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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2022-07-09 02:05:57 UTC

Update Date

2022-07-09 02:05:57 UTC

HMDB ID

HMDB0340899

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(6E,9E,12E)-hexadeca-6,9,12-trienoic acid

Description

(6E,9E,12E)-hexadeca-6,9,12-trienoic acid, also known as 6,9,12-hexadecatrienoate, 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 very few articles have been published on (6E,9E,12E)-hexadeca-6,9,12-trienoic acid.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652304102103212D          

 18 17  0  0  0  0            999 V2000
    1.7605    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    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
    2.4750    1.4289    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
    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
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0340899

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC\C=C\C\C=C\C\C=C\CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h4-5,7-8,10-11H,2-3,6,9,12-15H2,1H3,(H,17,18)/b5-4+,8-7+,11-10+

> <INCHI_KEY>
SBEXLJDCZSJDLW-JSIPCRQOSA-N

> <FORMULA>
C16H26O2

> <MOLECULAR_WEIGHT>
250.382

> <EXACT_MASS>
250.193280077

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
30.467629385401906

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E,9E,12E)-hexadeca-6,9,12-trienoic acid

> <ALOGPS_LOGP>
5.81

> <JCHEM_LOGP>
5.170817807666666

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.922492763245736

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
80.43339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,9E,12E)-hexadeca-6,9,12-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-APR-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-APR-21         0                                  
HETATM    1  C   UNK     0       3.286   8.057   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   9.597   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620  10.367   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   9.597   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287  10.367   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   9.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955  10.367   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    1    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

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6E,9E,12E)-Hexadeca-6,9,12-trienoate	Generator
6,9,12-Hexadecatrienoate	HMDB

Chemical Formula

C₁₆H₂₆O₂

Average Molecular Weight

250.382

Monoisotopic Molecular Weight

250.193280077

IUPAC Name

(6E,9E,12E)-hexadeca-6,9,12-trienoic acid

Traditional Name

(6E,9E,12E)-hexadeca-6,9,12-trienoic acid

CAS Registry Number

Not Available

SMILES

CCC\C=C\C\C=C\C\C=C\CCCCC(O)=O

InChI Identifier

InChI=1S/C16H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h4-5,7-8,10-11H,2-3,6,9,12-15H2,1H3,(H,17,18)/b5-4+,8-7+,11-10+

InChI Key

SBEXLJDCZSJDLW-JSIPCRQOSA-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

Unsaturated fatty acids (LMFA01030136 )

Ontology

Not Available

Not Available

Not Available

Not Available

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
logP	5.81	ALOGPS
logP	5.17	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.92	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	11	ChemAxon
Refractivity	80.43 m³·mol⁻¹	ChemAxon
Polarizability	30.47 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (6E,9E,12E)-hexadeca-6,9,12-trienoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	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 - (6E,9E,12E)-hexadeca-6,9,12-trienoic acid 10V, Positive-QTOF	Not Available	2022-08-09	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,9E,12E)-hexadeca-6,9,12-trienoic acid 20V, Positive-QTOF	Not Available	2022-08-09	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,9E,12E)-hexadeca-6,9,12-trienoic acid 40V, Positive-QTOF	Not Available	2022-08-09	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,9E,12E)-hexadeca-6,9,12-trienoic acid 10V, Negative-QTOF	Not Available	2022-08-09	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,9E,12E)-hexadeca-6,9,12-trienoic acid 20V, Negative-QTOF	Not Available	2022-08-09	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,9E,12E)-hexadeca-6,9,12-trienoic acid 40V, Negative-QTOF	Not Available	2022-08-09	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4445938

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282811

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

Not Available

Showing metabocard for (6E,9E,12E)-hexadeca-6,9,12-trienoic acid (HMDB0340899)

MOL for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

3D MOL for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

3D SDF for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

3D-SDF for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

PDB for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

3D PDB for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

SMILES for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

INCHI for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

Structure for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

3D Structure for HMDB0340899 ((6E,9E,12E)-hexadeca-6,9,12-trienoic acid)

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra