Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:41:49 UTC

Update Date

2022-03-07 02:54:36 UTC

HMDB ID

HMDB0035688

Secondary Accession Numbers

HMDB35688

Metabolite Identification

Common Name

Valencene

Description

Valencene, also known as oxo-tremorine, belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Based on a literature review a significant number of articles have been published on Valencene.

Structure

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

HMDB0035688
     RDKit          3D
Valencene
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.9052    0.1357   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694    0.3348    0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2621    1.2566    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6468   -0.3124    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6646   -1.3580   -0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3919   -2.1592   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7975   -1.3281   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621   -1.9688    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1211   -1.3130    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1759   -0.0118   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444    0.7506    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1077    2.1910   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917    0.1278   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993    0.5783   -1.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823    0.6113    0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790    0.6556   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -0.5254   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7996    2.1734    1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    1.5894    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.7876    2.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438   -0.8723    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679   -0.8921   -1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4872   -2.0630   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310   -2.4757   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4484   -3.0844    0.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742   -3.0810    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9621   -1.9328    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -1.0892    1.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -0.3389   -1.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1026    0.5412    0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9133    0.7402    1.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    2.8878    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1813    2.3985   -0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    2.5056   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0801    1.4517   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270   -0.2059   -2.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311    0.8295   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216    1.5724    0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    0.8931    1.5380 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15  4  1  0
 13  7  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
  5 23  1  0
  6 24  1  0
  6 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
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 02241216342D          

 15 16  0  0  0  0            999 V2000
   -0.7135   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4297   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4297   -1.2374    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
  2  7  1  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 14  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035688

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC=C2CCC(CC12C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3

> <INCHI_KEY>
QEBNYNLSCGVZOH-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
26.047611818641645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.86

> <JCHEM_LOGP>
4.519309391666669

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
67.4524

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
valencene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035688
     RDKit          3D
Valencene
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.9052    0.1357   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694    0.3348    0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2621    1.2566    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6468   -0.3124    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6646   -1.3580   -0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3919   -2.1592   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7975   -1.3281   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621   -1.9688    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1211   -1.3130    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1759   -0.0118   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444    0.7506    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1077    2.1910   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917    0.1278   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993    0.5783   -1.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823    0.6113    0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790    0.6556   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -0.5254   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7996    2.1734    1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    1.5894    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.7876    2.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438   -0.8723    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679   -0.8921   -1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4872   -2.0630   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310   -2.4757   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4484   -3.0844    0.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742   -3.0810    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9621   -1.9328    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -1.0892    1.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -0.3389   -1.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1026    0.5412    0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9133    0.7402    1.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    2.8878    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1813    2.3985   -0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    2.5056   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0801    1.4517   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270   -0.2059   -2.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311    0.8295   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216    1.5724    0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    0.8931    1.5380 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15  4  1  0
 13  7  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
  5 23  1  0
  6 24  1  0
  6 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
 12 33  1  0
 12 34  1  0
 14 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      -1.332  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.332   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.332   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.669  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.669  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   11                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    2   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14    4   13   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0035688
HETATM    1  C1  UNL     1       3.905   0.136  -0.245  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.969   0.335   0.659  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.262   1.257   1.787  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.647  -0.312   0.601  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.665  -1.358  -0.473  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.392  -2.159  -0.530  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.797  -1.328  -0.154  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.862  -1.969   0.261  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.121  -1.313   0.671  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.176  -0.012  -0.147  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.944   0.751   0.291  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.108   2.191  -0.101  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.692   0.128  -0.278  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.599   0.578  -1.726  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.482   0.611   0.532  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.879   0.656  -0.145  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.801  -0.525  -1.118  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.800   2.173   1.409  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.354   1.589   2.319  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.981   0.788   2.512  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.544  -0.872   1.580  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.868  -0.892  -1.458  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.487  -2.063  -0.263  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.231  -2.476  -1.580  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.448  -3.084   0.077  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.874  -3.081   0.331  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.962  -1.933   0.349  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.122  -1.089   1.756  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.074  -0.339  -1.212  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.103   0.541   0.019  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.913   0.740   1.420  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.828   2.888   0.744  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.181   2.399  -0.288  1.00  0.00           H  
HETATM   34  H19 UNL     1      -1.510   2.506  -0.957  1.00  0.00           H  
HETATM   35  H20 UNL     1       0.080   1.452  -1.782  1.00  0.00           H  
HETATM   36  H21 UNL     1      -0.227  -0.206  -2.399  1.00  0.00           H  
HETATM   37  H22 UNL     1      -1.631   0.830  -2.109  1.00  0.00           H  
HETATM   38  H23 UNL     1       0.822   1.572   0.063  1.00  0.00           H  
HETATM   39  H24 UNL     1       0.108   0.893   1.538  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   22   23
CONECT    6    7   24   25
CONECT    7    8    8   13
CONECT    8    9   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   13   31
CONECT   12   32   33   34
CONECT   13   14   15
CONECT   14   35   36   37
CONECT   15   38   39
END

HMDB0035688
     RDKit          3D
Valencene
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.9052    0.1357   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694    0.3348    0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2621    1.2566    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6468   -0.3124    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6646   -1.3580   -0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3919   -2.1592   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7975   -1.3281   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621   -1.9688    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1211   -1.3130    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1759   -0.0118   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444    0.7506    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1077    2.1910   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917    0.1278   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993    0.5783   -1.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823    0.6113    0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790    0.6556   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -0.5254   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7996    2.1734    1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    1.5894    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.7876    2.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438   -0.8723    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679   -0.8921   -1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4872   -2.0630   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310   -2.4757   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4484   -3.0844    0.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742   -3.0810    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9621   -1.9328    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -1.0892    1.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -0.3389   -1.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1026    0.5412    0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9133    0.7402    1.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    2.8878    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1813    2.3985   -0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    2.5056   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0801    1.4517   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270   -0.2059   -2.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6311    0.8295   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216    1.5724    0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    0.8931    1.5380 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15  4  1  0
 13  7  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
  5 23  1  0
  6 24  1  0
  6 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
 12 33  1  0
 12 34  1  0
 14 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
1-(4-(1-Pyrrolidinyl)-2-butynyl)-2-pyrrolidinone	HMDB
1-(4-(Pyrrolidin-1-yl)but-2-ynyl)pyrrolidin-2-one	HMDB
1-[4-(1-Pyrrolidinyl)-2-butynyl]-2-pyrrolidinone	HMDB
2'-Oxopyrrolidino-1-pyrrolidino-4-butyne	HMDB
4beta H,5alpha -Eremophila-1(10),11-diene	HMDB
oxo-Tremorine	HMDB
Oxotremorin	HMDB
Oxotremorine	HMDB
Oxotremorine sesquifumarate salt	HMDB
Oxytremorine	HMDB
Valencene 85	HMDB

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

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

Traditional Name

valencene

CAS Registry Number

4630-07-3

SMILES

CC1CCC=C2CCC(CC12C)C(C)=C

InChI Identifier

InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3

InChI Key

QEBNYNLSCGVZOH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

Alternative Parents

Substituents

Eremophilane 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-7989 )

Ontology

Not Available

Exogenous (HMDB: HMDB0035688)

Food

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

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	123.00 °C. @ 11.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.05 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.494 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0029 g/L	ALOGPS
logP	5.86	ALOGPS
logP	4.52	ChemAxon
logS	-4.8	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	67.45 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
DarkChem	[M+H]+	149.399	31661259
DarkChem	[M-H]-	146.019	31661259
DeepCCS	[M-2H]-	183.306	30932474
DeepCCS	[M+Na]+	158.87	30932474
AllCCS	[M+H]+	148.2	32859911
AllCCS	[M+H-H2O]+	144.2	32859911
AllCCS	[M+NH4]+	152.0	32859911
AllCCS	[M+Na]+	153.0	32859911
AllCCS	[M-H]-	157.3	32859911
AllCCS	[M+Na-2H]-	157.9	32859911
AllCCS	[M+HCOO]-	158.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.04 minutes	32390414
Predicted by Siyang on May 30, 2022	22.1954 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.79 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2686.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	814.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	299.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	483.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	457.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	885.3 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	976.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	183.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1830.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	595.7 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	1776.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	679.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	535.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	604.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	768.7 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	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Valencene	CC1CCC=C2CCC(CC12C)C(C)=C	1720.4	Standard polar	33892256
Valencene	CC1CCC=C2CCC(CC12C)C(C)=C	1484.7	Standard non polar	33892256
Valencene	CC1CCC=C2CCC(CC12C)C(C)=C	1521.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Valencene GC-EI-Q (Non-derivatized)	splash10-06r6-6900000000-6056307d54773f6a82a7	2020-07-08	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valencene GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1900000000-924c0ed0f560e2343f55	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valencene 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 - Valencene 10V, Positive-QTOF	splash10-0a4i-1490000000-64b1f2c7f108e8d251ee	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 20V, Positive-QTOF	splash10-0cdr-3920000000-6ec0f8bff5e08c3188eb	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 40V, Positive-QTOF	splash10-000i-6900000000-de9b8430cbefd1ff8a23	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 10V, Negative-QTOF	splash10-0udi-0090000000-dceadc1eb356d16afae6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 20V, Negative-QTOF	splash10-0udi-0190000000-2e9a22282b05ad914329	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 40V, Negative-QTOF	splash10-000i-1910000000-25622133ba47e98f5e5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 10V, Positive-QTOF	splash10-0bt9-0970000000-3dce51d91747df18039b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 20V, Positive-QTOF	splash10-0a4i-6920000000-7d73224ac3ffa81a2d3c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 40V, Positive-QTOF	splash10-0006-9200000000-2cd94e921e3ed07cd790	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valencene 40V, Negative-QTOF	splash10-0udi-0290000000-6c318cb263f435b16ddb	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Valencene

METLIN ID

Not Available

PubChem Compound

288227

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1006341

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Miwa H, Nishi K, Fuwa T, Mizuno Y: Differential expression of c-fos following administration of two tremorgenic agents: harmaline and oxotremorine. Neuroreport. 2000 Aug 3;11(11):2385-90. [PubMed:10943690 ]
Kuroiwa M, Hamada M, Hieda E, Shuto T, Sotogaku N, Flajolet M, Snyder GL, Hendrick JP, Fienberg A, Nishi A: Muscarinic receptors acting at pre- and post-synaptic sites differentially regulate dopamine/DARPP-32 signaling in striatonigral and striatopallidal neurons. Neuropharmacology. 2012 Dec;63(7):1248-57. doi: 10.1016/j.neuropharm.2012.07.046. Epub 2012 Aug 7. [PubMed:22971543 ]
Westermann KH, Oelszner W, Funk KF, Staib AH: Effects of oxotremorine after nigrostriatal lesions in rats. Pol J Pharmacol Pharm. 1975 Jul-Aug;27(4):413-7. [PubMed:1166022 ]
Pavesi E, Gooch A, Lee E, Fletcher ML: Cholinergic modulation during acquisition of olfactory fear conditioning alters learning and stimulus generalization in mice. Learn Mem. 2012 Dec 14;20(1):6-10. doi: 10.1101/lm.028324.112. [PubMed:23242418 ]
Palomares-Rius JE, Jones JT, Cock PJ, Castillo P, Blok VC: Activation of hatching in diapaused and quiescent Globodera pallida. Parasitology. 2013 Apr;140(4):445-54. doi: 10.1017/S0031182012001874. Epub 2012 Dec 20. [PubMed:23253858 ]
Gholami M, Saboory E, Zare S, Roshan-Milani S, Hajizadeh-Moghaddam A: The effect of dorsal hippocampal administration of nicotinic and muscarinic cholinergic ligands on pentylenetetrazol-induced generalized seizures in rats. Epilepsy Behav. 2012 Oct;25(2):244-9. doi: 10.1016/j.yebeh.2012.07.004. Epub 2012 Oct 2. [PubMed:23037131 ]
Daigle TL, Caron MG: Elimination of GRK2 from cholinergic neurons reduces behavioral sensitivity to muscarinic receptor activation. J Neurosci. 2012 Aug 15;32(33):11461-6. doi: 10.1523/JNEUROSCI.2234-12.2012. [PubMed:22895728 ]
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 Valencene (HMDB0035688)

MOL for HMDB0035688 (Valencene)

3D MOL for HMDB0035688 (Valencene)

3D SDF for HMDB0035688 (Valencene)

3D-SDF for HMDB0035688 (Valencene)

PDB for HMDB0035688 (Valencene)

3D PDB for HMDB0035688 (Valencene)

SMILES for HMDB0035688 (Valencene)

INCHI for HMDB0035688 (Valencene)

Structure for HMDB0035688 (Valencene)

3D Structure for HMDB0035688 (Valencene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra