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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:01:13 UTC

Update Date

2022-03-07 02:56:14 UTC

HMDB ID

HMDB0039532

Secondary Accession Numbers

HMDB39532

Metabolite Identification

Common Name

(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one

Description

(6Z,9Z,12Z)-6,9,12-Pentadecatrien-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 (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one has been detected, but not quantified in, several different foods, such as fruits, teas (Camellia sinensis), herbal tea, green tea, and black tea. This could make (6Z,9Z,12Z)-6,9,12-pentadecatrien-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one.

Structure

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

HMDB0039532
     RDKit          3D
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one
 40 39  0  0  0  0  0  0  0  0999 V2000
    6.4037    1.6258    0.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    2.0548   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0033    1.5168    0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    0.7234   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9653    0.1888   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755   -1.2909   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -2.0716   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2237   -1.5616   -1.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -2.0747   -1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158   -1.2722   -0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421   -1.8371   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6988   -1.3299    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601    0.1629    0.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710    0.6931    0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    2.1902    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905   -0.0631   -0.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1904    1.9303    1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419    2.1359    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5075    0.5158    0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3431    3.1563   -0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094    1.6294   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5224    1.7456    1.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6824    0.4322   -1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    0.4966    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1791    0.6650   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876   -1.7622    0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3490   -3.1573   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284   -0.4918   -1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3927   -2.1209   -2.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -3.1420   -1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -0.2116   -1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365   -2.9608   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2375   -1.6840   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -1.6711    1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6845   -1.7105    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054    0.3715    2.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7841    0.6191    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261    2.6628   -0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8255    2.5621    1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1544    2.3350   -0.1635 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
M  END


  Mrv0541 05061311122D          

 16 15  0  0  0  0            999 V2000
   -0.1914    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    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
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039532

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C\C\C=C/C\C=C\CCCC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(2)16/h4-5,7-8,10-11H,3,6,9,12-14H2,1-2H3/b5-4+,8-7-,11-10+

> <INCHI_KEY>
CDLUQRUBQHRFDS-BQOJMOTRSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.222180251216262

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E,9Z,12E)-pentadeca-6,9,12-trien-2-one

> <ALOGPS_LOGP>
5.16

> <JCHEM_LOGP>
4.611306000333333

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.639785389158327

> <JCHEM_PKA_STRONGEST_BASIC>
-7.271110372083962

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
74.7825

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,9Z,12E)-pentadeca-6,9,12-trien-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0039532
     RDKit          3D
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one
 40 39  0  0  0  0  0  0  0  0999 V2000
    6.4037    1.6258    0.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    2.0548   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0033    1.5168    0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    0.7234   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9653    0.1888   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755   -1.2909   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -2.0716   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2237   -1.5616   -1.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -2.0747   -1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158   -1.2722   -0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421   -1.8371   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6988   -1.3299    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601    0.1629    0.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710    0.6931    0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    2.1902    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905   -0.0631   -0.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1904    1.9303    1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419    2.1359    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5075    0.5158    0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3431    3.1563   -0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094    1.6294   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5224    1.7456    1.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6824    0.4322   -1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    0.4966    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1791    0.6650   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876   -1.7622    0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3490   -3.1573   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284   -0.4918   -1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3927   -2.1209   -2.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -3.1420   -1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -0.2116   -1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365   -2.9608   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2375   -1.6840   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -1.6711    1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6845   -1.7105    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054    0.3715    2.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7841    0.6191    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261    2.6628   -0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8255    2.5621    1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1544    2.3350   -0.1635 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  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      -0.357   9.034   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.691   8.264   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.691   6.724   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.025   5.954   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.025   4.414   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.358   3.644   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.358   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.025   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   15                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    2   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0039532
HETATM    1  C1  UNL     1       6.404   1.626   0.917  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.327   2.055  -0.057  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.003   1.517   0.314  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.317   0.723  -0.495  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.965   0.189  -0.088  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.976  -1.291  -0.057  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.220  -2.072  -0.777  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.224  -1.562  -1.748  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.126  -2.075  -1.299  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.116  -1.272  -0.981  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.442  -1.837  -0.539  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.699  -1.330   0.841  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.760   0.163   0.977  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.871   0.693   0.158  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.091   2.190   0.092  1.00  0.00           C  
HETATM   16  O1  UNL     1      -5.590  -0.063  -0.447  1.00  0.00           O  
HETATM   17  H1  UNL     1       6.190   1.930   1.947  1.00  0.00           H  
HETATM   18  H2  UNL     1       7.342   2.136   0.613  1.00  0.00           H  
HETATM   19  H3  UNL     1       6.508   0.516   0.929  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.343   3.156  -0.101  1.00  0.00           H  
HETATM   21  H5  UNL     1       5.609   1.629  -1.042  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.522   1.746   1.274  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.682   0.432  -1.454  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.767   0.497   0.991  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.179   0.665  -0.654  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.688  -1.762   0.638  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.349  -3.157  -0.636  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.228  -0.492  -1.877  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.393  -2.121  -2.713  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.305  -3.142  -1.230  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.002  -0.212  -1.029  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.336  -2.961  -0.454  1.00  0.00           H  
HETATM   33  H17 UNL     1      -4.237  -1.684  -1.274  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.881  -1.671   1.530  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.684  -1.710   1.236  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.905   0.372   2.067  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.784   0.619   0.704  1.00  0.00           H  
HETATM   38  H22 UNL     1      -4.426   2.663  -0.639  1.00  0.00           H  
HETATM   39  H23 UNL     1      -4.825   2.562   1.097  1.00  0.00           H  
HETATM   40  H24 UNL     1      -6.154   2.335  -0.164  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4    4   22
CONECT    4    5   23
CONECT    5    6   24   25
CONECT    6    7    7   26
CONECT    7    8   27
CONECT    8    9   28   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   36   37
CONECT   14   15   16   16
CONECT   15   38   39   40
END

HMDB0039532
     RDKit          3D
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one
 40 39  0  0  0  0  0  0  0  0999 V2000
    6.4037    1.6258    0.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    2.0548   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0033    1.5168    0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    0.7234   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9653    0.1888   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755   -1.2909   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -2.0716   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2237   -1.5616   -1.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -2.0747   -1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158   -1.2722   -0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421   -1.8371   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6988   -1.3299    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601    0.1629    0.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710    0.6931    0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    2.1902    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905   -0.0631   -0.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1904    1.9303    1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419    2.1359    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5075    0.5158    0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3431    3.1563   -0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094    1.6294   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5224    1.7456    1.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6824    0.4322   -1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    0.4966    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1791    0.6650   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876   -1.7622    0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3490   -3.1573   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284   -0.4918   -1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3927   -2.1209   -2.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -3.1420   -1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -0.2116   -1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365   -2.9608   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2375   -1.6840   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -1.6711    1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6845   -1.7105    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054    0.3715    2.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7841    0.6191    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261    2.6628   -0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8255    2.5621    1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1544    2.3350   -0.1635 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

(6E,9Z,12E)-pentadeca-6,9,12-trien-2-one

Traditional Name

(6E,9Z,12E)-pentadeca-6,9,12-trien-2-one

CAS Registry Number

139328-79-3

SMILES

CC\C=C\C\C=C/C\C=C\CCCC(C)=O

InChI Identifier

InChI=1S/C15H24O/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(2)16/h4-5,7-8,10-11H,3,6,9,12-14H2,1-2H3/b5-4+,8-7-,11-10+

InChI Key

CDLUQRUBQHRFDS-BQOJMOTRSA-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0039532)

Cellular substructure

Membrane (HMDB: HMDB0039532)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039532)

Source

Exogenous

Food

Food (HMDB: HMDB0039532)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0039532)

Not Available

Nutrient (HMDB: HMDB0039532)

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	0.0008 g/L	ALOGPS
logP	5.16	ALOGPS
logP	4.61	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	19.64	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	9	ChemAxon
Refractivity	74.78 m³·mol⁻¹	ChemAxon
Polarizability	27.22 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]+	161.182	31661259
DarkChem	[M-H]-	159.633	31661259
DeepCCS	[M+H]+	157.075	30932474
DeepCCS	[M-H]-	154.717	30932474
DeepCCS	[M-2H]-	189.038	30932474
DeepCCS	[M+Na]+	164.147	30932474
AllCCS	[M+H]+	159.3	32859911
AllCCS	[M+H-H2O]+	155.6	32859911
AllCCS	[M+NH4]+	162.6	32859911
AllCCS	[M+Na]+	163.6	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	162.2	32859911
AllCCS	[M+HCOO]-	163.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one	CC\C=C\C\C=C/C\C=C\CCCC(C)=O	2185.4	Standard polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one	CC\C=C\C\C=C/C\C=C\CCCC(C)=O	1654.5	Standard non polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one	CC\C=C\C\C=C/C\C=C\CCCC(C)=O	1669.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one,1TMS,isomer #1	CC/C=C/C/C=C\C/C=C/CCC=C(C)O[Si](C)(C)C	1818.0	Semi standard non polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one,1TMS,isomer #1	CC/C=C/C/C=C\C/C=C/CCC=C(C)O[Si](C)(C)C	1783.2	Standard non polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one,1TMS,isomer #2	C=C(CCC/C=C/C/C=C\C/C=C/CC)O[Si](C)(C)C	1807.2	Semi standard non polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one,1TMS,isomer #2	C=C(CCC/C=C/C/C=C\C/C=C/CC)O[Si](C)(C)C	1778.9	Standard non polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one,1TBDMS,isomer #1	CC/C=C/C/C=C\C/C=C/CCC=C(C)O[Si](C)(C)C(C)(C)C	2064.3	Semi standard non polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one,1TBDMS,isomer #1	CC/C=C/C/C=C\C/C=C/CCC=C(C)O[Si](C)(C)C(C)(C)C	1989.2	Standard non polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one,1TBDMS,isomer #2	C=C(CCC/C=C/C/C=C\C/C=C/CC)O[Si](C)(C)C(C)(C)C	2045.5	Semi standard non polar	33892256
(6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one,1TBDMS,isomer #2	C=C(CCC/C=C/C/C=C\C/C=C/CC)O[Si](C)(C)C(C)(C)C	1976.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9500000000-e0dbce485fb9e253eb04	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-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 - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 10V, Positive-QTOF	splash10-0fk9-1190000000-e5d795894dfb117ee19e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 20V, Positive-QTOF	splash10-0w90-9850000000-7260ac057927ea67c91d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 40V, Positive-QTOF	splash10-1003-9400000000-421b85a4926a16cdf6df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 10V, Negative-QTOF	splash10-014i-0090000000-d74e338be8e7c261a6c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 20V, Negative-QTOF	splash10-014i-3290000000-49cee43a48303bd58049	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 40V, Negative-QTOF	splash10-0a4i-9310000000-3b32f780553171109188	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 20V, Negative-QTOF	splash10-014i-2190000000-82e56aebf35b886fa088	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 40V, Negative-QTOF	splash10-052f-9300000000-1c3e6f687daa153cf357	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 10V, Positive-QTOF	splash10-00c0-9310000000-69fca68fc8f7c7fffd96	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 20V, Positive-QTOF	splash10-05po-9100000000-6ba0462949ea7da0ca2c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one 40V, Positive-QTOF	splash10-05po-9000000000-1b2713c4b2318234a499	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB019148

KNApSAcK ID

Not Available

Chemspider ID

30777352

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752670

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 (6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one (HMDB0039532)

MOL for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

3D MOL for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

3D SDF for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

3D-SDF for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

PDB for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

3D PDB for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

SMILES for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

INCHI for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

Structure for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

3D Structure for HMDB0039532 ((6Z,9Z,12Z)-6,9,12-Pentadecatrien-2-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra