.819  -2.123  -0.820  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.261  -0.496  -0.780  1.00  0.00           C  
HETATM   17  H1  UNL     1       0.533  -1.382   3.000  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.398   0.376   3.196  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.847  -0.563   2.249  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.595  -1.408   2.094  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.068  -0.205   0.400  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.335  -1.894  -1.011  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.065  -0.845  -1.792  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.464   0.294  -1.723  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.332   1.615   0.020  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.792   1.262  -2.619  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.358   2.063  -2.402  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.954   2.821  -1.631  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.162   2.585   0.381  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.767   1.511   1.446  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.258   1.893  -1.542  1.00  0.00           H  
HETATM   32  H16 UNL     1      -2.415   1.980  -0.134  1.00  0.00           H  
HETATM   33  H17 UNL     1      -4.073   0.809   0.261  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.915  -0.622  -0.359  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.219   0.616  -1.531  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.736  -2.390  -1.400  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.947  -2.551  -1.315  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.915  -2.560   0.203  1.00  0.00           H  
HETATM   39  H23 UNL     1       0.015  -0.469  -1.865  1.00  0.00           H  
HETATM   40  H24 UNL     1      -0.237  -1.530  -0.384  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    9
CONECT    3    4   20
CONECT    4    5    6   21
CONECT    5   22
CONECT    6    7   23   24
CONECT    7    8    9   25
CONECT    8   26   27   28
CONECT    9   10   16
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   13   16
CONECT   13   14   15
CONECT   14   33   34   35
CONECT   15   36   37   38
CONECT   16   39   40
END

HMDB0037811
     RDKit          3D
Vetiverol
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.2366   -0.4494    2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0473   -0.2949    1.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487   -0.8619    1.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1790   -0.8031    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945   -2.0708   -0.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092   -0.1444   -1.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    1.0046   -0.6827 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3937    1.8336   -1.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5555    0.4581    0.0492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3402    1.6069    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    1.5021   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511    0.0269   -0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7884   -0.6562   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    0.0616   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8192   -2.1229   -0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612   -0.4956   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5333   -1.3821    3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    0.3756    3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468   -0.5630    2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948   -1.4083    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677   -0.2050    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3349   -1.8939   -1.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652   -0.8454   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4637    0.2938   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318    1.6152    0.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921    1.2621   -2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3575    2.0631   -2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    2.8208   -1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    2.5851    0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7666    1.5110    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580    1.8933   -1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4146    1.9801   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0734    0.8089    0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9147   -0.6223   -0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2188    0.6164   -1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360   -2.3898   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466   -2.5511   -1.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9148   -2.5602    0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152   -0.4693   -1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365   -1.5297   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 12 16  1  0
  9  2  1  1
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Lignolia	HMDB
Vetivenol	HMDB
Vetivol	HMDB
Vetiverol	MeSH
Vetyvenol	MeSH

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

(5R,10R)-6,10-dimethyl-2-(propan-2-ylidene)spiro[4.5]dec-6-en-8-ol

Traditional Name

(5R,10R)-6,10-dimethyl-2-(propan-2-ylidene)spiro[4.5]dec-6-en-8-ol

CAS Registry Number

68129-81-7

SMILES

C[C@@H]1CC(O)C=C(C)[C@@]11CCC(C1)=C(C)C

InChI Identifier

InChI=1S/C15H24O/c1-10(2)13-5-6-15(9-13)11(3)7-14(16)8-12(15)4/h7,12,14,16H,5-6,8-9H2,1-4H3/t12-,14?,15+/m1/s1

InChI Key

XCEXBRKEGXBUJE-ATFAPYMMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Spirovetivane-type sesquiterpenoid
Sesquiterpenoid
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0037811)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037811)

Source

Endogenous

Endogenous (HMDB: HMDB0037811)

Animal

Animal (HMDB: HMDB0037811)

Exogenous

Food

Food (HMDB: HMDB0037811)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037811)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037811)

Cellular process

Cell signaling (HMDB: HMDB0037811)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037811)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037811)

Nutrient

Nutrient (HMDB: HMDB0037811)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037811)

Emulsifier (HMDB: HMDB0037811)

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	0.18 g/L	ALOGPS
logP	3.96	ALOGPS
logP	3.19	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	17.83	ChemAxon
pKa (Strongest Basic)	-1.6	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	0	ChemAxon
Refractivity	69.77 m³·mol⁻¹	ChemAxon
Polarizability	26.87 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	154.189	31661259
DarkChem	[M-H]-	151.576	31661259
DeepCCS	[M-2H]-	189.554	30932474
DeepCCS	[M+Na]+	164.626	30932474
AllCCS	[M+H]+	153.6	32859911
AllCCS	[M+H-H2O]+	149.7	32859911
AllCCS	[M+NH4]+	157.1	32859911
AllCCS	[M+Na]+	158.2	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	161.5	32859911
AllCCS	[M+HCOO]-	162.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vetiverol	C[C@@H]1CC(O)C=C(C)[C@@]11CCC(C1)=C(C)C	2417.3	Standard polar	33892256
Vetiverol	C[C@@H]1CC(O)C=C(C)[C@@]11CCC(C1)=C(C)C	1693.4	Standard non polar	33892256
Vetiverol	C[C@@H]1CC(O)C=C(C)[C@@]11CCC(C1)=C(C)C	1675.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vetiverol,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)C[C@@H](C)[C@]12CCC(=C(C)C)C2	1825.8	Semi standard non polar	33892256
Vetiverol,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)C[C@@H](C)[C@]12CCC(=C(C)C)C2	2097.0	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 - Vetiverol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zir-3940000000-d3d216c1ea6af7e800d5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vetiverol GC-MS (1 TMS) - 70eV, Positive	splash10-004j-9280000000-3fabe3e3753402c8e503	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vetiverol 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 - Vetiverol 10V, Positive-QTOF	splash10-0uk9-0290000000-92f2ffb522896c679aef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 20V, Positive-QTOF	splash10-11b9-3940000000-3e2693bba282635381bf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 40V, Positive-QTOF	splash10-0gbi-9700000000-2ecf7796ac7502437cc9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 10V, Negative-QTOF	splash10-014i-0090000000-d950df3be7288921566d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 20V, Negative-QTOF	splash10-014i-0090000000-9f8c874b79b5b088ad0e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 40V, Negative-QTOF	splash10-0ug0-1930000000-359b1a8bb14266c420f8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 20V, Negative-QTOF	splash10-014i-0090000000-8465970ef46ffb4d16cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 40V, Negative-QTOF	splash10-014i-0090000000-cbeb59ecd01c2cf31d09	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 10V, Positive-QTOF	splash10-004i-0920000000-fe9af96cd69af1dd21c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 20V, Positive-QTOF	splash10-0pb9-2910000000-88a415ea5e43bf8f0320	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vetiverol 40V, Positive-QTOF	splash10-052f-9800000000-86abba87ab9cf24e4abd	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB016956

KNApSAcK ID

Not Available

Chemspider ID

2342284

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3085365

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 Vetiverol (HMDB0037811)

MOL for HMDB0037811 (Vetiverol)

3D MOL for HMDB0037811 (Vetiverol)

3D SDF for HMDB0037811 (Vetiverol)

3D-SDF for HMDB0037811 (Vetiverol)

PDB for HMDB0037811 (Vetiverol)

3D PDB for HMDB0037811 (Vetiverol)

SMILES for HMDB0037811 (Vetiverol)

INCHI for HMDB0037811 (Vetiverol)

Structure for HMDB0037811 (Vetiverol)

3D Structure for HMDB0037811 (Vetiverol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra