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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:15:58 UTC

Update Date

2023-02-21 17:28:50 UTC

HMDB ID

HMDB0041573

Secondary Accession Numbers

HMDB41573

Metabolite Identification

Common Name

3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate

Description

3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom. Based on a literature review very few articles have been published on 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate.

Structure

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

HMDB0041573
     RDKit          3D
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate
 33 32  0  0  0  0  0  0  0  0999 V2000
   -0.5295   -1.8332   -2.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037   -0.7460   -1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889   -0.5247    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220    0.5152    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7553    1.5104    1.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6331    0.5833    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -0.3172   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4282    1.7750    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -0.4336    0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149   -0.1389    2.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5080   -1.9842    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1024    0.0897   -0.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3683    1.2575   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6371    1.5617   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114    2.1488   -0.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0466   -2.6382   -1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.9907   -3.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4052    0.0030   -2.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793   -1.4979    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4117   -0.1820   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944   -1.2207   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6036    2.4879   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4219    1.4102    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8891    2.1660    1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    0.9431    2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -0.3330    2.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.7594    2.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641   -2.4811    1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -1.9752    1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7378   -2.2276   -0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5190    2.4581   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9345    0.6832   -1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    1.6904   -0.6022 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  2  0
  4  6  1  0
  6  7  2  3
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
M  END


  Mrv0541 02241210442D          

 15 14  0  0  0  0            999 V2000
   -1.8197   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639   -1.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2205   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2205   -0.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539   -1.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671    0.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8197   -1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539   -2.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4603    0.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9594    0.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2205    0.9091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836    1.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836    2.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1271    0.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041573

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC(C)(C)C(C=C)C(=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O3/c1-7-10(11(14)8(2)3)12(5,6)15-9(4)13/h7,10H,1-2H2,3-6H3

> <INCHI_KEY>
VPMVJFOMTNSSGR-UHFFFAOYSA-N

> <FORMULA>
C12H18O3

> <MOLECULAR_WEIGHT>
210.2695

> <EXACT_MASS>
210.125594442

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.649701123503306

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
2.4997320553333333

> <ALOGPS_LOGS>
-3.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.229092265031543

> <JCHEM_PKA_STRONGEST_BASIC>
-4.917645724926305

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
59.029300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041573
     RDKit          3D
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate
 33 32  0  0  0  0  0  0  0  0999 V2000
   -0.5295   -1.8332   -2.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037   -0.7460   -1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889   -0.5247    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220    0.5152    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7553    1.5104    1.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6331    0.5833    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -0.3172   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4282    1.7750    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -0.4336    0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149   -0.1389    2.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5080   -1.9842    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1024    0.0897   -0.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3683    1.2575   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6371    1.5617   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114    2.1488   -0.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0466   -2.6382   -1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.9907   -3.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4052    0.0030   -2.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793   -1.4979    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4117   -0.1820   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944   -1.2207   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6036    2.4879   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4219    1.4102    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8891    2.1660    1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    0.9431    2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -0.3330    2.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.7594    2.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641   -2.4811    1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -1.9752    1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7378   -2.2276   -0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5190    2.4581   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9345    0.6832   -1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    1.6904   -0.6022 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  2  0
  4  6  1  0
  6  7  2  3
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  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      -3.397  -1.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.986  -2.487   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.412  -1.579   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.412  -0.036   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.847  -2.306   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.179  -1.538   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.179   0.156   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.397  -2.241   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.847  -3.936   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.859   0.698   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.791   0.761   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.412   1.697   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.903   2.455   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.903   3.936   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.104   1.762   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3   10   11   12                                             
CONECT    5    3    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    4                                                            
CONECT   11    4                                                            
CONECT   12    4   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0041573
HETATM    1  C1  UNL     1      -0.530  -1.833  -2.027  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.104  -0.746  -1.406  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.289  -0.525   0.043  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.222   0.515   0.463  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.755   1.510   1.142  1.00  0.00           O  
HETATM    6  C5  UNL     1      -2.633   0.583   0.214  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.334  -0.317  -0.425  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.428   1.775   0.709  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.088  -0.434   0.691  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.915  -0.139   2.134  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.508  -1.984   0.746  1.00  0.00           C  
HETATM   12  O2  UNL     1       2.102   0.090  -0.019  1.00  0.00           O  
HETATM   13  C11 UNL     1       2.368   1.257  -0.623  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.637   1.562  -1.363  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.511   2.149  -0.568  1.00  0.00           O  
HETATM   16  H1  UNL     1      -1.047  -2.638  -1.506  1.00  0.00           H  
HETATM   17  H2  UNL     1      -0.392  -1.991  -3.088  1.00  0.00           H  
HETATM   18  H3  UNL     1       0.405   0.003  -2.025  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.779  -1.498   0.409  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.412  -0.182  -0.571  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.894  -1.221  -0.816  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.604   2.488  -0.097  1.00  0.00           H  
HETATM   23  H8  UNL     1      -4.422   1.410   1.055  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.889   2.166   1.572  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.122   0.943   2.383  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.136  -0.333   2.426  1.00  0.00           H  
HETATM   27  H12 UNL     1       1.535  -0.759   2.816  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.664  -2.481   1.210  1.00  0.00           H  
HETATM   29  H14 UNL     1       2.386  -1.975   1.411  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.738  -2.228  -0.290  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.519   2.458  -2.001  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.935   0.683  -1.998  1.00  0.00           H  
HETATM   33  H18 UNL     1       4.435   1.690  -0.602  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   18
CONECT    3    4    9   19
CONECT    4    5    5    6
CONECT    6    7    7    8
CONECT    7   20   21
CONECT    8   22   23   24
CONECT    9   10   11   12
CONECT   10   25   26   27
CONECT   11   28   29   30
CONECT   12   13
CONECT   13   14   15   15
CONECT   14   31   32   33
END

HMDB0041573
     RDKit          3D
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate
 33 32  0  0  0  0  0  0  0  0999 V2000
   -0.5295   -1.8332   -2.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037   -0.7460   -1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889   -0.5247    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220    0.5152    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7553    1.5104    1.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6331    0.5833    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -0.3172   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4282    1.7750    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -0.4336    0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149   -0.1389    2.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5080   -1.9842    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1024    0.0897   -0.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3683    1.2575   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6371    1.5617   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114    2.1488   -0.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0466   -2.6382   -1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.9907   -3.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4052    0.0030   -2.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793   -1.4979    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4117   -0.1820   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944   -1.2207   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6036    2.4879   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4219    1.4102    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8891    2.1660    1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    0.9431    2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -0.3330    2.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.7594    2.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641   -2.4811    1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -1.9752    1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7378   -2.2276   -0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5190    2.4581   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9345    0.6832   -1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    1.6904   -0.6022 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  2  0
  4  6  1  0
  6  7  2  3
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetic acid	Generator

Chemical Formula

C₁₂H₁₈O₃

Average Molecular Weight

210.2695

Monoisotopic Molecular Weight

210.125594442

IUPAC Name

3-ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate

Traditional Name

3-ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate

CAS Registry Number

79507-89-4

SMILES

CC(=O)OC(C)(C)C(C=C)C(=O)C(C)=C

InChI Identifier

InChI=1S/C12H18O3/c1-7-10(11(14)8(2)3)12(5,6)15-9(4)13/h7,10H,1-2H2,3-6H3

InChI Key

VPMVJFOMTNSSGR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-branched alpha,beta-unsaturated ketones

Alternative Parents

Substituents

Alpha-branched alpha,beta-unsaturated-ketone
Enone
Acryloyl-group
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041573)
Cytoplasm (HMDB: HMDB0041573)

Source

Exogenous

Food

Food (HMDB: HMDB0041573)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041573)

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	219.5 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	2.29	ALOGPS
logP	2.5	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	16.23	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	59.03 m³·mol⁻¹	ChemAxon
Polarizability	22.65 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	149.006	30932474
DeepCCS	[M-H]-	146.611	30932474
DeepCCS	[M-2H]-	180.263	30932474
DeepCCS	[M+Na]+	155.062	30932474
AllCCS	[M+H]+	147.8	32859911
AllCCS	[M+H-H2O]+	144.2	32859911
AllCCS	[M+NH4]+	151.1	32859911
AllCCS	[M+Na]+	152.0	32859911
AllCCS	[M-H]-	149.7	32859911
AllCCS	[M+Na-2H]-	150.9	32859911
AllCCS	[M+HCOO]-	152.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate	CC(=O)OC(C)(C)C(C=C)C(=O)C(C)=C	1692.6	Standard polar	33892256
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate	CC(=O)OC(C)(C)C(C=C)C(=O)C(C)=C	1329.3	Standard non polar	33892256
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate	CC(=O)OC(C)(C)C(C=C)C(=O)C(C)=C	1300.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate,1TMS,isomer #1	C=CC(=C(O[Si](C)(C)C)C(=C)C)C(C)(C)OC(C)=O	1426.6	Semi standard non polar	33892256
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate,1TMS,isomer #1	C=CC(=C(O[Si](C)(C)C)C(=C)C)C(C)(C)OC(C)=O	1422.9	Standard non polar	33892256
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate,1TBDMS,isomer #1	C=CC(=C(O[Si](C)(C)C(C)(C)C)C(=C)C)C(C)(C)OC(C)=O	1651.0	Semi standard non polar	33892256
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate,1TBDMS,isomer #1	C=CC(=C(O[Si](C)(C)C(C)(C)C)C(=C)C)C(C)(C)OC(C)=O	1628.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-9100000000-1d9f7ee2a6442204d311	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 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 - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 10V, Positive-QTOF	splash10-03xr-3960000000-8dfc249c470de945462a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 20V, Positive-QTOF	splash10-014i-7910000000-ecda0e73f6c2e856bb27	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 40V, Positive-QTOF	splash10-014i-9000000000-6091dd36c8d59a9a8296	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 10V, Negative-QTOF	splash10-0a4i-1590000000-e89dadfb57dfd919bcc5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 20V, Negative-QTOF	splash10-0aor-4930000000-ddb00a0455f3aba64e2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 40V, Negative-QTOF	splash10-0pb9-6900000000-e3e1eaa6d97a89a47a9a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 10V, Negative-QTOF	splash10-0002-2900000000-86a6f00d9e434bb56cd6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 20V, Negative-QTOF	splash10-052b-8900000000-e4da866b1a0ec7ff96a2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 40V, Negative-QTOF	splash10-0aor-9100000000-987717f6415fa2c8ade4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 10V, Positive-QTOF	splash10-0w30-4900000000-24d09266313a665937fa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 20V, Positive-QTOF	splash10-014l-9200000000-43bc29f984574f18975d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate 40V, Positive-QTOF	splash10-003u-9000000000-451c487eccecf5fc2c56	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

Cytoplasm
Extracellular

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

FDB021564

KNApSAcK ID

Not Available

Chemspider ID

10260613

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21630871

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1893461

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 3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate (HMDB0041573)

MOL for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

3D MOL for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

3D SDF for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

3D-SDF for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

PDB for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

3D PDB for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

SMILES for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

INCHI for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

Structure for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

3D Structure for HMDB0041573 (3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra