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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 20:41:42 UTC

Update Date

2021-09-23 20:41:43 UTC

HMDB ID

HMDB0302789

Secondary Accession Numbers

None

Metabolite Identification

Common Name

gamma-Gurjunene

Description

Gamma-gurjunene, also known as gamma-gurjunene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-gurjunene is a musty tasting compound found in pot marjoram and sweet basil, which makes gamma-gurjunene a potential biomarker for the consumption of these food products.

Structure

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

HMDB0302789
     RDKit          3D
gamma-Gurjunene
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.9794    0.5258    0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    0.5930    0.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1315    0.5989    2.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    0.6554   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -0.6195   -0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843   -0.9156   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001   -2.3390   -0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104   -2.9298    0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -2.1523   -1.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1304   -0.6361   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4326   -0.1766   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    1.2363   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356    1.9729   -1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    1.8884    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    1.8787   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5911    0.4788    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596    0.5164   -0.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186    0.2173    3.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2848   -0.1005    2.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332    1.6379    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4725    0.7507   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.4730   -0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0195   -2.9515   -1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198   -4.0395    0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -2.6564    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2825   -2.6909    1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277   -2.6303   -2.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8455   -2.5198   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1837   -0.3571   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -0.3500   -2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -0.7061    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533    1.5255    0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    1.7658   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0952    1.6103   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915    3.0647   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1924    1.5179    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    2.9764    0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6803    2.0951   -1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028    2.7380   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  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  1  0
 12 14  1  0
 14 15  1  0
 15  4  1  0
 11  6  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 02241220432D          

 15 16  0  0  0  0            999 V2000
    1.7413   -0.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -0.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -0.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208    0.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4036    1.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485   -0.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -1.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -1.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413   -1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -1.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717   -0.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -0.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    0.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027   -2.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302789

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C(C)CCC(C=C12)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h9,11-14H,1,5-8H2,2-4H3

> <INCHI_KEY>
DUYRYUZIBGFLDD-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
26.05198839125559

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

> <ALOGPS_LOGP>
5.73

> <JCHEM_LOGP>
4.506281368000001

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
67.5259

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302789
     RDKit          3D
gamma-Gurjunene
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.9794    0.5258    0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    0.5930    0.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1315    0.5989    2.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    0.6554   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -0.6195   -0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843   -0.9156   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001   -2.3390   -0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104   -2.9298    0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -2.1523   -1.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1304   -0.6361   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4326   -0.1766   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    1.2363   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356    1.9729   -1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    1.8884    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    1.8787   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5911    0.4788    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596    0.5164   -0.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186    0.2173    3.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2848   -0.1005    2.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332    1.6379    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4725    0.7507   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.4730   -0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0195   -2.9515   -1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198   -4.0395    0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -2.6564    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2825   -2.6909    1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277   -2.6303   -2.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8455   -2.5198   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1837   -0.3571   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -0.3500   -2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -0.7061    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533    1.5255    0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    1.7658   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0952    1.6103   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915    3.0647   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1924    1.5179    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    2.9764    0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6803    2.0951   -1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028    2.7380   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  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  1  0
 12 14  1  0
 14 15  1  0
 15  4  1  0
 11  6  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  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       3.250  -1.052   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.454  -0.092   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.956  -0.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.916   0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.439   0.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.353   2.203   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.624  -1.822   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.956  -3.210   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.454  -3.552   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.250  -2.592   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.786  -3.068   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.881  -1.822   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.786  -0.576   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.310   0.888   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.112  -5.054   0.000  0.00  0.00           C+0
CONECT    1    2   10   13                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9    1   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    1   14                                                  
CONECT   14   13                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0302789
HETATM    1  C1  UNL     1       3.979   0.526   0.767  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.668   0.593   0.914  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.131   0.599   2.291  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.771   0.655  -0.295  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.095  -0.620  -0.474  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.184  -0.916  -0.522  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.700  -2.339  -0.721  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.010  -2.930   0.626  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.934  -2.152  -1.570  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.130  -0.636  -1.721  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.433  -0.177  -0.427  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.473   1.236  -0.177  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.736   1.973  -1.490  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.286   1.888   0.462  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.941   1.879  -0.357  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.591   0.479   1.660  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.460   0.516  -0.215  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.919   0.217   3.009  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.285  -0.101   2.431  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.933   1.638   2.583  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.472   0.751  -1.198  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.753  -1.473  -0.589  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.019  -2.951  -1.252  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.020  -4.040   0.503  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.024  -2.656   0.974  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.283  -2.691   1.396  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.828  -2.630  -2.564  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.846  -2.520  -1.067  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.184  -0.357  -1.738  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.559  -0.350  -2.611  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.052  -0.706   0.366  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.353   1.526   0.475  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.812   1.766  -1.730  1.00  0.00           H  
HETATM   34  H19 UNL     1      -1.095   1.610  -2.290  1.00  0.00           H  
HETATM   35  H20 UNL     1      -1.592   3.065  -1.272  1.00  0.00           H  
HETATM   36  H21 UNL     1      -0.192   1.518   1.500  1.00  0.00           H  
HETATM   37  H22 UNL     1      -0.578   2.976   0.595  1.00  0.00           H  
HETATM   38  H23 UNL     1       0.680   2.095  -1.410  1.00  0.00           H  
HETATM   39  H24 UNL     1       1.603   2.738  -0.049  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3    4
CONECT    3   18   19   20
CONECT    4    5   15   21
CONECT    5    6    6   22
CONECT    6    7   11
CONECT    7    8    9   23
CONECT    8   24   25   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   31
CONECT   12   13   14   32
CONECT   13   33   34   35
CONECT   14   15   36   37
CONECT   15   38   39
END

HMDB0302789
     RDKit          3D
gamma-Gurjunene
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.9794    0.5258    0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    0.5930    0.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1315    0.5989    2.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    0.6554   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -0.6195   -0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843   -0.9156   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001   -2.3390   -0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104   -2.9298    0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -2.1523   -1.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1304   -0.6361   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4326   -0.1766   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    1.2363   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356    1.9729   -1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    1.8884    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    1.8787   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5911    0.4788    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596    0.5164   -0.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186    0.2173    3.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2848   -0.1005    2.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332    1.6379    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4725    0.7507   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.4730   -0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0195   -2.9515   -1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198   -4.0395    0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -2.6564    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2825   -2.6909    1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277   -2.6303   -2.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8455   -2.5198   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1837   -0.3571   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -0.3500   -2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -0.7061    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533    1.5255    0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    1.7658   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0952    1.6103   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915    3.0647   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1924    1.5179    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    2.9764    0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6803    2.0951   -1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028    2.7380   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  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  1  0
 12 14  1  0
 14 15  1  0
 15  4  1  0
 11  6  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
g-Gurjunene	Generator
Γ-gurjunene	Generator

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

Traditional Name

1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)CCC(C=C12)C(C)=C

InChI Identifier

InChI=1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h9,11-14H,1,5-8H2,2-4H3

InChI Key

DUYRYUZIBGFLDD-UHFFFAOYSA-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

Sesquiterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a sesquiterpenoid (CPD-12892 )

Ontology

Physiological effect

Organoleptic effect

Odor

Musty

Disposition

Source

Exogenous

Exogenous (HMDB: HMDB0302789)

Food

Herb and spice

Herb

Sweet basil (FooDB: FOOD00119)
Pot marjoram (FooDB: FOOD00123)

Process

Not Available

Role

Not Available

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
logP	5.73	ALOGPS
logP	4.51	ChemAxon
logS	-4.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.53 m³·mol⁻¹	ChemAxon
Polarizability	26.05 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
AllCCS	[M+H]+	147.318	32859911
AllCCS	[M+H-H2O]+	143.311	32859911
AllCCS	[M+Na]+	152.121	32859911
AllCCS	[M+NH4]+	151.046	32859911
AllCCS	[M-H]-	156.301	32859911
AllCCS	[M+Na-2H]-	156.816	32859911
AllCCS	[M+HCOO]-	157.482	32859911
DeepCCS	[M-2H]-	186.812	30932474
DeepCCS	[M+Na]+	162.388	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	21.8348 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.7 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2712.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	806.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	293.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	474.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	438.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	913.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	926.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	195.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1782.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	636.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1746.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	609.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	526.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	595.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	727.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 10V, Positive-QTOF	splash10-0a4i-0390000000-fefb02efe163b4e27c7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 20V, Positive-QTOF	splash10-0bt9-2950000000-f541b81df30cfdc42f49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 40V, Positive-QTOF	splash10-0f9j-5900000000-cccad34f04d0a1369cb4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 10V, Negative-QTOF	splash10-0udi-0090000000-8b8c0373ebdc76681f74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 20V, Negative-QTOF	splash10-0udi-0190000000-30ecf27d1ff328ac16da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 40V, Negative-QTOF	splash10-0079-2900000000-c8c3b318b6f66ecbff6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 10V, Positive-QTOF	splash10-0a4i-0290000000-6238399f80e9e88ea78d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 20V, Positive-QTOF	splash10-0a4m-9420000000-34b1d4528cfa6e5726b8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 40V, Positive-QTOF	splash10-052f-9100000000-35cb23cdc73bef22670f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Gurjunene 40V, Negative-QTOF	splash10-0udi-0390000000-79bd0d227445be153c5a	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB006269

KNApSAcK ID

Not Available

Chemspider ID

81988

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for gamma-Gurjunene (HMDB0302789)

MOL for HMDB0302789 (gamma-Gurjunene)

3D MOL for HMDB0302789 (gamma-Gurjunene)

3D SDF for HMDB0302789 (gamma-Gurjunene)

3D-SDF for HMDB0302789 (gamma-Gurjunene)

PDB for HMDB0302789 (gamma-Gurjunene)

3D PDB for HMDB0302789 (gamma-Gurjunene)

SMILES for HMDB0302789 (gamma-Gurjunene)

INCHI for HMDB0302789 (gamma-Gurjunene)

Structure for HMDB0302789 (gamma-Gurjunene)

3D Structure for HMDB0302789 (gamma-Gurjunene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra