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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:17:18 UTC

Update Date

2022-03-07 02:56:42 UTC

HMDB ID

HMDB0040712

Secondary Accession Numbers

HMDB40712

Metabolite Identification

Common Name

Humulene diepoxide A

Description

Humulene diepoxide A 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 diepoxide A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, humulene diepoxide a has been detected, but not quantified in, alcoholic beverages and herbs and spices. This could make humulene diepoxide a a potential biomarker for the consumption of these foods.

Structure

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

HMDB0040712
     RDKit          3D
Humulene diepoxide A
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.1747   -0.6938    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -0.2496   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291   -0.2010   -0.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028   -1.0542   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849   -1.7825   -0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937   -1.8585    0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8608   -1.8279   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -3.1857   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -0.9706   -1.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -0.6835   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3570    0.5399    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    1.7967   -0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5556    2.2800    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    3.7859    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    1.4642    1.1403 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    1.4039   -0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269    1.2672   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891   -0.5744    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -0.0826    2.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025   -1.7788    1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0971    0.4897    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7253    0.1963   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0404   -1.2105   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -1.1346   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007   -2.3694   -1.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731   -1.2210    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2004   -2.9017    0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -3.8754    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5785   -3.0722   -0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026   -3.5857   -1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7684   -0.8819   -0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5325    0.3305    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077    0.8322    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0651    1.6666   -1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505    2.6635    0.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169    4.2346   -0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5299    3.9780   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1732    4.1677    1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0073    0.7010   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3926    1.8079    0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2115    1.5896   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  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  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 10  7  1  0
 16 13  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 05061312042D          

 17 19  0  0  0  0            999 V2000
    3.4855    2.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0634    1.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6418    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0514   -0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2738    2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170    2.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157    1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1366   -0.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9483    1.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7057    0.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    0.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542    2.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0340    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3797    0.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5254    0.2230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228    0.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  4  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040712

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCC3OC3(C)C\C=C/C(C)(C)CC1O2

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-13(2)7-5-8-14(3)11(16-14)6-9-15(4)12(10-13)17-15/h5,7,11-12H,6,8-10H2,1-4H3/b7-5-

> <INCHI_KEY>
UFBUQKAQYQDEOE-ALCCZGGFSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.380394960504717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8Z)-1,6,10,10-tetramethyl-5,13-dioxatricyclo[10.1.0.0⁴,⁶]tridec-8-ene

> <ALOGPS_LOGP>
3.51

> <JCHEM_LOGP>
3.0767160879999995

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9245950614628193

> <JCHEM_POLAR_SURFACE_AREA>
25.06

> <JCHEM_REFRACTIVITY>
69.06950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8Z)-1,6,10,10-tetramethyl-5,13-dioxatricyclo[10.1.0.0⁴,⁶]tridec-8-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040712
     RDKit          3D
Humulene diepoxide A
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.1747   -0.6938    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -0.2496   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291   -0.2010   -0.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028   -1.0542   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849   -1.7825   -0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937   -1.8585    0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8608   -1.8279   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -3.1857   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -0.9706   -1.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -0.6835   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3570    0.5399    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    1.7967   -0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5556    2.2800    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    3.7859    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    1.4642    1.1403 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    1.4039   -0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269    1.2672   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891   -0.5744    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -0.0826    2.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025   -1.7788    1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0971    0.4897    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7253    0.1963   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0404   -1.2105   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -1.1346   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007   -2.3694   -1.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731   -1.2210    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2004   -2.9017    0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -3.8754    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5785   -3.0722   -0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026   -3.5857   -1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7684   -0.8819   -0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5325    0.3305    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077    0.8322    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0651    1.6666   -1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505    2.6635    0.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169    4.2346   -0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5299    3.9780   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1732    4.1677    1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0073    0.7010   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3926    1.8079    0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2115    1.5896   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  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  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 10  7  1  0
 16 13  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  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       6.506   5.410   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.718   3.594   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.398   2.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.696  -1.357   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.844   4.337   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.118   0.387   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.432   4.950   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.109   2.673   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.722  -0.557   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.370   2.503   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.651   0.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.133   1.586   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.195   4.033   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.263   1.653   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.309   0.056   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.181   0.416   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.896   0.669   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    7    8                                                       
CONECT    6    9   11                                                       
CONECT    7    5   13                                                       
CONECT    8    5   14                                                       
CONECT    9    6   15                                                       
CONECT   10   12   13                                                       
CONECT   11    6   14   16                                                  
CONECT   12   10   15   17                                                  
CONECT   13    1    2    7   10                                             
CONECT   14    3    8   11   16                                             
CONECT   15    4    9   12   17                                             
CONECT   16   11   14                                                       
CONECT   17   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0040712
HETATM    1  C1  UNL     1       2.175  -0.694   1.378  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.118  -0.250  -0.022  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.629  -0.201  -0.432  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.503  -1.054  -1.045  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.385  -1.782  -0.956  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.394  -1.858   0.252  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.861  -1.828  -0.118  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.470  -3.186  -0.443  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.101  -0.971  -1.336  1.00  0.00           O  
HETATM   10  C9  UNL     1      -2.642  -0.684  -0.102  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.357   0.540   0.657  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.003   1.797  -0.074  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.556   2.280   0.230  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.346   3.786   0.266  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.003   1.464   1.140  1.00  0.00           O  
HETATM   16  C14 UNL     1       0.360   1.404  -0.193  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.827   1.267  -0.163  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.189  -0.574   1.884  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.542  -0.083   2.090  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.002  -1.779   1.459  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.097   0.490   0.324  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.725   0.196  -1.445  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.040  -1.211  -0.388  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.944  -1.135  -2.067  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.001  -2.369  -1.816  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.273  -1.221   1.078  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.200  -2.902   0.671  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.176  -3.875   0.382  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.579  -3.072  -0.446  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.103  -3.586  -1.409  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.768  -0.882  -0.143  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.532   0.331   1.403  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.208   0.832   1.348  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.065   1.667  -1.188  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.650   2.664   0.164  1.00  0.00           H  
HETATM   36  H19 UNL     1      -1.217   4.235  -0.249  1.00  0.00           H  
HETATM   37  H20 UNL     1       0.530   3.978  -0.417  1.00  0.00           H  
HETATM   38  H21 UNL     1      -0.173   4.168   1.276  1.00  0.00           H  
HETATM   39  H22 UNL     1       0.007   0.701  -0.967  1.00  0.00           H  
HETATM   40  H23 UNL     1       2.393   1.808   0.585  1.00  0.00           H  
HETATM   41  H24 UNL     1       2.211   1.590  -1.168  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   17
CONECT    3   21   22   23
CONECT    4    5    5   24
CONECT    5    6   25
CONECT    6    7   26   27
CONECT    7    8    9   10
CONECT    8   28   29   30
CONECT    9   10
CONECT   10   11   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   15   16
CONECT   14   36   37   38
CONECT   15   16
CONECT   16   17   39
CONECT   17   40   41
END

HMDB0040712
     RDKit          3D
Humulene diepoxide A
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.1747   -0.6938    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -0.2496   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291   -0.2010   -0.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028   -1.0542   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849   -1.7825   -0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937   -1.8585    0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8608   -1.8279   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -3.1857   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -0.9706   -1.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -0.6835   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3570    0.5399    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    1.7967   -0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5556    2.2800    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    3.7859    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    1.4642    1.1403 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    1.4039   -0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269    1.2672   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891   -0.5744    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5416   -0.0826    2.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025   -1.7788    1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0971    0.4897    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7253    0.1963   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0404   -1.2105   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -1.1346   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007   -2.3694   -1.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731   -1.2210    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2004   -2.9017    0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -3.8754    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5785   -3.0722   -0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026   -3.5857   -1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7684   -0.8819   -0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5325    0.3305    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077    0.8322    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0651    1.6666   -1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505    2.6635    0.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169    4.2346   -0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5299    3.9780   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1732    4.1677    1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0073    0.7010   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3926    1.8079    0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2115    1.5896   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  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  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 10  7  1  0
 16 13  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

(8Z)-1,6,10,10-tetramethyl-5,13-dioxatricyclo[10.1.0.0⁴,⁶]tridec-8-ene

Traditional Name

(8Z)-1,6,10,10-tetramethyl-5,13-dioxatricyclo[10.1.0.0⁴,⁶]tridec-8-ene

CAS Registry Number

118899-63-1

SMILES

CC12CCC3OC3(C)C\C=C/C(C)(C)CC1O2

InChI Identifier

InChI=1S/C15H24O2/c1-13(2)7-5-8-14(3)11(16-14)6-9-15(4)12(10-13)17-15/h5,7,11-12H,6,8-10H2,1-4H3/b7-5-

InChI Key

UFBUQKAQYQDEOE-ALCCZGGFSA-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

Cell membrane (HMDB: HMDB0040712)

Cellular substructure

Extracellular (HMDB: HMDB0040712)
Membrane (HMDB: HMDB0040712)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040712)

Source

Endogenous

Endogenous (HMDB: HMDB0040712)

Plant

Plant (HMDB: HMDB0040712)

Exogenous

Food

Food (HMDB: HMDB0040712)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0040712)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0040712)

Nutrient

Nutrient (HMDB: HMDB0040712)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040712)

Emulsifier (HMDB: HMDB0040712)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	106 - 107 °C	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	0.0076 g/L	ALOGPS
logP	3.51	ALOGPS
logP	3.08	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	25.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	69.07 m³·mol⁻¹	ChemAxon
Polarizability	27.38 Å³	ChemAxon
Number of Rings	3	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]+	155.019	31661259
DarkChem	[M-H]-	153.231	31661259
DeepCCS	[M-2H]-	192.868	30932474
DeepCCS	[M+Na]+	167.907	30932474
AllCCS	[M+H]+	157.0	32859911
AllCCS	[M+H-H2O]+	153.3	32859911
AllCCS	[M+NH4]+	160.5	32859911
AllCCS	[M+Na]+	161.5	32859911
AllCCS	[M-H]-	163.8	32859911
AllCCS	[M+Na-2H]-	164.1	32859911
AllCCS	[M+HCOO]-	164.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Humulene diepoxide A	CC12CCC3OC3(C)C\C=C/C(C)(C)CC1O2	2411.6	Standard polar	33892256
Humulene diepoxide A	CC12CCC3OC3(C)C\C=C/C(C)(C)CC1O2	1633.9	Standard non polar	33892256
Humulene diepoxide A	CC12CCC3OC3(C)C\C=C/C(C)(C)CC1O2	1752.4	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 diepoxide A GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0090000000-d6780bac4cfbf169fdcc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulene diepoxide A 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 diepoxide A 10V, Positive-QTOF	splash10-000i-0090000000-37f3280bc3d61cf50b47	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 20V, Positive-QTOF	splash10-014r-0090000000-c666f8bde8fc145e20c5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 40V, Positive-QTOF	splash10-0gi9-0090000000-b78c9b6b821985358868	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 10V, Negative-QTOF	splash10-000i-0090000000-02953d326ead1b6c915a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 20V, Negative-QTOF	splash10-000i-0090000000-f61404a96e9f49e31f75	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 40V, Negative-QTOF	splash10-014i-0090000000-799ebac583ba488760f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 10V, Positive-QTOF	splash10-00kr-0090000000-33c04f3b68367260d862	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 20V, Positive-QTOF	splash10-014i-0090000000-0a591ccd7082972e55eb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 40V, Positive-QTOF	splash10-0uxr-0090000000-a45c33a4af7cb29de615	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 10V, Negative-QTOF	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 20V, Negative-QTOF	splash10-000i-0090000000-68b4157e1723dce0c9df	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene diepoxide A 40V, Negative-QTOF	splash10-014r-0090000000-aa93f51a09c7747e47f0	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

FDB020517

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101215174

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

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

Showing metabocard for Humulene diepoxide A (HMDB0040712)

MOL for HMDB0040712 (Humulene diepoxide A)

3D MOL for HMDB0040712 (Humulene diepoxide A)

3D SDF for HMDB0040712 (Humulene diepoxide A)

3D-SDF for HMDB0040712 (Humulene diepoxide A)

PDB for HMDB0040712 (Humulene diepoxide A)

3D PDB for HMDB0040712 (Humulene diepoxide A)

SMILES for HMDB0040712 (Humulene diepoxide A)

INCHI for HMDB0040712 (Humulene diepoxide A)

Structure for HMDB0040712 (Humulene diepoxide A)

3D Structure for HMDB0040712 (Humulene diepoxide A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra