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

2021-09-23 23:26:35 UTC

Update Date

2021-09-23 23:26:35 UTC

HMDB ID

HMDB0303117

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Zerumbodienone

Description

Zerumbodienone is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Zerumbodienone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Zerumbodienone can be found in ginger, which makes zerumbodienone a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303117
     RDKit          3D
Zerumbodienone
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.8644    0.6681    2.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103    0.7982    1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496    1.3896    1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7455    1.7658   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4019    0.6572   -1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -0.3723   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031   -1.4705   -0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727   -1.0340   -1.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110    0.3679    0.1491 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5638   -0.5698    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410   -0.2989    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9130   -1.2323    0.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7081   -2.3505    1.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3137   -0.8493    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987    0.5232   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1008    0.2408    2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4404    0.9797    3.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4818    0.7755    1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    2.3600    1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0676    2.6514   -0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720    2.1586   -0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.1854   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    1.1165   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -2.4547   -0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7421   -1.5756    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2915   -1.2660    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265   -0.8978   -2.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5905   -2.1336   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3455   -0.6323   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1816    1.2541   -0.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283   -1.5213    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    0.6640   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995   -1.5543   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9301   -0.8603    1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9132    1.3079    0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885    0.7390   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    0.4707   -1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  9  2  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END


  Mrv0541 02241220512D          

 15 15  0  0  1  0            999 V2000
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303117

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)\C=C\[C@@H]1C(=C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O/c1-5-12(15)8-9-13-11(2)7-6-10-14(13,3)4/h8-9,13H,2,5-7,10H2,1,3-4H3/b9-8+/t13-/m1/s1

> <INCHI_KEY>
VBPVRSYPVFNWFV-MMQHEFTJSA-N

> <FORMULA>
C14H22O

> <MOLECULAR_WEIGHT>
206.3239

> <EXACT_MASS>
206.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.011427190461873

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1E)-1-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]pent-1-en-3-one

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
4.077751012333334

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.975833543508131

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
65.6431

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E)-1-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]pent-1-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303117
     RDKit          3D
Zerumbodienone
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.8644    0.6681    2.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103    0.7982    1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496    1.3896    1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7455    1.7658   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4019    0.6572   -1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -0.3723   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031   -1.4705   -0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727   -1.0340   -1.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110    0.3679    0.1491 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5638   -0.5698    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410   -0.2989    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9130   -1.2323    0.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7081   -2.3505    1.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3137   -0.8493    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987    0.5232   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1008    0.2408    2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4404    0.9797    3.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4818    0.7755    1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    2.3600    1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0676    2.6514   -0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720    2.1586   -0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.1854   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    1.1165   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -2.4547   -0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7421   -1.5756    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2915   -1.2660    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265   -0.8978   -2.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5905   -2.1336   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3455   -0.6323   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1816    1.2541   -0.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283   -1.5213    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    0.6640   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995   -1.5543   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9301   -0.8603    1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9132    1.3079    0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885    0.7390   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    0.4707   -1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  9  2  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  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       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    7   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0303117
HETATM    1  C1  UNL     1      -0.864   0.668   2.542  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.310   0.798   1.310  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.650   1.390   1.037  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.746   1.766  -0.423  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.402   0.657  -1.354  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.475  -0.372  -0.790  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.203  -1.470  -0.052  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.673  -1.034  -1.892  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.511   0.368   0.149  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.564  -0.570   0.478  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.841  -0.299   0.240  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.913  -1.232   0.567  1.00  0.00           C  
HETATM   13  O1  UNL     1       2.708  -2.351   1.094  1.00  0.00           O  
HETATM   14  C13 UNL     1       4.314  -0.849   0.266  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.399   0.523  -0.365  1.00  0.00           C  
HETATM   16  H1  UNL     1       0.101   0.241   2.719  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.440   0.980   3.405  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.482   0.776   1.388  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.721   2.360   1.612  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.068   2.651  -0.581  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.772   2.159  -0.603  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.320   0.185  -1.801  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.874   1.117  -2.240  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.113  -2.455  -0.556  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.742  -1.576   0.952  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.291  -1.266   0.036  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.227  -0.898  -2.864  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.591  -2.134  -1.739  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.345  -0.632  -1.938  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.182   1.254  -0.404  1.00  0.00           H  
HETATM   31  H16 UNL     1       0.328  -1.521   0.932  1.00  0.00           H  
HETATM   32  H17 UNL     1       2.031   0.664  -0.215  1.00  0.00           H  
HETATM   33  H18 UNL     1       4.799  -1.554  -0.438  1.00  0.00           H  
HETATM   34  H19 UNL     1       4.930  -0.860   1.189  1.00  0.00           H  
HETATM   35  H20 UNL     1       3.913   1.308   0.236  1.00  0.00           H  
HETATM   36  H21 UNL     1       5.489   0.739  -0.498  1.00  0.00           H  
HETATM   37  H22 UNL     1       3.980   0.471  -1.401  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3    9
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7    8    9
CONECT    7   24   25   26
CONECT    8   27   28   29
CONECT    9   10   30
CONECT   10   11   11   31
CONECT   11   12   32
CONECT   12   13   13   14
CONECT   14   15   33   34
CONECT   15   35   36   37
END

HMDB0303117
     RDKit          3D
Zerumbodienone
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.8644    0.6681    2.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103    0.7982    1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496    1.3896    1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7455    1.7658   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4019    0.6572   -1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -0.3723   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031   -1.4705   -0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727   -1.0340   -1.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110    0.3679    0.1491 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5638   -0.5698    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410   -0.2989    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9130   -1.2323    0.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7081   -2.3505    1.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3137   -0.8493    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987    0.5232   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1008    0.2408    2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4404    0.9797    3.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4818    0.7755    1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    2.3600    1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0676    2.6514   -0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720    2.1586   -0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.1854   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    1.1165   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -2.4547   -0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7421   -1.5756    0.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2915   -1.2660    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265   -0.8978   -2.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5905   -2.1336   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3455   -0.6323   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1816    1.2541   -0.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283   -1.5213    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    0.6640   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995   -1.5543   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9301   -0.8603    1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9132    1.3079    0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885    0.7390   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    0.4707   -1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  9  2  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₂₂O

Average Molecular Weight

206.3239

Monoisotopic Molecular Weight

206.167065326

IUPAC Name

(1E)-1-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]pent-1-en-3-one

Traditional Name

(1E)-1-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]pent-1-en-3-one

CAS Registry Number

Not Available

SMILES

CCC(=O)\C=C\[C@@H]1C(=C)CCCC1(C)C

InChI Identifier

InChI=1S/C14H22O/c1-5-12(15)8-9-13-11(2)7-6-10-14(13,3)4/h8-9,13H,2,5-7,10H2,1,3-4H3/b9-8+/t13-/m1/s1

InChI Key

VBPVRSYPVFNWFV-MMQHEFTJSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Ionone derivative
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Ginger (FooDB: FOOD00206)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.29	ALOGPS
logP	4.08	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	65.64 m³·mol⁻¹	ChemAxon
Polarizability	25.01 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	149.65	32859911
AllCCS	[M+H-H2O]+	145.742	32859911
AllCCS	[M+Na]+	154.336	32859911
AllCCS	[M+NH4]+	153.288	32859911
AllCCS	[M-H]-	155.556	32859911
AllCCS	[M+Na-2H]-	156.458	32859911
AllCCS	[M+HCOO]-	157.551	32859911
DeepCCS	[M+H]+	157.941	30932474
DeepCCS	[M-H]-	155.546	30932474
DeepCCS	[M-2H]-	188.43	30932474
DeepCCS	[M+Na]+	163.894	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Zerumbodienone,1TMS,isomer #1	C=C1CCCC(C)(C)[C@@H]1/C=C/C(=CC)O[Si](C)(C)C	1744.4	Semi standard non polar	33892256
Zerumbodienone,1TMS,isomer #1	C=C1CCCC(C)(C)[C@@H]1/C=C/C(=CC)O[Si](C)(C)C	1712.7	Standard non polar	33892256
Zerumbodienone,1TMS,isomer #1	C=C1CCCC(C)(C)[C@@H]1/C=C/C(=CC)O[Si](C)(C)C	1860.8	Standard polar	33892256
Zerumbodienone,1TBDMS,isomer #1	C=C1CCCC(C)(C)[C@@H]1/C=C/C(=CC)O[Si](C)(C)C(C)(C)C	1987.2	Semi standard non polar	33892256
Zerumbodienone,1TBDMS,isomer #1	C=C1CCCC(C)(C)[C@@H]1/C=C/C(=CC)O[Si](C)(C)C(C)(C)C	1931.6	Standard non polar	33892256
Zerumbodienone,1TBDMS,isomer #1	C=C1CCCC(C)(C)[C@@H]1/C=C/C(=CC)O[Si](C)(C)C(C)(C)C	2013.3	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 10V, Positive-QTOF	splash10-0a4i-2690000000-62714108b3a09d951320	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 20V, Positive-QTOF	splash10-052s-6920000000-700dfba4f98ab5684237	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 40V, Positive-QTOF	splash10-0gc3-9100000000-e60f67f3b34f3970a76c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 10V, Negative-QTOF	splash10-0a4i-0190000000-02a38dca51ba9249ec1c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 20V, Negative-QTOF	splash10-0a4i-4890000000-f496b8cebb3757be839f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 40V, Negative-QTOF	splash10-059j-4900000000-c809663df888bcfcdab7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 10V, Positive-QTOF	splash10-052r-1910000000-e8bbdcb51d7ed909022b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 20V, Positive-QTOF	splash10-00dr-4900000000-6fcd64b14e5d8cfda2ae	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 40V, Positive-QTOF	splash10-0aou-9500000000-0a0b9208b5ea4b5d7c62	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 10V, Negative-QTOF	splash10-0a4i-0090000000-2d8ac504a1490d38e7ad	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 20V, Negative-QTOF	splash10-00dj-1910000000-0d7dc1fafec0e483a09f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zerumbodienone 40V, Negative-QTOF	splash10-0fka-9810000000-c77d73cb9ea01fd68e5d	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007831

KNApSAcK ID

Not Available

Chemspider ID

59696450

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25155606

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Zerumbodienone (HMDB0303117)

MOL for HMDB0303117 (Zerumbodienone)

3D MOL for HMDB0303117 (Zerumbodienone)

3D SDF for HMDB0303117 (Zerumbodienone)

3D-SDF for HMDB0303117 (Zerumbodienone)

PDB for HMDB0303117 (Zerumbodienone)

3D PDB for HMDB0303117 (Zerumbodienone)

SMILES for HMDB0303117 (Zerumbodienone)

INCHI for HMDB0303117 (Zerumbodienone)

Structure for HMDB0303117 (Zerumbodienone)

3D Structure for HMDB0303117 (Zerumbodienone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra