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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:33:14 UTC

Update Date

2022-03-07 02:53:51 UTC

HMDB ID

HMDB0033791

Secondary Accession Numbers

HMDB33791

Metabolite Identification

Common Name

(E)-3-Hexadecenoic acid

Description

(E)-3-Hexadecenoic acid, also known as (e)-3-hexadecenoate, 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 (E)-3-Hexadecenoic acid.

Structure

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

HMDB0033791
     RDKit          3D
(E)-3-Hexadecenoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.7016   -0.3129    0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299   -0.2725   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9916    1.0430   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2040    1.2811    0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1618    0.2180    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1912    0.1797   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418   -0.8894    0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1990   -0.8778   -0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -1.9042   -0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393   -1.6706    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4054   -0.3326    0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -0.1190   -0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4118   -1.1192   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6763   -0.8051   -0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1700    0.5519   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9561    0.7290    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0775   -0.2602    1.3542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5511    1.9164    0.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2354   -0.5168    1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3163    0.6090    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3971   -1.1777    0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0594   -1.1373   -0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2914   -0.3645   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518    1.0997   -1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7445    1.8534   -0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8548    1.3774    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6735    2.2526    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5998   -0.7519    1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5836    0.5531    2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763    1.1823   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528    0.0046   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513   -1.8642    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -0.6271    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2034    0.1533   -1.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -1.0485   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -2.8962   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4709   -1.9333   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -2.5088    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -1.7473    1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6222    0.4500    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9560   -0.2346    1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -0.3286   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6246    0.9243   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089   -2.1843   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4079   -1.6402   -0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4999    1.3774   -0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9745    0.6570   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0505    2.7185    1.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 18 48  1  0
M  END


  Mrv0541 05061307212D          

 18 17  0  0  0  0            999 V2000
    5.4730   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -1.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901   -2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  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  2  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  2  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033791

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h13-14H,2-12,15H2,1H3,(H,17,18)/b14-13-

> <INCHI_KEY>
PCBKWKNYISJGPJ-YPKPFQOOSA-N

> <FORMULA>
C16H30O2

> <MOLECULAR_WEIGHT>
254.4082

> <EXACT_MASS>
254.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.55518722273797

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z)-hexadec-3-enoic acid

> <ALOGPS_LOGP>
6.99

> <JCHEM_LOGP>
5.894661121

> <ALOGPS_LOGS>
-5.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.827479020877875

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
78.20019999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-hexadec-3-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033791
     RDKit          3D
(E)-3-Hexadecenoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.7016   -0.3129    0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299   -0.2725   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9916    1.0430   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2040    1.2811    0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1618    0.2180    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1912    0.1797   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418   -0.8894    0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1990   -0.8778   -0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -1.9042   -0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393   -1.6706    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4054   -0.3326    0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -0.1190   -0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4118   -1.1192   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6763   -0.8051   -0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1700    0.5519   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9561    0.7290    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0775   -0.2602    1.3542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5511    1.9164    0.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2354   -0.5168    1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3163    0.6090    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3971   -1.1777    0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0594   -1.1373   -0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2914   -0.3645   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518    1.0997   -1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7445    1.8534   -0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8548    1.3774    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6735    2.2526    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5998   -0.7519    1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5836    0.5531    2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763    1.1823   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528    0.0046   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513   -1.8642    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -0.6271    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2034    0.1533   -1.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -1.0485   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -2.8962   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4709   -1.9333   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -2.5088    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -1.7473    1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6222    0.4500    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9560   -0.2346    1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -0.3286   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6246    0.9243   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089   -2.1843   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4079   -1.6402   -0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4999    1.3774   -0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9745    0.6570   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0505    2.7185    1.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 18 48  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      10.216  -7.438   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.550  -6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.884  -7.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.217  -6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.551  -7.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.885  -6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.218  -7.438   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.552  -6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.886  -7.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.219  -6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.553  -7.438   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.887  -6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.221  -7.438   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.554  -6.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.554  -5.128   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.888  -4.358   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      28.888  -2.818   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      30.222  -5.128   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   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0033791
HETATM    1  C1  UNL     1       6.702  -0.313   0.790  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.730  -0.272  -0.369  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.992   1.043  -0.392  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.204   1.281   0.863  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.162   0.218   1.107  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.191   0.180  -0.035  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.142  -0.889   0.208  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.199  -0.878  -0.971  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.901  -1.904  -0.859  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.739  -1.671   0.363  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.405  -0.333   0.393  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.351  -0.119  -0.799  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.412  -1.119  -0.830  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.676  -0.805  -0.765  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.170   0.552  -0.655  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.956   0.729   0.604  1.00  0.00           C  
HETATM   17  O1  UNL     1      -7.077  -0.260   1.354  1.00  0.00           O  
HETATM   18  O2  UNL     1      -7.551   1.916   0.980  1.00  0.00           O  
HETATM   19  H1  UNL     1       6.235  -0.517   1.752  1.00  0.00           H  
HETATM   20  H2  UNL     1       7.316   0.609   0.834  1.00  0.00           H  
HETATM   21  H3  UNL     1       7.397  -1.178   0.585  1.00  0.00           H  
HETATM   22  H4  UNL     1       5.059  -1.137  -0.259  1.00  0.00           H  
HETATM   23  H5  UNL     1       6.291  -0.365  -1.319  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.352   1.100  -1.286  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.744   1.853  -0.468  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.855   1.377   1.736  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.674   2.253   0.736  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.600  -0.752   1.360  1.00  0.00           H  
HETATM   29  H11 UNL     1       2.584   0.553   2.014  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.676   1.182  -0.057  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.653   0.005  -1.010  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.651  -1.864   0.344  1.00  0.00           H  
HETATM   33  H15 UNL     1       0.620  -0.627   1.152  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.203   0.153  -1.045  1.00  0.00           H  
HETATM   35  H17 UNL     1       0.779  -1.048  -1.897  1.00  0.00           H  
HETATM   36  H18 UNL     1      -0.399  -2.896  -0.697  1.00  0.00           H  
HETATM   37  H19 UNL     1      -1.471  -1.933  -1.807  1.00  0.00           H  
HETATM   38  H20 UNL     1      -2.480  -2.509   0.520  1.00  0.00           H  
HETATM   39  H21 UNL     1      -1.068  -1.747   1.242  1.00  0.00           H  
HETATM   40  H22 UNL     1      -1.622   0.450   0.405  1.00  0.00           H  
HETATM   41  H23 UNL     1      -2.956  -0.235   1.349  1.00  0.00           H  
HETATM   42  H24 UNL     1      -2.702  -0.329  -1.706  1.00  0.00           H  
HETATM   43  H25 UNL     1      -3.625   0.924  -0.775  1.00  0.00           H  
HETATM   44  H26 UNL     1      -4.109  -2.184  -0.914  1.00  0.00           H  
HETATM   45  H27 UNL     1      -6.408  -1.640  -0.796  1.00  0.00           H  
HETATM   46  H28 UNL     1      -5.500   1.377  -0.853  1.00  0.00           H  
HETATM   47  H29 UNL     1      -6.975   0.657  -1.468  1.00  0.00           H  
HETATM   48  H30 UNL     1      -7.051   2.718   1.341  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   14   44
CONECT   14   15   45
CONECT   15   16   46   47
CONECT   16   17   17   18
CONECT   18   48
END

HMDB0033791
     RDKit          3D
(E)-3-Hexadecenoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.7016   -0.3129    0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299   -0.2725   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9916    1.0430   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2040    1.2811    0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1618    0.2180    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1912    0.1797   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418   -0.8894    0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1990   -0.8778   -0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -1.9042   -0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393   -1.6706    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4054   -0.3326    0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -0.1190   -0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4118   -1.1192   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6763   -0.8051   -0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1700    0.5519   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9561    0.7290    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0775   -0.2602    1.3542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5511    1.9164    0.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2354   -0.5168    1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3163    0.6090    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3971   -1.1777    0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0594   -1.1373   -0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2914   -0.3645   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518    1.0997   -1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7445    1.8534   -0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8548    1.3774    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6735    2.2526    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5998   -0.7519    1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5836    0.5531    2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763    1.1823   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528    0.0046   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513   -1.8642    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -0.6271    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2034    0.1533   -1.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -1.0485   -1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -2.8962   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4709   -1.9333   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -2.5088    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684   -1.7473    1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6222    0.4500    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9560   -0.2346    1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -0.3286   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6246    0.9243   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089   -2.1843   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4079   -1.6402   -0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4999    1.3774   -0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9745    0.6570   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0505    2.7185    1.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 18 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-3-Hexadecenoate	Generator
Cistanoside H	HMDB
(3Z)-Hexadec-3-enoate	Generator
delta(3)-Hexadecenoic acid	MeSH
delta(3)-Hexadecenoic acid, (e)-isomer	MeSH
delta(3)-Hexadecenoic acid, (Z)-isomer	MeSH
trans-3-Hexadecenoic acid	MeSH

Chemical Formula

C₁₆H₃₀O₂

Average Molecular Weight

254.4082

Monoisotopic Molecular Weight

254.224580204

IUPAC Name

(3Z)-hexadec-3-enoic acid

Traditional Name

(3Z)-hexadec-3-enoic acid

CAS Registry Number

1686-10-8

SMILES

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

InChI Identifier

InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h13-14H,2-12,15H2,1H3,(H,17,18)/b14-13-

InChI Key

PCBKWKNYISJGPJ-YPKPFQOOSA-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: HMDB0033791)

Cellular substructure

Extracellular (HMDB: HMDB0033791)
Membrane (HMDB: HMDB0033791)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033791)

Source

Endogenous

Endogenous (HMDB: HMDB0033791)

Plant

Plant (HMDB: HMDB0033791)

Animal

Animal (HMDB: HMDB0033791)

Exogenous

Food

Food (HMDB: HMDB0033791)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0033791)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0033791)

Cellular process

Cell signaling (HMDB: HMDB0033791)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0033791)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033791)

Nutrient

Nutrient (HMDB: HMDB0033791)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033791)

Emulsifier (HMDB: HMDB0033791)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	53 - 54 °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	0.00032 g/L	ALOGPS
logP	6.99	ALOGPS
logP	5.89	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.83	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	13	ChemAxon
Refractivity	78.2 m³·mol⁻¹	ChemAxon
Polarizability	33.56 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]+	167.186	31661259
DarkChem	[M-H]-	169.908	31661259
DeepCCS	[M+H]+	167.769	30932474
DeepCCS	[M-H]-	163.748	30932474
DeepCCS	[M-2H]-	201.38	30932474
DeepCCS	[M+Na]+	177.044	30932474
AllCCS	[M+H]+	169.9	32859911
AllCCS	[M+H-H2O]+	166.7	32859911
AllCCS	[M+NH4]+	172.9	32859911
AllCCS	[M+Na]+	173.8	32859911
AllCCS	[M-H]-	171.1	32859911
AllCCS	[M+Na-2H]-	172.4	32859911
AllCCS	[M+HCOO]-	174.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-3-Hexadecenoic acid	CCCCCCCCCCCC\C=C/CC(O)=O	2957.5	Standard polar	33892256
(E)-3-Hexadecenoic acid	CCCCCCCCCCCC\C=C/CC(O)=O	1901.1	Standard non polar	33892256
(E)-3-Hexadecenoic acid	CCCCCCCCCCCC\C=C/CC(O)=O	1962.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-3-Hexadecenoic acid,1TMS,isomer #1	CCCCCCCCCCCC/C=C\CC(=O)O[Si](C)(C)C	2043.6	Semi standard non polar	33892256
(E)-3-Hexadecenoic acid,1TBDMS,isomer #1	CCCCCCCCCCCC/C=C\CC(=O)O[Si](C)(C)C(C)(C)C	2297.0	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 - (E)-3-Hexadecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9420000000-52bf242119e2863d209f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-3-Hexadecenoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0abi-9350000000-8e670a23b682619c70bc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-3-Hexadecenoic 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 - (E)-3-Hexadecenoic acid 10V, Positive-QTOF	splash10-0a4r-0190000000-4212d741cc1855f248a8	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 20V, Positive-QTOF	splash10-0a4i-5980000000-8b1b38b8de49af124d7d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 40V, Positive-QTOF	splash10-052f-9800000000-c03b8bfc07a1a7c4367e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 10V, Negative-QTOF	splash10-0udi-0090000000-68fc29bf138e83cf8c27	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 20V, Negative-QTOF	splash10-0zfr-1090000000-1552a733fea04f7e753c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 40V, Negative-QTOF	splash10-0a4i-9220000000-7a6c90b26834388d97f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 10V, Negative-QTOF	splash10-0udi-0090000000-3e74125459d991829512	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 20V, Negative-QTOF	splash10-0udr-1090000000-5eda65f0bfa5669fc53a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 40V, Negative-QTOF	splash10-0006-9410000000-e9ed48a2cb1a52ca172b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 10V, Positive-QTOF	splash10-0a4r-9880000000-9c4a4bc5fb6e06b6c1c9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 20V, Positive-QTOF	splash10-0awa-9400000000-d057be790acdac1d26c1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-Hexadecenoic acid 40V, Positive-QTOF	splash10-0aov-9000000000-e7aee17b4e7962519c52	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

FDB011951

KNApSAcK ID

Not Available

Chemspider ID

4511367

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5355370

PDB ID

Not Available

ChEBI ID

170091

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 (E)-3-Hexadecenoic acid (HMDB0033791)

MOL for HMDB0033791 ((E)-3-Hexadecenoic acid)

3D MOL for HMDB0033791 ((E)-3-Hexadecenoic acid)

3D SDF for HMDB0033791 ((E)-3-Hexadecenoic acid)

3D-SDF for HMDB0033791 ((E)-3-Hexadecenoic acid)

PDB for HMDB0033791 ((E)-3-Hexadecenoic acid)

3D PDB for HMDB0033791 ((E)-3-Hexadecenoic acid)

SMILES for HMDB0033791 ((E)-3-Hexadecenoic acid)

INCHI for HMDB0033791 ((E)-3-Hexadecenoic acid)

Structure for HMDB0033791 ((E)-3-Hexadecenoic acid)

3D Structure for HMDB0033791 ((E)-3-Hexadecenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra