Bovine Metabolome Database: Showing metabocard for 2-Octenoic acid (BMDB0000392)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:29:53 UTC

Update Date

2020-05-11 20:20:43 UTC

BMDB ID

BMDB0000392

Secondary Accession Numbers

BMDB00392

Metabolite Identification

Common Name

2-Octenoic acid

Description

trans-2-Octenoic acid, also known as trans-2-octenoic acid, 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. trans-2-Octenoic acid exists as a liquid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. trans-2-Octenoic acid exists in all eukaryotes, ranging from yeast to humans. trans-2-Octenoic acid participates in a number of enzymatic reactions, within cattle. In particular, trans-2-Octenoic acid can be biosynthesized from (R)-3-hydroxyoctanoic acid; which is mediated by the enzyme fatty acid synthase. dyhydrase domain. In addition, trans-2-Octenoic acid can be converted into caprylic acid through its interaction with the enzyme fatty acid synthase. enoyl reductase domain. In cattle, trans-2-octenoic acid is involved in the metabolic pathway called fatty acid biosynthesis pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Octenoate	Generator
cis-2-Octenoic acid	HMDB
(Z)-2-Octenoic acid	HMDB
2-Octenic acid	HMDB
2Z-Octenoate	HMDB
2Z-Octenoic acid	HMDB
Oct-2-enoate	HMDB
Oct-2-enoic acid	HMDB
trans-2-Octenoate	HMDB
2-Octenoic acid	HMDB

Chemical Formula

C₈H₁₄O₂

Average Molecular Weight

142.1956

Monoisotopic Molecular Weight

142.099379692

IUPAC Name

(2Z)-oct-2-enoic acid

Traditional Name

cis-2-octenoic acid

CAS Registry Number

1577-96-4

SMILES

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

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-SREVYHEPSA-N

Chemical Taxonomy

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

Unsaturated fatty acids (LMFA01030017 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Adiposome
Cell membrane
Cytoplasm
Membrane
Microsomes

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	5 - 6 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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	16.19 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0096-9000000000-801c8e0537a0c78cb64f	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0096-9000000000-801c8e0537a0c78cb64f	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-054x-9100000000-685aa1c309f4024a258c	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-05i3-9300000000-009fbcd018a04b967cd1	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00di-9200000000-ea14afb080f00f6db329	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0fk9-9000000000-e4e0cfcba513035e593d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0udi-9000000000-ff984717b537e96ab368	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1900000000-13db6226b25ca6e887e7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-003v-9400000000-5c8132b1452fb86685a6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000f-9000000000-d964983e7540bbe985ae	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1900000000-bdaae44d4773ffd6a29c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006y-3900000000-f923ee2d24c2c936a395	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052g-9100000000-3f6317b29935f491c0f3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9100000000-35fbf6036a26b499b040	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-a8d30352fd0b19afc3f0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-45f40a1dbaae13a04dae	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dl-0900000000-e92c8d4ba859e2c18a1a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0596-0900000000-15af8a5dc0356cd2f4b0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-5f0acc9c148a535551fd	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Adiposome
Cell membrane
Cytoplasm
Membrane
Microsomes

Biospecimen Locations

Liver

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0000392

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022010

KNApSAcK ID

C00031683

Chemspider ID

4445840

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

4146

PubChem Compound

5282713

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Dupont, Georges; Dulou, Raymond; Pigerol, Charles. Kharasch reactions with 1-heptene. Synthesis of octanoic and 2-octenoic acid. Compt. rend. (1955), 240 628-9.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2-Octenoic acid (BMDB0000392)

Structure for BMDB0000392 (2-Octenoic acid)