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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:29:24 UTC

Update Date

2022-03-07 02:55:40 UTC

HMDB ID

HMDB0038210

Secondary Accession Numbers

HMDB38210

Metabolite Identification

Common Name

Humulene epoxide II

Description

Humulene epoxide II belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms). Humulene epoxide II has been detected, but not quantified in, several different foods, such as alcoholic beverages, allspices (Pimenta dioica), gingers (Zingiber officinale), herbs and spices, and rosemaries (Rosmarinus officinalis). This could make humulene epoxide II a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Humulene epoxide II.

Structure

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

HMDB0038210
     RDKit          3D
Humulene epoxide II
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.3506    3.2978    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8145    2.1680    0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    2.0535   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    1.0114   -0.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    0.1201   -0.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317    0.2881    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888    0.6824   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0998   -1.2573   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -2.0554   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1076   -1.6284    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.9627   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555   -3.4435   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7569   -1.1955   -1.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -1.1099   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3776    0.2400    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7466    1.2646   -0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0611    3.8421    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436    3.9306    1.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571    2.8309    1.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220    2.7820    0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.3309   -1.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123    1.5681   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7818   -0.6911    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1469    1.0432    1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544    0.6959    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733    0.9349   -1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071   -0.1118   -0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6087    1.5967    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473   -1.7009   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0908   -3.0937   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661   -2.2562    1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2055   -0.6062    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1784   -3.7951   -1.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -3.6076   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3746   -4.0513    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404   -1.5519   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.2592    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4260    0.5733    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    1.9001   -0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    0.7047   -1.4358 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
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
M  END

  Mrv0541 05061310182D          

 16 17  0  0  0  0            999 V2000
    2.8684    2.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004   -0.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004    0.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0258   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309   -0.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309    2.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1460    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    1.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4559   -0.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1460    0.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4559    0.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4559    2.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614    1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    0.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614    0.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3531    0.7538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  1  1  0  0  0  0
 12  6  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15  4  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038210

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C1=C\CC(C)(C)\C=C/CC2(C)OC2CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-12-6-7-13-15(4,16-13)10-5-9-14(2,3)11-8-12/h5,8-9,13H,6-7,10-11H2,1-4H3/b9-5-,12-8-

> <INCHI_KEY>
QTGAEXCCAPTGLB-QZFXXANLSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.755385968662104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z,7Z)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene

> <ALOGPS_LOGP>
5.03

> <JCHEM_LOGP>
3.9774975963333326

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2267160324202

> <JCHEM_POLAR_SURFACE_AREA>
12.53

> <JCHEM_REFRACTIVITY>
70.30900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,7Z)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038210
     RDKit          3D
Humulene epoxide II
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.3506    3.2978    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8145    2.1680    0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    2.0535   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    1.0114   -0.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    0.1201   -0.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317    0.2881    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888    0.6824   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0998   -1.2573   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -2.0554   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1076   -1.6284    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.9627   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555   -3.4435   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7569   -1.1955   -1.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -1.1099   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3776    0.2400    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7466    1.2646   -0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0611    3.8421    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436    3.9306    1.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571    2.8309    1.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220    2.7820    0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.3309   -1.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123    1.5681   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7818   -0.6911    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1469    1.0432    1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544    0.6959    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733    0.9349   -1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071   -0.1118   -0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6087    1.5967    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473   -1.7009   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0908   -3.0937   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661   -2.2562    1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2055   -0.6062    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1784   -3.7951   -1.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -3.6076   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3746   -4.0513    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404   -1.5519   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.2592    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4260    0.5733    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    1.9001   -0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    0.7047   -1.4358 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
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  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       5.354   5.408   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.534  -0.916   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.534   1.063   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.048  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.044  -1.260   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.044   4.075   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.139   2.653   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.354   2.741   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.584  -1.260   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.139   0.161   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.584   1.407   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.584   4.075   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.675   2.177   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.354   0.074   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.675   0.637   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.659   1.407   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    9   10                                                       
CONECT    6    7   12                                                       
CONECT    7    6   13                                                       
CONECT    8   11   12                                                       
CONECT    9    5   14                                                       
CONECT   10    5   15                                                       
CONECT   11    8   14                                                       
CONECT   12    1    6    8                                                  
CONECT   13    7   15   16                                                  
CONECT   14    2    3    9   11                                             
CONECT   15    4   10   13   16                                             
CONECT   16   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0038210
HETATM    1  C1  UNL     1       1.351   3.298   0.913  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.814   2.168   0.066  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.490   2.053  -0.083  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.131   1.011  -0.871  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.080   0.120  -0.053  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.932   0.288   1.419  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.489   0.682  -0.369  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.100  -1.257  -0.555  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.082  -2.055  -0.364  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.108  -1.628   0.348  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.406  -1.963  -0.389  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.655  -3.443  -0.611  1.00  0.00           C  
HETATM   13  O1  UNL     1       1.757  -1.195  -1.505  1.00  0.00           O  
HETATM   14  C13 UNL     1       2.509  -1.110  -0.203  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.378   0.240   0.397  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.747   1.265  -0.546  1.00  0.00           C  
HETATM   17  H1  UNL     1       2.061   3.842   0.253  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.544   3.931   1.308  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.957   2.831   1.715  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.122   2.782   0.414  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.518   0.331  -1.431  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.712   1.568  -1.673  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.782  -0.691   1.963  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.147   1.043   1.716  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.854   0.696   1.934  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.573   0.935  -1.424  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.207  -0.112  -0.072  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.609   1.597   0.253  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.947  -1.701  -1.112  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.091  -3.094  -0.740  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.166  -2.256   1.293  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.206  -0.606   0.649  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.178  -3.795  -1.542  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.757  -3.608  -0.746  1.00  0.00           H  
HETATM   35  H19 UNL     1       1.375  -4.051   0.271  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.540  -1.552  -0.344  1.00  0.00           H  
HETATM   37  H21 UNL     1       1.862   0.259   1.403  1.00  0.00           H  
HETATM   38  H22 UNL     1       3.426   0.573   0.673  1.00  0.00           H  
HETATM   39  H23 UNL     1       2.612   1.900  -0.919  1.00  0.00           H  
HETATM   40  H24 UNL     1       1.457   0.705  -1.436  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5   21   22
CONECT    5    6    7    8
CONECT    6   23   24   25
CONECT    7   26   27   28
CONECT    8    9    9   29
CONECT    9   10   30
CONECT   10   11   31   32
CONECT   11   12   13   14
CONECT   12   33   34   35
CONECT   13   14
CONECT   14   15   36
CONECT   15   16   37   38
CONECT   16   39   40
END

HMDB0038210
     RDKit          3D
Humulene epoxide II
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.3506    3.2978    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8145    2.1680    0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    2.0535   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    1.0114   -0.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    0.1201   -0.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317    0.2881    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888    0.6824   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0998   -1.2573   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -2.0554   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1076   -1.6284    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.9627   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555   -3.4435   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7569   -1.1955   -1.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -1.1099   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3776    0.2400    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7466    1.2646   -0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0611    3.8421    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436    3.9306    1.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571    2.8309    1.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220    2.7820    0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.3309   -1.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123    1.5681   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7818   -0.6911    1.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1469    1.0432    1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544    0.6959    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733    0.9349   -1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071   -0.1118   -0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6087    1.5967    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473   -1.7009   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0908   -3.0937   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661   -2.2562    1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2055   -0.6062    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1784   -3.7951   -1.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -3.6076   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3746   -4.0513    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404   -1.5519   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.2592    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4260    0.5733    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    1.9001   -0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    0.7047   -1.4358 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
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 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
(-)-Humulene epoxide II	HMDB
1,5,5,8-Tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene	HMDB
Humulene 1,2-epoxide	HMDB
Humulene 6,7-epoxide	HMDB
Humulene epoxide 2	HMDB
Humulene II epoxide	HMDB
Humulene oxide II	HMDB
Humulene-1,2-epoxide	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

(3Z,7Z)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene

Traditional Name

(3Z,7Z)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene

CAS Registry Number

19888-34-7

SMILES

C\C1=C\CC(C)(C)\C=C/CC2(C)OC2CC1

InChI Identifier

InChI=1S/C15H24O/c1-12-6-7-13-15(4,16-13)10-5-9-14(2,3)11-8-12/h5,8-9,13H,6-7,10-11H2,1-4H3/b9-5-,12-8-

InChI Key

QTGAEXCCAPTGLB-QZFXXANLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Epoxides

Sub Class

Not Available

Direct Parent

Epoxides

Alternative Parents

Substituents

Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038210)

Source

Endogenous

Endogenous (HMDB: HMDB0038210)

Plant

Plant (HMDB: HMDB0038210)

Exogenous

Food

Food (HMDB: HMDB0038210)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)
Allspice (FooDB: FOOD00287)

Herb

Rosemary (FooDB: FOOD00159)

Herbs and Spices (FooDB: FOOD00866)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0038210)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0038210)

Role

Biological role

Energy source (HMDB: HMDB0038210)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038210)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	285.00 to 286.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.62 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.514 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0081 g/L	ALOGPS
logP	5.03	ALOGPS
logP	3.98	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.31 m³·mol⁻¹	ChemAxon
Polarizability	26.76 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]+	154.031	31661259
DarkChem	[M-H]-	146.313	31661259
DeepCCS	[M+H]+	158.201	30932474
DeepCCS	[M-H]-	155.843	30932474
DeepCCS	[M-2H]-	188.976	30932474
DeepCCS	[M+Na]+	164.294	30932474
AllCCS	[M+H]+	151.6	32859911
AllCCS	[M+H-H2O]+	147.7	32859911
AllCCS	[M+NH4]+	155.3	32859911
AllCCS	[M+Na]+	156.4	32859911
AllCCS	[M-H]-	159.7	32859911
AllCCS	[M+Na-2H]-	160.2	32859911
AllCCS	[M+HCOO]-	160.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Humulene epoxide II	C\C1=C\CC(C)(C)\C=C/CC2(C)OC2CC1	2075.0	Standard polar	33892256
Humulene epoxide II	C\C1=C\CC(C)(C)\C=C/CC2(C)OC2CC1	1571.2	Standard non polar	33892256
Humulene epoxide II	C\C1=C\CC(C)(C)\C=C/CC2(C)OC2CC1	1615.0	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 - Humulene epoxide II GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0190000000-898f465078c857fad847	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulene epoxide II GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulene epoxide II 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 - Humulene epoxide II 10V, Positive-QTOF	splash10-00di-0090000000-6b5f02bb86416135b40f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 20V, Positive-QTOF	splash10-0fk9-3590000000-9ea26308d10645c71e99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 40V, Positive-QTOF	splash10-067i-9200000000-b284c5e00ba469a74c08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 10V, Negative-QTOF	splash10-014i-0090000000-73c93122f9142a67de85	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 20V, Negative-QTOF	splash10-014i-1290000000-aa0dbc4a46cd29e22808	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 40V, Negative-QTOF	splash10-0a4i-7920000000-2fe268858628530c70b9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 10V, Positive-QTOF	splash10-00di-0090000000-718c634b5243a5bc43b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 20V, Positive-QTOF	splash10-0udi-0090000000-a4325c50184ec1e3d3fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 40V, Positive-QTOF	splash10-0udr-0790000000-d2dbb3fea3bd01ae9618	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene epoxide II 40V, Negative-QTOF	splash10-0gba-0390000000-050e91f428f84e5d35b4	2021-09-23	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

FDB017452

KNApSAcK ID

C00012444

Chemspider ID

10438979

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23274265

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1565621

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Humulene epoxide II (HMDB0038210)

MOL for HMDB0038210 (Humulene epoxide II)

3D MOL for HMDB0038210 (Humulene epoxide II)

3D SDF for HMDB0038210 (Humulene epoxide II)

3D-SDF for HMDB0038210 (Humulene epoxide II)

PDB for HMDB0038210 (Humulene epoxide II)

3D PDB for HMDB0038210 (Humulene epoxide II)

SMILES for HMDB0038210 (Humulene epoxide II)

INCHI for HMDB0038210 (Humulene epoxide II)

Structure for HMDB0038210 (Humulene epoxide II)

3D Structure for HMDB0038210 (Humulene epoxide II)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra