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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:20 UTC

Update Date

2022-03-07 02:53:10 UTC

HMDB ID

HMDB0031900

Secondary Accession Numbers

HMDB31900

Metabolite Identification

Common Name

Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate

Description

Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Based on a literature review a small amount of articles have been published on Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate.

Structure

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

HMDB0031900
     RDKit          3D
Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -7.9872    0.0335    0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6747   -0.0133    0.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5795   -0.5530    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263   -1.4133    1.7910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2658   -0.1894    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0995   -0.6698    0.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622   -0.2428    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9582   -0.5601    1.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.1039   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894    0.5255   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5379    0.0084   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    0.3681   -0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.2755   -1.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9214   -0.1876   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2624    0.1091   -0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3141   -0.4724    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6611   -0.2476   -0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0347    0.5099   -1.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5036    0.1007    1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5659   -0.8202   -0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3347    0.9890   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1291    0.5442   -0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152   -1.4137    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264   -1.5528    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290   -0.3383    2.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007    0.2565    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5991    0.7795   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    1.2295   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -0.6907    0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2084    1.8398   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4779    0.6678   -2.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659    2.0359   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505   -0.8823    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426    0.7954   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0669   -1.1529    0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4520   -0.7717    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
M  END


  Mrv0541 05061306132D          

 18 17  0  0  0  0            999 V2000
    3.3000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    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
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    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
    5.7750    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  5  1  0  0  0  0
 13  1  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14  2  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 17 15  2  0  0  0  0
 18  3  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031900

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O3/c1-13(7-4-5-12-16)8-6-9-14(2)10-11-15(17)18-3/h4-12H,1-3H3/b5-4+,8-6+,11-10+,13-7+,14-9+

> <INCHI_KEY>
MDXPQYRVTKKYEX-BWKOTIHCSA-N

> <FORMULA>
C15H18O3

> <MOLECULAR_WEIGHT>
246.3016

> <EXACT_MASS>
246.125594442

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.71012927718319

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E,4E,6E,8E,10E)-4,8-dimethyl-12-oxododeca-2,4,6,8,10-pentaenoate

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
2.775282042333332

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.257437944471903

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
78.28909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E,4E,6E,8E,10E)-4,8-dimethyl-12-oxododeca-2,4,6,8,10-pentaenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031900
     RDKit          3D
Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -7.9872    0.0335    0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6747   -0.0133    0.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5795   -0.5530    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263   -1.4133    1.7910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2658   -0.1894    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0995   -0.6698    0.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622   -0.2428    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9582   -0.5601    1.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.1039   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894    0.5255   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5379    0.0084   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    0.3681   -0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.2755   -1.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9214   -0.1876   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2624    0.1091   -0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3141   -0.4724    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6611   -0.2476   -0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0347    0.5099   -1.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5036    0.1007    1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5659   -0.8202   -0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3347    0.9890   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1291    0.5442   -0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152   -1.4137    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264   -1.5528    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290   -0.3383    2.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007    0.2565    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5991    0.7795   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    1.2295   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -0.6907    0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2084    1.8398   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4779    0.6678   -2.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659    2.0359   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505   -0.8823    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426    0.7954   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0669   -1.1529    0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4520   -0.7717    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  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       6.160   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.540   0.000   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      11.550   6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.780   8.002   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   18                                                            
CONECT    4    5    7                                                       
CONECT    5    4   12                                                       
CONECT    6    8    9                                                       
CONECT    7    4   13                                                       
CONECT    8    6   13                                                       
CONECT    9    6   14                                                       
CONECT   10   11   14                                                       
CONECT   11   10   15                                                       
CONECT   12    5   16                                                       
CONECT   13    1    7    8                                                  
CONECT   14    2    9   10                                                  
CONECT   15   11   17   18                                                  
CONECT   16   12                                                            
CONECT   17   15                                                            
CONECT   18    3   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0031900
HETATM    1  C1  UNL     1      -7.987   0.033   0.429  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.675  -0.013   0.376  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.580  -0.553   0.867  1.00  0.00           C  
HETATM    4  O2  UNL     1      -5.726  -1.413   1.791  1.00  0.00           O  
HETATM    5  C3  UNL     1      -4.266  -0.189   0.386  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.100  -0.670   0.846  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.862  -0.243   0.300  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.958  -0.560   1.876  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.846   0.104  -0.143  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.389   0.526  -0.682  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.538   0.008  -0.156  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.823   0.368  -0.662  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.072   1.275  -1.777  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.921  -0.188  -0.108  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.262   0.109  -0.558  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.314  -0.472   0.027  1.00  0.00           C  
HETATM   17  C15 UNL     1       7.661  -0.248  -0.347  1.00  0.00           C  
HETATM   18  O3  UNL     1       8.035   0.510  -1.271  1.00  0.00           O  
HETATM   19  H1  UNL     1      -8.504   0.101   1.460  1.00  0.00           H  
HETATM   20  H2  UNL     1      -8.566  -0.820  -0.034  1.00  0.00           H  
HETATM   21  H3  UNL     1      -8.335   0.989  -0.135  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.129   0.544  -0.420  1.00  0.00           H  
HETATM   23  H5  UNL     1      -3.215  -1.414   1.634  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.726  -1.553   1.616  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.829  -0.338   2.478  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.301   0.257   1.843  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.599   0.779  -1.159  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.490   1.230  -1.486  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.434  -0.691   0.639  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.208   1.840  -2.139  1.00  0.00           H  
HETATM   31  H13 UNL     1       3.478   0.668  -2.645  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.866   2.036  -1.572  1.00  0.00           H  
HETATM   33  H15 UNL     1       3.750  -0.882   0.715  1.00  0.00           H  
HETATM   34  H16 UNL     1       5.443   0.795  -1.352  1.00  0.00           H  
HETATM   35  H17 UNL     1       6.067  -1.153   0.841  1.00  0.00           H  
HETATM   36  H18 UNL     1       8.452  -0.772   0.202  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   22
CONECT    6    7   23
CONECT    7    8    9    9
CONECT    8   24   25   26
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   14   14
CONECT   13   30   31   32
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   17   35
CONECT   17   18   18   36
END

HMDB0031900
     RDKit          3D
Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -7.9872    0.0335    0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6747   -0.0133    0.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5795   -0.5530    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263   -1.4133    1.7910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2658   -0.1894    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0995   -0.6698    0.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622   -0.2428    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9582   -0.5601    1.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.1039   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3894    0.5255   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5379    0.0084   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    0.3681   -0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.2755   -1.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9214   -0.1876   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2624    0.1091   -0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3141   -0.4724    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6611   -0.2476   -0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0347    0.5099   -1.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5036    0.1007    1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5659   -0.8202   -0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3347    0.9890   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1291    0.5442   -0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152   -1.4137    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264   -1.5528    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290   -0.3383    2.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007    0.2565    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5991    0.7795   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    1.2295   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -0.6907    0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2084    1.8398   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4779    0.6678   -2.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659    2.0359   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505   -0.8823    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426    0.7954   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0669   -1.1529    0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4520   -0.7717    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoic acid	Generator
Methyl (2E,4E,6E,8E,10E)-4,8-dimethyl-12-oxododeca-2,4,6,8,10-pentaenoic acid	Generator

Chemical Formula

C₁₅H₁₈O₃

Average Molecular Weight

246.3016

Monoisotopic Molecular Weight

246.125594442

IUPAC Name

methyl (2E,4E,6E,8E,10E)-4,8-dimethyl-12-oxododeca-2,4,6,8,10-pentaenoate

Traditional Name

methyl (2E,4E,6E,8E,10E)-4,8-dimethyl-12-oxododeca-2,4,6,8,10-pentaenoate

CAS Registry Number

201996-40-9

SMILES

COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=O

InChI Identifier

InChI=1S/C15H18O3/c1-13(7-4-5-12-16)8-6-9-14(2)10-11-15(17)18-3/h4-12H,1-3H3/b5-4+,8-6+,11-10+,13-7+,14-9+

InChI Key

MDXPQYRVTKKYEX-BWKOTIHCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Fatty acid ester
Medium-chain aldehyde
Fatty acyl
Alpha,beta-unsaturated aldehyde
Enal
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Aldehyde
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

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	13.71 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	0.026 g/L	ALOGPS
logP	3.61	ALOGPS
logP	2.78	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-4.3	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	7	ChemAxon
Refractivity	78.29 m³·mol⁻¹	ChemAxon
Polarizability	28.71 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
DarkChem	[M+H]+	168.451	31661259
DarkChem	[M-H]-	166.823	31661259
DeepCCS	[M+H]+	169.657	30932474
DeepCCS	[M-H]-	167.299	30932474
DeepCCS	[M-2H]-	200.549	30932474
DeepCCS	[M+Na]+	175.776	30932474
AllCCS	[M+H]+	161.8	32859911
AllCCS	[M+H-H2O]+	158.2	32859911
AllCCS	[M+NH4]+	165.1	32859911
AllCCS	[M+Na]+	166.0	32859911
AllCCS	[M-H]-	159.0	32859911
AllCCS	[M+Na-2H]-	159.6	32859911
AllCCS	[M+HCOO]-	160.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate	COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=O	3349.6	Standard polar	33892256
Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate	COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=O	2097.5	Standard non polar	33892256
Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate	COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=O	2247.6	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 - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00li-2960000000-a3ac2aeef34da5c7367b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 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 - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 10V, Positive-QTOF	splash10-00kb-0690000000-77f0fdad3770daae13bd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 20V, Positive-QTOF	splash10-0avi-2920000000-810f843459b02743be00	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 40V, Positive-QTOF	splash10-0pbc-9600000000-d38dc3c7e4ca8b083446	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 10V, Negative-QTOF	splash10-0002-0090000000-1e0030580c437892a9d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 20V, Negative-QTOF	splash10-01ot-1290000000-7a9ad07ac57db0d5958f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 40V, Negative-QTOF	splash10-052g-8920000000-740feed1d2566d5d251a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 10V, Positive-QTOF	splash10-0171-1940000000-95b0ce037ca0c6a0d294	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 20V, Positive-QTOF	splash10-0553-3900000000-61b6318ae4daed9941e0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 40V, Positive-QTOF	splash10-05ox-5900000000-b38eaf4889b7d5fad311	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 10V, Negative-QTOF	splash10-0002-0490000000-c4977cd885ca27c8c82b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 20V, Negative-QTOF	splash10-0c01-5970000000-02285adf780e068dabe1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate 40V, Negative-QTOF	splash10-014u-5900000000-97f5997847ac7891f2d4	2021-09-24	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

FDB008587

KNApSAcK ID

Not Available

Chemspider ID

30776919

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102353211

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1828501

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate (HMDB0031900)

MOL for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

3D MOL for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

3D SDF for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

3D-SDF for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

PDB for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

3D PDB for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

SMILES for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

INCHI for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

Structure for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

3D Structure for HMDB0031900 (Methyl (2E,4Z,6E,8E,10E)-4,8-dimethyl-12-oxo-2,4,6,8,10-dodecapentaenoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra