Bovine Metabolome Database: Showing metabocard for cis-4-Decenoic acid (BMDB0004981)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:14:19 UTC

Update Date

2020-05-11 20:52:01 UTC

BMDB ID

BMDB0004981

Secondary Accession Numbers

BMDB04981

Metabolite Identification

Common Name

cis-4-Decenoic acid

Description

cis-4-Decenoic acid, also known as 10:1 (N-6) or (Z)-4-decenoate, 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. Based on a literature review very few articles have been published on cis-4-Decenoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(Z)-4-Decenoic acid	ChEBI
10:1 (N-6)	ChEBI
4-Decenoic acid	ChEBI
C10:1 (N-6)	ChEBI
cis-Decen-4-saeure	ChEBI
cis-Delta(4)-Decenoic acid	ChEBI
cis-Obtusilic acid	ChEBI
Dec-4C-enoic acid	ChEBI
Dec-4C-ensaeure	ChEBI
Z-4-Decenoic acid	ChEBI
(Z)-4-Decenoate	Generator
4-Decenoate	Generator
cis-delta(4)-Decenoate	Generator
cis-Δ(4)-decenoate	Generator
cis-Δ(4)-decenoic acid	Generator
cis-Obtusilate	Generator
Dec-4C-enoate	Generator
Z-4-Decenoate	Generator
cis-4-Decenoate	Generator
(4Z)-4-Decenoic acid	HMDB
4-cis-Decenoic acid	HMDB
FA(10:1(4Z))	HMDB
FA(10:1n6)	HMDB
Obtusilic acid	HMDB
cis-4-Decenoic acid	HMDB
Dec-4-enoic acid	MeSH, HMDB
(Z)-Isomer OF 4-decenoic acid	MeSH, HMDB

Chemical Formula

C₁₅H₂₄N₅O₁₇P₃

Average Molecular Weight

639.2956

Monoisotopic Molecular Weight

639.038003903

IUPAC Name

(4Z)-dec-4-enoic acid

Traditional Name

4-decenoic acid

CAS Registry Number

57602-94-5

SMILES

NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)[C@@H](O)[C@H]1OP(O)(O)=O

InChI Identifier

InChI=1S/C15H24N5O17P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-11(35-38(25,26)27)9(23)6(33-14)2-32-39(28,29)37-40(30,31)36-15-10(24)8(22)5(1-21)34-15/h3-6,8-11,14-15,21-24H,1-2H2,(H,28,29)(H,30,31)(H2,16,17,18)(H2,25,26,27)/t5-,6-,8-,9-,10-,11-,14-,15+/m1/s1

InChI Key

OCOLIMYIUOUURJ-ZQSHOCFMSA-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

decenoic acid (CHEBI:32380 )
Unsaturated fatty acids (LMFA01030199 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Adiposome
Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	4 - 5 °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	3.74	ALOGPS
logP	3.23	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	4.88	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	7	ChemAxon
Refractivity	50.59 m³·mol⁻¹	ChemAxon
Polarizability	20.34 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01tm-9400000000-36a8487fe819a421026e	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-05i9-9400000000-8a7c856ad8f6634c8e49	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-006x-1900000000-e7f197c7f942b20c0d37	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-006x-9000000000-48fc9e85d63ef85b3634	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9000000000-1bbeba801e2897d3fd9c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-84157360a2e34971d8de	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fi0-5900000000-0834c738729a41f42617	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-e06b56ca908b5719c2ef	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-261549081e16976cd451	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gdi-0900000000-36c42aa6b2658f235cd6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9300000000-52dff0f129f25cf3bbf3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-9200000000-66715f0b11abb1c67934	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0api-9000000000-4b265c21a5d85754c3e2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-6146f9a54421c3ec5080	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-efbd93a1a83feefc94df	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-1900000000-58fa8a77229ea11a94a2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-b9a85e335fe2078952a9	View in MoNA

Biological Properties

Cellular Locations

Adiposome
Cell membrane
Cytoplasm
Membrane

Biospecimen Locations

Heart
Liver
Skeletal Muscle

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0004980

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002991

KNApSAcK ID

Not Available

Chemspider ID

4471776

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

7233

PubChem Compound

5312351

PDB ID

Not Available

ChEBI ID

32380

References

Synthesis Reference

De Klein, W. J. Copper(II)-catalyzed formation of decenoic acids from manganese(III) acetate and 1-octene in acetic anhydride/acetic acid mixtures. Recueil des Travaux Chimiques des Pays-Bas (1975), 94(7), 151-3.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for cis-4-Decenoic acid (BMDB0004981)

Structure for BMDB0004981 (cis-4-Decenoic acid)