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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:53:11 UTC

Update Date

2023-02-21 17:24:56 UTC

HMDB ID

HMDB0035862

Secondary Accession Numbers

HMDB35862

Metabolite Identification

Common Name

(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one

Description

(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, (e)-6,10-dimethyl-9-methylene-5-undecen-2-one is considered to be an isoprenoid (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one has been detected, but not quantified in, herbs and spices. This could make (e)-6,10-dimethyl-9-methylene-5-undecen-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one.

Structure

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

HMDB0035862
     RDKit          3D
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one
 39 38  0  0  0  0  0  0  0  0999 V2000
   -3.5303   -1.8914   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8458   -0.8101   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509   -0.9148    0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697   -0.1058   -0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897   -0.3622   -0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.7220    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813    0.6195    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697    0.6295    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0067   -0.1759    0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    0.1893   -0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980    1.4840   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2330   -0.4790   -1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5213    0.5064   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651    1.2061    1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    0.3647   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -2.8996   -0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637   -1.8841   -0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113   -1.9794    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -0.5151    1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    0.9661   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4089   -0.4170   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7103   -2.4995   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199   -1.9688    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2771   -1.8471   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253    1.6024    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167    0.3890    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2563    1.7053    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384   -1.2697    0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792    0.1104    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9184    1.4541   -1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    2.3231   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7386    1.7650    0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356    1.1732   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5166    1.7999    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    0.4449    1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    1.9236    1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3906    1.3843   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0759   -0.1138   -1.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689   -0.1853   -0.0094 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  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
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 05061308452D          

 15 14  0  0  0  0            999 V2000
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  4  2  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14  8  1  0  0  0  0
 15 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035862

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=C)CC\C(C)=C\CCC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H24O/c1-11(2)13(4)10-9-12(3)7-6-8-14(5)15/h7,11H,4,6,8-10H2,1-3,5H3/b12-7+

> <INCHI_KEY>
GVHYGHSXSIDTDI-KPKJPENVSA-N

> <FORMULA>
C14H24O

> <MOLECULAR_WEIGHT>
208.3398

> <EXACT_MASS>
208.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.256238256801126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E)-6,10-dimethyl-9-methylideneundec-5-en-2-one

> <ALOGPS_LOGP>
4.84

> <JCHEM_LOGP>
4.026628306999999

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.598762051763202

> <JCHEM_PKA_STRONGEST_BASIC>
-7.277827143039534

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
67.30199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5E)-6,10-dimethyl-9-methylideneundec-5-en-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035862
     RDKit          3D
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one
 39 38  0  0  0  0  0  0  0  0999 V2000
   -3.5303   -1.8914   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8458   -0.8101   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509   -0.9148    0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697   -0.1058   -0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897   -0.3622   -0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.7220    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813    0.6195    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697    0.6295    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0067   -0.1759    0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    0.1893   -0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980    1.4840   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2330   -0.4790   -1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5213    0.5064   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651    1.2061    1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    0.3647   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -2.8996   -0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637   -1.8841   -0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113   -1.9794    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -0.5151    1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    0.9661   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4089   -0.4170   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7103   -2.4995   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199   -1.9688    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2771   -1.8471   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253    1.6024    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167    0.3890    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2563    1.7053    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384   -1.2697    0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792    0.1104    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9184    1.4541   -1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    2.3231   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7386    1.7650    0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356    1.1732   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5166    1.7999    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    0.4449    1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    1.9236    1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3906    1.3843   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0759   -0.1138   -1.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689   -0.1853   -0.0094 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  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
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  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       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.564   0.976   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.438  -5.184   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.105  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.771  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.105  -2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.897  -1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.437  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.438  -3.644   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -8.772  -2.874   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5   14                                                            
CONECT    6    7    8                                                       
CONECT    7    6   12                                                       
CONECT    8    6   14                                                       
CONECT    9   10   12                                                       
CONECT   10    9   13                                                       
CONECT   11    1    2   13                                                  
CONECT   12    3    7    9                                                  
CONECT   13    4   10   11                                                  
CONECT   14    5    8   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0035862
HETATM    1  C1  UNL     1      -3.530  -1.891  -0.592  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.846  -0.810  -0.256  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.451  -0.915   0.167  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.470  -0.106  -0.625  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.890  -0.362  -0.004  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.469  -1.722   0.040  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.581   0.620   0.547  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.870   0.629   1.183  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.007  -0.176   0.674  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.443   0.189  -0.680  1.00  0.00           C  
HETATM   11  C11 UNL     1       5.198   1.484  -0.862  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.233  -0.479  -1.647  1.00  0.00           O  
HETATM   13  C12 UNL     1      -3.521   0.506  -0.325  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.565   1.206   1.016  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.976   0.365  -0.786  1.00  0.00           C  
HETATM   16  H1  UNL     1      -3.074  -2.900  -0.562  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.564  -1.884  -0.912  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.111  -1.979   0.146  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.400  -0.515   1.217  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.668   0.966  -0.627  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.409  -0.417  -1.700  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.710  -2.500  -0.270  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.720  -1.969   1.103  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.277  -1.847  -0.674  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.025   1.602   0.488  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.817   0.389   2.301  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.256   1.705   1.233  1.00  0.00           H  
HETATM   28  H13 UNL     1       3.938  -1.270   0.863  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.879   0.110   1.377  1.00  0.00           H  
HETATM   30  H15 UNL     1       5.918   1.454  -1.680  1.00  0.00           H  
HETATM   31  H16 UNL     1       4.489   2.323  -1.058  1.00  0.00           H  
HETATM   32  H17 UNL     1       5.739   1.765   0.084  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.036   1.173  -1.085  1.00  0.00           H  
HETATM   34  H19 UNL     1      -4.517   1.800   1.106  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.567   0.445   1.839  1.00  0.00           H  
HETATM   36  H21 UNL     1      -2.721   1.924   1.103  1.00  0.00           H  
HETATM   37  H22 UNL     1      -5.391   1.384  -0.827  1.00  0.00           H  
HETATM   38  H23 UNL     1      -5.076  -0.114  -1.764  1.00  0.00           H  
HETATM   39  H24 UNL     1      -5.569  -0.185  -0.009  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   13
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6    7    7
CONECT    6   22   23   24
CONECT    7    8   25
CONECT    8    9   26   27
CONECT    9   10   28   29
CONECT   10   11   12   12
CONECT   11   30   31   32
CONECT   13   14   15   33
CONECT   14   34   35   36
CONECT   15   37   38   39
END

HMDB0035862
     RDKit          3D
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one
 39 38  0  0  0  0  0  0  0  0999 V2000
   -3.5303   -1.8914   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8458   -0.8101   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509   -0.9148    0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697   -0.1058   -0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897   -0.3622   -0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.7220    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813    0.6195    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697    0.6295    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0067   -0.1759    0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    0.1893   -0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980    1.4840   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2330   -0.4790   -1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5213    0.5064   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651    1.2061    1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    0.3647   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -2.8996   -0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637   -1.8841   -0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113   -1.9794    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -0.5151    1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682    0.9661   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4089   -0.4170   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7103   -2.4995   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199   -1.9688    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2771   -1.8471   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253    1.6024    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167    0.3890    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2563    1.7053    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384   -1.2697    0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792    0.1104    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9184    1.4541   -1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    2.3231   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7386    1.7650    0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356    1.1732   -1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5166    1.7999    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    0.4449    1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    1.9236    1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3906    1.3843   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0759   -0.1138   -1.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689   -0.1853   -0.0094 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  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
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₂₄O

Average Molecular Weight

208.3398

Monoisotopic Molecular Weight

208.18271539

IUPAC Name

(5E)-6,10-dimethyl-9-methylideneundec-5-en-2-one

Traditional Name

(5E)-6,10-dimethyl-9-methylideneundec-5-en-2-one

CAS Registry Number

64854-44-0

SMILES

CC(C)C(=C)CC\C(C)=C\CCC(C)=O

InChI Identifier

InChI=1S/C14H24O/c1-11(2)13(4)10-9-12(3)7-6-8-14(5)15/h7,11H,4,6,8-10H2,1-3,5H3/b12-7+

InChI Key

GVHYGHSXSIDTDI-KPKJPENVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Irregular acyclic sesquiterpenoids (LMPR0103030001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035862)

Source

Endogenous

Endogenous (HMDB: HMDB0035862)

Plant

Plant (HMDB: HMDB0035862)

Exogenous

Food

Food (HMDB: HMDB0035862)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035862)

Role

Biological role

Energy storage (HMDB: HMDB0035862)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035862)

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
Water Solubility	0.019 g/L	ALOGPS
logP	4.84	ALOGPS
logP	4.03	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	19.6	ChemAxon
pKa (Strongest Basic)	-7.3	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	7	ChemAxon
Refractivity	67.3 m³·mol⁻¹	ChemAxon
Polarizability	26.26 Å³	ChemAxon
Number of Rings	0	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]+	151.895	31661259
DarkChem	[M-H]-	148.546	31661259
DeepCCS	[M+H]+	155.787	30932474
DeepCCS	[M-H]-	153.429	30932474
DeepCCS	[M-2H]-	188.156	30932474
DeepCCS	[M+Na]+	163.412	30932474
AllCCS	[M+H]+	154.7	32859911
AllCCS	[M+H-H2O]+	151.1	32859911
AllCCS	[M+NH4]+	158.1	32859911
AllCCS	[M+Na]+	159.1	32859911
AllCCS	[M-H]-	156.3	32859911
AllCCS	[M+Na-2H]-	157.6	32859911
AllCCS	[M+HCOO]-	159.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one	CC(C)C(=C)CC\C(C)=C\CCC(C)=O	1915.1	Standard polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one	CC(C)C(=C)CC\C(C)=C\CCC(C)=O	1499.8	Standard non polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one	CC(C)C(=C)CC\C(C)=C\CCC(C)=O	1509.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one,1TMS,isomer #1	C=C(CC/C(C)=C/CC=C(C)O[Si](C)(C)C)C(C)C	1636.5	Semi standard non polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one,1TMS,isomer #1	C=C(CC/C(C)=C/CC=C(C)O[Si](C)(C)C)C(C)C	1657.6	Standard non polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one,1TMS,isomer #2	C=C(CC/C=C(\C)CCC(=C)C(C)C)O[Si](C)(C)C	1600.4	Semi standard non polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one,1TMS,isomer #2	C=C(CC/C=C(\C)CCC(=C)C(C)C)O[Si](C)(C)C	1662.0	Standard non polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one,1TBDMS,isomer #1	C=C(CC/C(C)=C/CC=C(C)O[Si](C)(C)C(C)(C)C)C(C)C	1876.3	Semi standard non polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one,1TBDMS,isomer #1	C=C(CC/C(C)=C/CC=C(C)O[Si](C)(C)C(C)(C)C)C(C)C	1865.7	Standard non polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one,1TBDMS,isomer #2	C=C(CC/C=C(\C)CCC(=C)C(C)C)O[Si](C)(C)C(C)(C)C	1827.6	Semi standard non polar	33892256
(E)-6,10-Dimethyl-9-methylene-5-undecen-2-one,1TBDMS,isomer #2	C=C(CC/C=C(\C)CCC(=C)C(C)C)O[Si](C)(C)C(C)(C)C	1854.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9800000000-2e1033fb978bf7848e74	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 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 - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 10V, Positive-QTOF	splash10-0a4l-2950000000-5a4634bf1d8d759c6a3f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 20V, Positive-QTOF	splash10-0kal-8910000000-c144b7c68ad830d4c748	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 40V, Positive-QTOF	splash10-0gc0-9200000000-50e876b234fe2bdda9c0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 10V, Negative-QTOF	splash10-0a4i-0190000000-d72436696717dc4274c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 20V, Negative-QTOF	splash10-0a4i-3390000000-2d3ab8059378da66b973	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 40V, Negative-QTOF	splash10-0a4l-9500000000-0a01d1fe5ce702da1522	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 10V, Positive-QTOF	splash10-0537-9500000000-13c0ce5b9c7ae8880ce8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 20V, Positive-QTOF	splash10-052b-9100000000-72e33d6921bef2212b5f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 40V, Positive-QTOF	splash10-0apl-9100000000-189aa46d53d75bd5a728	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 10V, Negative-QTOF	splash10-0a4i-0090000000-1152d7b3ea8c84313b69	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 20V, Negative-QTOF	splash10-0a4i-9350000000-62f5c1e749047d671709	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one 40V, Negative-QTOF	splash10-0a4l-9300000000-7d16eaea805699b06163	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB014642

KNApSAcK ID

C00011507

Chemspider ID

4477161

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318635

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 (E)-6,10-Dimethyl-9-methylene-5-undecen-2-one (HMDB0035862)

MOL for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

3D MOL for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

3D SDF for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

3D-SDF for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

PDB for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

3D PDB for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

SMILES for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

INCHI for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

Structure for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

3D Structure for HMDB0035862 ((E)-6,10-Dimethyl-9-methylene-5-undecen-2-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra