Showing Compound Oct-trans-2-enoic acid (FDB004552)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:17 UTC

Update date

2019-11-26 03:00:05 UTC

Primary ID

FDB004552

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Oct-trans-2-enoic acid

Description

2-octenoic acid, also known as (E)-2-octenoate or trans-alpha-octenoic acid, is a member of the class of compounds known as medium-chain fatty acids. Medium-chain fatty acids are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Thus, 2-octenoic acid is considered to be a fatty acid lipid molecule. 2-octenoic acid is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, 2-octenoic acid is primarily located in the membrane (predicted from logP). It can also be found in the extracellular space. 2-octenoic acid exists in all eukaryotes, ranging from yeast to humans. In humans, 2-octenoic acid is involved in the fatty acid biosynthesis.

CAS Number

1871-67-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Search:

Synonym	Source
(2E)-2-Octenoic acid	HMDB
(2E)-Oct-2-enoic acid	HMDB
(e)-2-Octenoate	Generator
(e)-2-Octenoic acid	ChEBI
(e)-Oct-2-enoate	HMDB
(e)-Oct-2-enoic acid	HMDB
2-Octenoate	Generator
2-Octenoic acid	ChEBI
trans-2-Octenoate	Generator
trans-2-Octenoic acid	HMDB, ChEBI

Showing 1 to 10 of 16 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.74 g/L	ALOGPS
logP	3.01	ALOGPS
logP	2.7	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	5.25	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	5	ChemAxon
Refractivity	41.37 m³·mol⁻¹	ChemAxon
Polarizability	16.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H14O2

IUPAC name

(2E)-oct-2-enoic acid

InChI Identifier

InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6+

InChI Key

CWMPPVPFLSZGCY-VOTSOKGWSA-N

Isomeric SMILES

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

Average Molecular Weight

142.1956

Monoisotopic Molecular Weight

142.099379692

Classification

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-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

monounsaturated fatty acid (CHEBI:86544 )
medium-chain fatty acid (CHEBI:86544 )
straight-chain fatty acid (CHEBI:86544 )
olefinic fatty acid (CHEBI:86544 )
Unsaturated fatty acids (LMFA01030018 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Biofluid and excreta:

Urine

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Oct-trans-2-enoic acid, non-derivatized, GC-MS Spectrum	splash10-0096-9000000000-801c8e0537a0c78cb64f	Spectrum
GC-MS	Oct-trans-2-enoic acid, non-derivatized, GC-MS Spectrum	splash10-0096-9000000000-801c8e0537a0c78cb64f	Spectrum
Predicted GC-MS	Oct-trans-2-enoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-054x-9100000000-674e58e1403584c37510	Spectrum
Predicted GC-MS	Oct-trans-2-enoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05i3-9300000000-009fbcd018a04b967cd1	Spectrum
Predicted GC-MS	Oct-trans-2-enoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Oct-trans-2-enoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-0006-1900000000-b7bf23a0b3d2e169aaaf	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-0006-3900000000-8f50ffbb66fd8d8a4093	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0006-4900000000-9d8bc0c8f59ac419fbfd	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-0096-9000000000-41aeee8c78cb838799da	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002f-3900000000-eabda8115bfbf3fc6fca	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001m-9200000000-38d844ded2c3da09c746	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-b1716f6f88db0d93c495	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1900000000-5d702aa87f7d38dc2009	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0007-6900000000-ddfae845c01ce646730e	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0007-9100000000-f2b136da6cc734a29fab	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dl-0900000000-e92c8d4ba859e2c18a1a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0596-0900000000-15af8a5dc0356cd2f4b0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-5f0acc9c148a535551fd	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9100000000-35fbf6036a26b499b040	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-a8d30352fd0b19afc3f0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-45f40a1dbaae13a04dae	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Spectrum

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

OCT-TRANS-2-ENOIC-ACID

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Black tea	Expected but not quantified	Not Available	DUKE
Green tea	Expected but not quantified	Not Available	DUKE
Herbal tea	Expected but not quantified	Not Available	DUKE
Red tea	Expected but not quantified	Not Available	DUKE
Anatidae	Expected but not quantified	Not Available	HMDB
Beefalo	Expected but not quantified	Not Available	HMDB
Bison	Expected but not quantified	Not Available	HMDB
Buffalo	Expected but not quantified	Not Available	HMDB
Cattle (Beef, Veal)	Expected but not quantified	Not Available	HMDB
Chicken	Expected but not quantified	Not Available	HMDB