Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:07 UTC

Update Date

2022-03-07 02:53:25 UTC

HMDB ID

HMDB0032674

Secondary Accession Numbers

HMDB32674

Metabolite Identification

Common Name

(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol

Description

(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Based on a literature review a significant number of articles have been published on (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol.

Structure

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

HMDB0032674
     RDKit          3D
(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.3832   -2.7388   -0.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5466   -1.4285   -0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -0.5752    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9736    0.3866   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2548    1.2999    0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064    0.5325    1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262   -0.2978    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2468    0.4599    0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518    1.7560    0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    2.4830   -0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207    3.4665    0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675    1.4993   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675    0.6928   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0306   -0.2344   -0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9266   -1.0415   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9927   -1.9778   -1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2069   -1.7002   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5466   -0.4130   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664   -3.2268   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8723   -3.3379   -1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1598   -0.9217   -1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6354   -0.0498    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2614   -1.2545    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5775    1.0715   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680   -0.1198   -1.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.1855   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1355    1.6733    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    1.2706    2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851   -0.1452    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8524   -0.9421    1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163   -1.0151    0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783   -0.0817   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8473    2.3974    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    2.9305   -1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    3.0988    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8250   -2.9263   -1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9920   -2.4427   -0.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9372    0.3277   -0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546   -0.6361    0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6958   -0.0251    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  3  0
 13 14  1  0
 14 15  3  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv0541 05061306372D          

 18 17  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  3  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  3  0  0  0  0
 16 14  2  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032674

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C/C#CC#CC(O)\C=C\CCCCCC=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O/c1-3-5-7-9-10-12-14-16-17(18)15-13-11-8-6-4-2/h3-4,6,14,16-18H,1,5,7,9-10,12H2,2H3/b6-4-,16-14+

> <INCHI_KEY>
BVVCAUWTOOENBU-JSNTUCNZSA-N

> <FORMULA>
C17H22O

> <MOLECULAR_WEIGHT>
242.356

> <EXACT_MASS>
242.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
30.841481674331618

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,9E)-heptadeca-2,9,16-trien-4,6-diyn-8-ol

> <ALOGPS_LOGP>
5.19

> <JCHEM_LOGP>
5.088071630333333

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.495222216485612

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4569898025091943

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
82.38080000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.53e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,9E)-heptadeca-2,9,16-trien-4,6-diyn-8-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032674
     RDKit          3D
(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.3832   -2.7388   -0.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5466   -1.4285   -0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -0.5752    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9736    0.3866   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2548    1.2999    0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064    0.5325    1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262   -0.2978    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2468    0.4599    0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518    1.7560    0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    2.4830   -0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207    3.4665    0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675    1.4993   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675    0.6928   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0306   -0.2344   -0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9266   -1.0415   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9927   -1.9778   -1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2069   -1.7002   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5466   -0.4130   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664   -3.2268   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8723   -3.3379   -1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1598   -0.9217   -1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6354   -0.0498    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2614   -1.2545    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5775    1.0715   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680   -0.1198   -1.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.1855   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1355    1.6733    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    1.2706    2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851   -0.1452    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8524   -0.9421    1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163   -1.0151    0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783   -0.0817   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8473    2.3974    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    2.9305   -1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    3.0988    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8250   -2.9263   -1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9920   -2.4427   -0.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9372    0.3277   -0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546   -0.6361    0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6958   -0.0251    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  3  0
 13 14  1  0
 14 15  3  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 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       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.623  11.137   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.289  11.907   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.956  11.137   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.956   9.597   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.956   8.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.956   6.517   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.956   4.977   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      15.289   2.667   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   11                                                       
CONECT    9    7   10                                                       
CONECT   10    9   12                                                       
CONECT   11    8   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   17                                                       
CONECT   17   15   16   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0032674
HETATM    1  C1  UNL     1      -5.383  -2.739  -0.845  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.547  -1.428  -0.839  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.865  -0.575   0.207  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.974   0.387  -0.544  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.255   1.300   0.462  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.406   0.532   1.415  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.326  -0.298   0.850  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.247   0.460   0.216  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.152   1.756   0.211  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.983   2.483  -0.465  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.421   3.466   0.420  1.00  0.00           O  
HETATM   12  C11 UNL     1       2.068   1.499  -0.633  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.967   0.693  -0.751  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.031  -0.234  -0.905  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.927  -1.041  -1.043  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.993  -1.978  -1.203  1.00  0.00           C  
HETATM   17  C16 UNL     1       7.207  -1.700  -0.775  1.00  0.00           C  
HETATM   18  C17 UNL     1       7.547  -0.413  -0.105  1.00  0.00           C  
HETATM   19  H1  UNL     1      -4.766  -3.227  -0.111  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.872  -3.338  -1.593  1.00  0.00           H  
HETATM   21  H3  UNL     1      -6.160  -0.922  -1.565  1.00  0.00           H  
HETATM   22  H4  UNL     1      -5.635  -0.050   0.794  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.261  -1.254   0.840  1.00  0.00           H  
HETATM   24  H6  UNL     1      -4.577   1.071  -1.172  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.268  -0.120  -1.198  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.874   2.185  -0.006  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.135   1.673   1.096  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.017   1.271   2.162  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.085  -0.145   2.014  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.852  -0.942   1.663  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.716  -1.015   0.052  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.578  -0.082  -0.316  1.00  0.00           H  
HETATM   33  H15 UNL     1      -0.847   2.397   0.715  1.00  0.00           H  
HETATM   34  H16 UNL     1       0.675   2.930  -1.413  1.00  0.00           H  
HETATM   35  H17 UNL     1       2.024   3.099   1.119  1.00  0.00           H  
HETATM   36  H18 UNL     1       5.825  -2.926  -1.676  1.00  0.00           H  
HETATM   37  H19 UNL     1       7.992  -2.443  -0.917  1.00  0.00           H  
HETATM   38  H20 UNL     1       7.937   0.328  -0.823  1.00  0.00           H  
HETATM   39  H21 UNL     1       8.355  -0.636   0.621  1.00  0.00           H  
HETATM   40  H22 UNL     1       6.696  -0.025   0.492  1.00  0.00           H  
CONECT    1    2    2   19   20
CONECT    2    3   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9    9   32
CONECT    9   10   33
CONECT   10   11   12   34
CONECT   11   35
CONECT   12   13   13   13
CONECT   13   14
CONECT   14   15   15   15
CONECT   15   16
CONECT   16   17   17   36
CONECT   17   18   37
CONECT   18   38   39   40
END

HMDB0032674
     RDKit          3D
(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.3832   -2.7388   -0.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5466   -1.4285   -0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -0.5752    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9736    0.3866   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2548    1.2999    0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064    0.5325    1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262   -0.2978    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2468    0.4599    0.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518    1.7560    0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    2.4830   -0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207    3.4665    0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675    1.4993   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675    0.6928   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0306   -0.2344   -0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9266   -1.0415   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9927   -1.9778   -1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2069   -1.7002   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5466   -0.4130   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664   -3.2268   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8723   -3.3379   -1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1598   -0.9217   -1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6354   -0.0498    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2614   -1.2545    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5775    1.0715   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680   -0.1198   -1.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.1855   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1355    1.6733    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    1.2706    2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851   -0.1452    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8524   -0.9421    1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163   -1.0151    0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783   -0.0817   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8473    2.3974    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    2.9305   -1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    3.0988    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8250   -2.9263   -1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9920   -2.4427   -0.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9372    0.3277   -0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546   -0.6361    0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6958   -0.0251    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  3  0
 13 14  1  0
 14 15  3  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂O

Average Molecular Weight

242.356

Monoisotopic Molecular Weight

242.167065326

IUPAC Name

(2Z,9E)-heptadeca-2,9,16-trien-4,6-diyn-8-ol

Traditional Name

(2Z,9E)-heptadeca-2,9,16-trien-4,6-diyn-8-ol

CAS Registry Number

13894-72-9

SMILES

C\C=C/C#CC#CC(O)\C=C\CCCCCC=C

InChI Identifier

InChI=1S/C17H22O/c1-3-5-7-9-10-12-14-16-17(18)15-13-11-8-6-4-2/h3-4,6,14,16-18H,1,5,7,9-10,12H2,2H3/b6-4-,16-14+

InChI Key

BVVCAUWTOOENBU-JSNTUCNZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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: HMDB0032674)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032674)

Source

Endogenous

Endogenous (HMDB: HMDB0032674)

Plant

Plant (HMDB: HMDB0032674)

Animal

Animal (HMDB: HMDB0032674)

Exogenous

Food

Food (HMDB: HMDB0032674)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0032674)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032674)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032674)

Lipid metabolism pathway (HMDB: HMDB0032674)

Cellular process

Cell signaling (HMDB: HMDB0032674)

Biochemical process

Lipid transport (HMDB: HMDB0032674)

Role

Biological role

Energy source (HMDB: HMDB0032674)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032674)

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	0.0045 g/L	ALOGPS
logP	5.19	ALOGPS
logP	5.09	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.5	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	82.38 m³·mol⁻¹	ChemAxon
Polarizability	30.84 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	166.58	31661259
DarkChem	[M-H]-	165.332	31661259
DeepCCS	[M+H]+	157.319	30932474
DeepCCS	[M-H]-	154.961	30932474
DeepCCS	[M-2H]-	188.635	30932474
DeepCCS	[M+Na]+	163.677	30932474
AllCCS	[M+H]+	165.1	32859911
AllCCS	[M+H-H2O]+	161.5	32859911
AllCCS	[M+NH4]+	168.4	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	162.6	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	164.8	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.	8.84 minutes	32390414
Predicted by Siyang on May 30, 2022	17.6259 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.53 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2639.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	432.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	188.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	281.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	442.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	817.8 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	676.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1723.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	529.8 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	1378.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	592.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	430.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	518.7 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol	C\C=C/C#CC#CC(O)\C=C\CCCCCC=C	3028.5	Standard polar	33892256
(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol	C\C=C/C#CC#CC(O)\C=C\CCCCCC=C	2007.8	Standard non polar	33892256
(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol	C\C=C/C#CC#CC(O)\C=C\CCCCCC=C	2082.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol,1TMS,isomer #1	C=CCCCCC/C=C/C(C#CC#C/C=C\C)O[Si](C)(C)C	2087.9	Semi standard non polar	33892256
(Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol,1TBDMS,isomer #1	C=CCCCCC/C=C/C(C#CC#C/C=C\C)O[Si](C)(C)C(C)(C)C	2308.2	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 - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-4940000000-1fccca3b7eebf90a1192	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol GC-MS (1 TMS) - 70eV, Positive	splash10-00c3-9060000000-cf04f9ce322bf3e7a67d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 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 - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 10V, Positive-QTOF	splash10-0006-0290000000-0e306bc02a5c59c314ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 20V, Positive-QTOF	splash10-0kbf-4940000000-487c1c2e0a64f3d97eab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 40V, Positive-QTOF	splash10-106u-9500000000-3ab584fff4d9f5c41ab1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 10V, Negative-QTOF	splash10-0006-0190000000-44185993b29e5e7528ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 20V, Negative-QTOF	splash10-0006-3890000000-17d50e0fb27aac0e6261	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 40V, Negative-QTOF	splash10-0079-6920000000-bdb2347f327baeca6580	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 10V, Negative-QTOF	splash10-00dl-0090000000-ff9992d9fd1556f16620	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 20V, Negative-QTOF	splash10-0006-2490000000-397073cefdfa0087743c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 40V, Negative-QTOF	splash10-014r-3900000000-3ff8016a8c6c59072d21	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 10V, Positive-QTOF	splash10-004l-5970000000-53328f6a5017c85a6a5c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 20V, Positive-QTOF	splash10-002o-9810000000-c91c223b354c4f8804b2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol 40V, Positive-QTOF	splash10-004u-9400000000-cc9b729b4006b5660f46	2021-09-23	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

FDB010628

KNApSAcK ID

Not Available

Chemspider ID

35013464

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751280

PDB ID

Not Available

ChEBI ID

172482

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 (Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol (HMDB0032674)

MOL for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

3D MOL for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

3D SDF for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

3D-SDF for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

PDB for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

3D PDB for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

SMILES for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

INCHI for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

Structure for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

3D Structure for HMDB0032674 ((Z,Z)-2,9,16-Heptadecatriene-4,6-diyn-8-ol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra