FComEx: 3-Methylbutanoic acid (PC000095)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:13 UTC

Update date

2017-01-19 02:36:12 UTC

FoodComEx ID

PC000095

FoodDB Record

FDB001324

Chemical Information

Name

3-Methylbutanoic acid

Description

Flavouring agent. Simple esters are used in flavourings. Constituent of hops, cheese etc.; an important component of cheese aroma and flavour 3-Methylbutanoic acid, or more commonly isovaleric acid, is a natural fatty acid found in a wide variety of plants and essential oils. Isovaleric acid is clear colorless liquid that is sparingly soluble in water, but extremely soluble in most common organic solvents.; Isovaleric acid has a strong pungent cheesy or sweaty smell, but its volatile esters have pleasing scents and are used widely in perfumery. It has been proposed that it is the anticonvulsant agent in valerian. It is a major component of the cause of unpleasant foot odor.; Isovaleric acid, is a natural fatty acid found in a wide variety of plants and essential oils. Isovaleric acid is clear colorless liquid that is sparingly soluble in water, but well soluble in most common organic solvents.; It has been suggested that isovaleric acid from pilot whales, a species frequently consumed in the Faroe Islands, may be the unusual dietary factor in prolonged gestation in the population of the Faroe Islands.; Previous studies suggested that was due to the high intake of n-3 polyunsaturated fatty acids has been, but fatty acid data for eicosapentaenoic acid (EPA) and docosahexanoic acid (DHA) in blood lipids of Faroese and Norwegians was reviewed in terms of the type of fish eaten (mostly lean white fish with DHA much greater than EPA); the popular lean fish, thus, probably provides too little EPA to produce a marked effect on human biochemistry. (PMID 2646392).

CAS Number

503-74-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
β-methylbutyric acid	biospider
3-Methyl butyric acid	HMDB
3-methyl-butanoic acid	biospider
3-Methyl-n-butyrate	biospider
3-Methyl-n-butyric acid	biospider
3-Methylbutanoate	biospider
3-methylbutanoic acid (isovaleric acid)	biospider
3-Methylbuttersaeure	ChEBI
3-Methylbutyrate	Generator
3-Methylbutyric acid	ChEBI
3-Methylbutyric acid: isopropyl-Acetate	biospider
3-Methylbutyric acid: isopropyl-Acetic acid	biospider
3,4-Diisovaleryl adrenaline	biospider
B-methylbutyrate	biospider
B-methylbutyric acid	biospider
Baldrianic acid	db_source
Beta-methylbutyrate	biospider
Beta-methylbutyric acid	biospider
Butanoic acid, 3-methyl-, (R)-	biospider
Delphinate	biospider
Delphinic acid	ChEBI
FEMA 3102	db_source
iso-C4H9COOH	biospider
Isobutyl formic acid	biospider
Isobutylformate	Generator
Isobutylformic acid	biospider
Isopentanoate	biospider
Isopentanoic acid	db_source
Isopropylacetate	biospider
Isopropylacetic acid	db_source
Isovalerate	biospider
Isovalerianate	biospider
Isovalerianic acid	biospider
Isovaleriansaeure	ChEBI
Isovaleric acid	db_source
Isovaleric acid sodium salt	biospider
IVA	biospider
Methylbutanoic acid	biospider
Phocenic acid	db_source
Viburnum acid	db_source
β-methylbutyrate	Generator
β-methylbutyric acid	Generator

Chemical Formula

C5H10O2

IUPAC name

3-methylbutanoic acid

InChI Identifier

InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7)

InChI Key

GWYFCOCPABKNJV-UHFFFAOYSA-N

Isomeric SMILES

CC(C)CC(O)=O

Average Molecular Weight

102.1317

Monoisotopic Molecular Weight

102.068079564

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents

Substituents

Methyl-branched 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

branched-chain saturated fatty acid (CHEBI:28484 )
short-chain fatty acid (CHEBI:28484 )
methylbutyric acid (CHEBI:28484 )
Branched fatty acids (C08262 )
Branched fatty acids (LMFA01020181 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	1.16	HANSCH,C ET AL. (1995)
Experimental Water Solubility	40.7 mg/mL at 20 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	Mp -37.6°	DFC

Foods of Origin