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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:34 UTC

Update Date

2022-03-07 02:52:44 UTC

HMDB ID

HMDB0030881

Secondary Accession Numbers

HMDB30881

Metabolite Identification

Common Name

1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne

Description

1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review a small amount of articles have been published on 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne.

Structure

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

HMDB0030881
     RDKit          3D
1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne
 34 33  0  0  0  0  0  0  0  0999 V2000
    9.5615    2.1417   -2.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1628    2.1097   -1.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057    2.0683   -1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6472    2.0006   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4856    1.9246   -0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1185    1.8113   -0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9539    1.6938    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5851    1.5316    0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2307    0.4160    0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837    0.2436    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5190   -0.8655    1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924   -1.2026    2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894   -2.4875    1.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3726   -2.5147    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901   -1.8057   -0.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6918   -0.5757   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8877   -0.2701   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624    0.3842   -0.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1289    2.9785   -1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0497    1.2031   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6381    2.2813   -3.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1743    2.2669    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154   -0.3669    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021    1.0248    1.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545   -1.6399    2.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6049   -0.3847    2.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694   -1.4575    3.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5185   -3.2483    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2537   -2.8847    2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -3.6231    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -2.2081   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0779   -1.0642   -2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7723   -0.1788   -0.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6963    0.6982   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  3  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
M  END


  Mrv0541 05061305342D          

 18 17  0  0  0  0            999 V2000
   -8.0802    3.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3658    3.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6513    3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368    2.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -1.0164    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
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  3  0  0  0  0
  5  4  1  0  0  0  0
  6  5  3  0  0  0  0
  7  6  1  0  0  0  0
  8  7  3  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  2  1  0  0  0  0
 17 16  2  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030881

> <DATABASE_NAME>
hmdb

> <SMILES>
CC#CC#CC#C\C=C\C=C\CCCOC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16(2)17/h9-12H,13-15H2,1-2H3/b10-9+,12-11+

> <INCHI_KEY>
CWMYRIMGSBQMJG-HULFFUFUSA-N

> <FORMULA>
C16H16O2

> <MOLECULAR_WEIGHT>
240.297

> <EXACT_MASS>
240.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.749834235543524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4E,6E)-tetradeca-4,6-dien-8,10,12-triyn-1-yl acetate

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
3.722410687

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.993834092448847

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
77.6138

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E,6E)-tetradeca-4,6-dien-8,10,12-triyn-1-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030881
     RDKit          3D
1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne
 34 33  0  0  0  0  0  0  0  0999 V2000
    9.5615    2.1417   -2.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1628    2.1097   -1.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057    2.0683   -1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6472    2.0006   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4856    1.9246   -0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1185    1.8113   -0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9539    1.6938    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5851    1.5316    0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2307    0.4160    0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837    0.2436    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5190   -0.8655    1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924   -1.2026    2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894   -2.4875    1.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3726   -2.5147    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901   -1.8057   -0.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6918   -0.5757   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8877   -0.2701   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624    0.3842   -0.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1289    2.9785   -1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0497    1.2031   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6381    2.2813   -3.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1743    2.2669    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154   -0.3669    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021    1.0248    1.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545   -1.6399    2.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6049   -0.3847    2.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694   -1.4575    3.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5185   -3.2483    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2537   -2.8847    2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -3.6231    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -2.2081   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0779   -1.0642   -2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7723   -0.1788   -0.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6963    0.6982   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  3  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  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     -15.083   7.343   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.588  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.749   6.573   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.416   5.803   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.082   5.033   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.748   4.263   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.415   3.493   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.081   2.723   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.747   1.953   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.747   0.413   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.414  -0.357   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.413  -2.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.255  -2.667   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.255  -4.207   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.921  -1.897   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   16                                                            
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   14   18                                                       
CONECT   16    2   17   18                                                  
CONECT   17   16                                                            
CONECT   18   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0030881
HETATM    1  C1  UNL     1       9.562   2.142  -2.158  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.163   2.110  -1.727  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.006   2.068  -1.385  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.647   2.001  -0.999  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.486   1.925  -0.680  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.118   1.811  -0.311  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.954   1.694   0.001  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.585   1.532   0.376  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.231   0.416   0.988  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.184   0.244   1.378  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.519  -0.866   1.983  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.892  -1.203   2.439  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.289  -2.488   1.793  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.373  -2.515   0.329  1.00  0.00           C  
HETATM   15  O1  UNL     1      -4.290  -1.806  -0.339  1.00  0.00           O  
HETATM   16  C15 UNL     1      -4.692  -0.576  -0.606  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.888  -0.270  -1.480  1.00  0.00           C  
HETATM   18  O2  UNL     1      -4.062   0.384  -0.120  1.00  0.00           O  
HETATM   19  H1  UNL     1      10.129   2.978  -1.701  1.00  0.00           H  
HETATM   20  H2  UNL     1      10.050   1.203  -1.837  1.00  0.00           H  
HETATM   21  H3  UNL     1       9.638   2.281  -3.266  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.174   2.267   0.188  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.915  -0.367   1.215  1.00  0.00           H  
HETATM   24  H6  UNL     1      -1.902   1.025   1.181  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.754  -1.640   2.191  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.605  -0.385   2.338  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.769  -1.458   3.557  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.519  -3.248   2.125  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.254  -2.885   2.236  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.450  -3.623   0.046  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.320  -2.208  -0.060  1.00  0.00           H  
HETATM   32  H14 UNL     1      -6.078  -1.064  -2.202  1.00  0.00           H  
HETATM   33  H15 UNL     1      -6.772  -0.179  -0.807  1.00  0.00           H  
HETATM   34  H16 UNL     1      -5.696   0.698  -2.000  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    3
CONECT    3    4
CONECT    4    5    5    5
CONECT    5    6
CONECT    6    7    7    7
CONECT    7    8
CONECT    8    9    9   22
CONECT    9   10   23
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   26   27
CONECT   13   14   28   29
CONECT   14   15   30   31
CONECT   15   16
CONECT   16   17   18   18
CONECT   17   32   33   34
END

HMDB0030881
     RDKit          3D
1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne
 34 33  0  0  0  0  0  0  0  0999 V2000
    9.5615    2.1417   -2.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1628    2.1097   -1.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057    2.0683   -1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6472    2.0006   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4856    1.9246   -0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1185    1.8113   -0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9539    1.6938    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5851    1.5316    0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2307    0.4160    0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837    0.2436    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5190   -0.8655    1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924   -1.2026    2.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894   -2.4875    1.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3726   -2.5147    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901   -1.8057   -0.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6918   -0.5757   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8877   -0.2701   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624    0.3842   -0.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1289    2.9785   -1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0497    1.2031   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6381    2.2813   -3.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1743    2.2669    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154   -0.3669    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021    1.0248    1.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545   -1.6399    2.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6049   -0.3847    2.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694   -1.4575    3.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5185   -3.2483    2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2537   -2.8847    2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499   -3.6231    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -2.2081   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0779   -1.0642   -2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7723   -0.1788   -0.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6963    0.6982   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  3  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4E,6E)-Tetradeca-4,6-dien-8,10,12-triyn-1-yl acetic acid	HMDB

Chemical Formula

C₁₆H₁₆O₂

Average Molecular Weight

240.297

Monoisotopic Molecular Weight

240.115029756

IUPAC Name

(4E,6E)-tetradeca-4,6-dien-8,10,12-triyn-1-yl acetate

Traditional Name

(4E,6E)-tetradeca-4,6-dien-8,10,12-triyn-1-yl acetate

CAS Registry Number

6581-87-9

SMILES

CC#CC#CC#C\C=C\C=C\CCCOC(C)=O

InChI Identifier

InChI=1S/C16H16O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16(2)17/h9-12H,13-15H2,1-2H3/b10-9+,12-11+

InChI Key

CWMYRIMGSBQMJG-HULFFUFUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0030881)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030881)

Source

Endogenous

Endogenous (HMDB: HMDB0030881)

Plant

Plant (HMDB: HMDB0030881)

Animal

Animal (HMDB: HMDB0030881)

Exogenous

Food

Food (HMDB: HMDB0030881)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030881)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030881)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030881)

Lipid metabolism pathway (HMDB: HMDB0030881)

Cellular process

Cell signaling (HMDB: HMDB0030881)

Biochemical process

Lipid transport (HMDB: HMDB0030881)

Role

Biological role

Energy source (HMDB: HMDB0030881)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030881)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	36 - 37 °C	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	0.0076 g/L	ALOGPS
logP	4.52	ALOGPS
logP	3.72	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	77.61 m³·mol⁻¹	ChemAxon
Polarizability	29.75 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]+	164.027	31661259
DarkChem	[M-H]-	165.476	31661259
DeepCCS	[M+H]+	147.845	30932474
DeepCCS	[M-H]-	145.487	30932474
DeepCCS	[M-2H]-	180.336	30932474
DeepCCS	[M+Na]+	154.998	30932474
AllCCS	[M+H]+	157.4	32859911
AllCCS	[M+H-H2O]+	153.7	32859911
AllCCS	[M+NH4]+	160.8	32859911
AllCCS	[M+Na]+	161.7	32859911
AllCCS	[M-H]-	156.9	32859911
AllCCS	[M+Na-2H]-	157.4	32859911
AllCCS	[M+HCOO]-	158.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	9.25 minutes	32390414
Predicted by Siyang on May 30, 2022	19.9292 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.73 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2991.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	614.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	238.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	431.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	332.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	894.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	828.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	104.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1750.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	544.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1576.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	621.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	329.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	523.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	543.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	13.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne	CC#CC#CC#C\C=C\C=C\CCCOC(C)=O	3187.9	Standard polar	33892256
1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne	CC#CC#CC#C\C=C\C=C\CCCOC(C)=O	2195.6	Standard non polar	33892256
1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne	CC#CC#CC#C\C=C\C=C\CCCOC(C)=O	2239.1	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 - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7900000000-062736eeb14b39a3074c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 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 - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 10V, Positive-QTOF	splash10-0006-1690000000-3bfc69ffd8809797df86	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 20V, Positive-QTOF	splash10-001i-2900000000-9ac486e9052ea8e8ceac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 40V, Positive-QTOF	splash10-0ufu-9600000000-bab72e69d92db4d63e85	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 10V, Negative-QTOF	splash10-000i-5290000000-8a226c54bb965780fc41	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 20V, Negative-QTOF	splash10-0a4i-9220000000-abe251f36b6514e7b06c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 40V, Negative-QTOF	splash10-0a4l-9100000000-a2dda97c8b82fe658270	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 10V, Negative-QTOF	splash10-0550-8790000000-588b27d37754940d93ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 20V, Negative-QTOF	splash10-0a4i-9100000000-d067eb777390a453c199	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 40V, Negative-QTOF	splash10-0a4i-8900000000-4d494353ebb48d13289a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 10V, Positive-QTOF	splash10-001i-2910000000-22952c7c51c10af5aff1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 20V, Positive-QTOF	splash10-0059-4900000000-cf6344a92fe31b3e7e57	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne 40V, Positive-QTOF	splash10-0209-5900000000-e9ae21f02ab9e9a671ec	2021-09-22	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

FDB002843

KNApSAcK ID

C00054200

Chemspider ID

30776859

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15558632

PDB ID

Not Available

ChEBI ID

173734

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823401

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 1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne (HMDB0030881)

MOL for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

3D MOL for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

3D SDF for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

3D-SDF for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

PDB for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

3D PDB for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

SMILES for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

INCHI for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

Structure for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

3D Structure for HMDB0030881 (1-Acetoxy-4,6-tetradecadiene-8,10,12-triyne)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra