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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:01:02 UTC

Update Date

2022-03-07 02:54:43 UTC

HMDB ID

HMDB0035963

Secondary Accession Numbers

HMDB35963

Metabolite Identification

Common Name

(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid

Description

(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review a small amount of articles have been published on (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid.

Structure

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

HMDB0035963
     RDKit          3D
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid
 46 45  0  0  0  0  0  0  0  0999 V2000
    9.6121   -0.1118   -0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001    0.3676   -0.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4039    0.0466    0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0169    0.5582    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2176    0.2393    1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8510    0.7144    1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    1.1295    1.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    1.6456    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553    0.9332    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -0.4121    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720   -0.3847   -0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.0656   -1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2654   -1.0376   -0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088   -0.5553   -0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547   -1.5039    0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0892   -1.0905    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3309    0.2768    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7397    0.7037    0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6142   -0.0103   -0.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1003    1.9444    0.9262 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7051   -0.9030   -1.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9193   -0.4470    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2240    0.7811   -1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7654    1.0119   -1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7650   -0.5834    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6688    1.1846   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6329   -0.3992    1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2176    2.6266    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503    1.3614    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1087   -1.2083    1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629   -0.6211    0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2619   -1.3232   -1.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275    0.4204   -1.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740   -0.0571   -2.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5695    0.9571   -0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202   -1.1929    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2245   -2.0303   -0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7919    0.4894   -0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9097   -0.6193   -1.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -2.5107   -0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3442   -1.5243    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4175   -1.0635   -1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7196   -1.7963    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7276    1.0652    0.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0808    0.2691    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4924    2.7252    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  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
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
 10 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
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 20 46  1  0
M  END


  Mrv0541 05061308482D          

 20 19  0  0  0  0            999 V2000
    7.8079    7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    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
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  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  3  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  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 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035963

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C\C=C\C#C\C=C/CCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-5,8-9H,10-17H2,1H3,(H,19,20)/b3-2+,5-4+,9-8-

> <INCHI_KEY>
KDVOULUCGQGVQH-IUDSIRJBSA-N

> <FORMULA>
C18H26O2

> <MOLECULAR_WEIGHT>
274.3978

> <EXACT_MASS>
274.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
34.88273137966449

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10Z,14E,16E)-octadeca-10,14,16-trien-12-ynoic acid

> <ALOGPS_LOGP>
6.04

> <JCHEM_LOGP>
5.644661802333333

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.021116877046745

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
88.9968

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.96e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10Z,14E,16E)-octadeca-10,14,16-trien-12-ynoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035963
     RDKit          3D
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid
 46 45  0  0  0  0  0  0  0  0999 V2000
    9.6121   -0.1118   -0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001    0.3676   -0.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4039    0.0466    0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0169    0.5582    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2176    0.2393    1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8510    0.7144    1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    1.1295    1.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    1.6456    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553    0.9332    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -0.4121    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720   -0.3847   -0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.0656   -1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2654   -1.0376   -0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088   -0.5553   -0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547   -1.5039    0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0892   -1.0905    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3309    0.2768    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7397    0.7037    0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6142   -0.0103   -0.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1003    1.9444    0.9262 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7051   -0.9030   -1.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9193   -0.4470    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2240    0.7811   -1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7654    1.0119   -1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7650   -0.5834    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6688    1.1846   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6329   -0.3992    1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2176    2.6266    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503    1.3614    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1087   -1.2083    1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629   -0.6211    0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2619   -1.3232   -1.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275    0.4204   -1.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740   -0.0571   -2.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5695    0.9571   -0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202   -1.1929    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2245   -2.0303   -0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7919    0.4894   -0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9097   -0.6193   -1.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -2.5107   -0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3442   -1.5243    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4175   -1.0635   -1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7196   -1.7963    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7276    1.0652    0.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0808    0.2691    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4924    2.7252    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  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
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
 10 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
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 20 46  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      14.575  14.575   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.241  13.805   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.241  12.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.907  11.495   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.907   9.955   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.574   9.185   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240   8.415   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.906   7.645   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    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   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0035963
HETATM    1  C1  UNL     1       9.612  -0.112  -0.934  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.200   0.368  -0.836  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.404   0.047   0.171  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.017   0.558   0.202  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.218   0.239   1.207  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.851   0.714   1.284  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.718   1.129   1.354  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.382   1.646   1.439  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.355   0.933   1.008  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.587  -0.412   0.431  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.072  -0.385  -0.990  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.384  -0.066  -1.075  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.265  -1.038  -0.359  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.709  -0.555  -0.552  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.655  -1.504   0.154  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.089  -1.090   0.003  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.331   0.277   0.576  1.00  0.00           C  
HETATM   18  C18 UNL     1      -7.740   0.704   0.439  1.00  0.00           C  
HETATM   19  O1  UNL     1      -8.614  -0.010  -0.096  1.00  0.00           O  
HETATM   20  O2  UNL     1      -8.100   1.944   0.926  1.00  0.00           O  
HETATM   21  H1  UNL     1       9.705  -0.903  -1.681  1.00  0.00           H  
HETATM   22  H2  UNL     1       9.919  -0.447   0.088  1.00  0.00           H  
HETATM   23  H3  UNL     1      10.224   0.781  -1.161  1.00  0.00           H  
HETATM   24  H4  UNL     1       7.765   1.012  -1.605  1.00  0.00           H  
HETATM   25  H5  UNL     1       7.765  -0.583   0.962  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.669   1.185  -0.592  1.00  0.00           H  
HETATM   27  H7  UNL     1       5.633  -0.399   1.978  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.218   2.627   1.861  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.650   1.361   1.089  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.109  -1.208   1.019  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.663  -0.621   0.394  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.262  -1.323  -1.536  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.628   0.420  -1.513  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.674  -0.057  -2.137  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.570   0.957  -0.686  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.020  -1.193   0.696  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.224  -2.030  -0.861  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.792   0.489  -0.185  1.00  0.00           H  
HETATM   39  H19 UNL     1      -3.910  -0.619  -1.636  1.00  0.00           H  
HETATM   40  H20 UNL     1      -4.466  -2.511  -0.270  1.00  0.00           H  
HETATM   41  H21 UNL     1      -4.344  -1.524   1.215  1.00  0.00           H  
HETATM   42  H22 UNL     1      -6.417  -1.063  -1.055  1.00  0.00           H  
HETATM   43  H23 UNL     1      -6.720  -1.796   0.595  1.00  0.00           H  
HETATM   44  H24 UNL     1      -5.728   1.065   0.038  1.00  0.00           H  
HETATM   45  H25 UNL     1      -6.081   0.269   1.647  1.00  0.00           H  
HETATM   46  H26 UNL     1      -7.492   2.725   0.677  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   24
CONECT    3    4   25
CONECT    4    5    5   26
CONECT    5    6   27
CONECT    6    7    7    7
CONECT    7    8
CONECT    8    9    9   28
CONECT    9   10   29
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16   40   41
CONECT   16   17   42   43
CONECT   17   18   44   45
CONECT   18   19   19   20
CONECT   20   46
END

HMDB0035963
     RDKit          3D
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid
 46 45  0  0  0  0  0  0  0  0999 V2000
    9.6121   -0.1118   -0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001    0.3676   -0.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4039    0.0466    0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0169    0.5582    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2176    0.2393    1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8510    0.7144    1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    1.1295    1.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    1.6456    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553    0.9332    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -0.4121    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720   -0.3847   -0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.0656   -1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2654   -1.0376   -0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088   -0.5553   -0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547   -1.5039    0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0892   -1.0905    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3309    0.2768    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7397    0.7037    0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6142   -0.0103   -0.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1003    1.9444    0.9262 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7051   -0.9030   -1.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9193   -0.4470    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2240    0.7811   -1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7654    1.0119   -1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7650   -0.5834    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6688    1.1846   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6329   -0.3992    1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2176    2.6266    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503    1.3614    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1087   -1.2083    1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629   -0.6211    0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2619   -1.3232   -1.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275    0.4204   -1.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740   -0.0571   -2.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5695    0.9571   -0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202   -1.1929    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2245   -2.0303   -0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7919    0.4894   -0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9097   -0.6193   -1.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -2.5107   -0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3442   -1.5243    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4175   -1.0635   -1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7196   -1.7963    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7276    1.0652    0.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0808    0.2691    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4924    2.7252    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  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
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
 10 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
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 20 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoate	Generator

Chemical Formula

C₁₈H₂₆O₂

Average Molecular Weight

274.3978

Monoisotopic Molecular Weight

274.193280076

IUPAC Name

(10Z,14E,16E)-octadeca-10,14,16-trien-12-ynoic acid

Traditional Name

(10Z,14E,16E)-octadeca-10,14,16-trien-12-ynoic acid

CAS Registry Number

Not Available

SMILES

C\C=C\C=C\C#C\C=C/CCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-5,8-9H,10-17H2,1H3,(H,19,20)/b3-2+,5-4+,9-8-

InChI Key

KDVOULUCGQGVQH-IUDSIRJBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
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

Not Available

Urine (HMDB: HMDB0035963)

Cellular substructure

Extracellular (HMDB: HMDB0035963)
Membrane (HMDB: HMDB0035963)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035963)

Source

Endogenous

Endogenous (HMDB: HMDB0035963)

Plant

Plant (HMDB: HMDB0035963)

Animal

Animal (HMDB: HMDB0035963)

Exogenous

Food

Food (HMDB: HMDB0035963)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035963)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035963)

Cellular process

Cell signaling (HMDB: HMDB0035963)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035963)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035963)

Nutrient

Nutrient (HMDB: HMDB0035963)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035963)

Emulsifier (HMDB: HMDB0035963)

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	6.04	ALOGPS
logP	5.64	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	5.02	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	89 m³·mol⁻¹	ChemAxon
Polarizability	34.88 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	178.713	31661259
DarkChem	[M-H]-	177.363	31661259
DeepCCS	[M+H]+	171.925	30932474
DeepCCS	[M-H]-	169.567	30932474
DeepCCS	[M-2H]-	202.76	30932474
DeepCCS	[M+Na]+	178.018	30932474
AllCCS	[M+H]+	172.1	32859911
AllCCS	[M+H-H2O]+	168.8	32859911
AllCCS	[M+NH4]+	175.1	32859911
AllCCS	[M+Na]+	176.0	32859911
AllCCS	[M-H]-	173.9	32859911
AllCCS	[M+Na-2H]-	175.2	32859911
AllCCS	[M+HCOO]-	176.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid	C\C=C\C=C\C#C\C=C/CCCCCCCCC(O)=O	3623.0	Standard polar	33892256
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid	C\C=C\C=C\C#C\C=C/CCCCCCCCC(O)=O	2306.5	Standard non polar	33892256
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid	C\C=C\C=C\C#C\C=C/CCCCCCCCC(O)=O	2389.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid,1TMS,isomer #1	C/C=C/C=C/C#C/C=C\CCCCCCCCC(=O)O[Si](C)(C)C	2424.2	Semi standard non polar	33892256
(10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid,1TBDMS,isomer #1	C/C=C/C=C/C#C/C=C\CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2641.3	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 - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000y-4930000000-230cb2b92f8f41524229	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00c9-7931000000-744ae6f81a0b3d3b21e1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 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 - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 10V, Positive-QTOF	splash10-056r-0090000000-1b3f918daf26af20b645	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 20V, Positive-QTOF	splash10-0fvi-4590000000-9416871068921e56ef68	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 40V, Positive-QTOF	splash10-0i0c-9830000000-08afd55fb3e94804d67f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 10V, Negative-QTOF	splash10-00di-0090000000-63e0f0219faa67ca5f24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 20V, Negative-QTOF	splash10-00fr-1090000000-41d99d6c5c1145e8a6f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 40V, Negative-QTOF	splash10-0a4i-9230000000-b5931d3754c05e28a38b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 10V, Positive-QTOF	splash10-056r-2790000000-e277706e7fc640cde790	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 20V, Positive-QTOF	splash10-00or-9800000000-77431ab2b52bc0fb3713	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 40V, Positive-QTOF	splash10-004i-9300000000-afe9c52e566bd4bd02a0	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 10V, Negative-QTOF	splash10-00di-0090000000-05bbd78b08d3618f1f12	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 20V, Negative-QTOF	splash10-05fr-1090000000-2a9a545be9fcfaf223f6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid 40V, Negative-QTOF	splash10-06r6-8910000000-4ec2f4b7c074075d43aa	2021-09-25	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

FDB014767

KNApSAcK ID

Not Available

Chemspider ID

8906393

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10731060

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

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 (10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid (HMDB0035963)

MOL for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

3D MOL for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

3D SDF for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

3D-SDF for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

PDB for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

3D PDB for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

SMILES for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

INCHI for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

Structure for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

3D Structure for HMDB0035963 ((10Z,14E,16E)-10,14,16-Octadecatrien-12-ynoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra