CHEBI:28484 - isovaleric acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name isovaleric acid
ChEBI ID CHEBI:28484
Definition A C5, branched-chain saturated fatty acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:24930, CHEBI:43426, CHEBI:6069
Supplier Information ZINC000004096297
Download Molfile XML SDF
Formula C5H10O2
Net Charge 0
Average Mass 102.13170
Monoisotopic Mass 102.06808
InChI InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7)
InChIKey GWYFCOCPABKNJV-UHFFFAOYSA-N
SMILES CC(C)CC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isovaleric acid (CHEBI:28484) has role mammalian metabolite (CHEBI:75768)
isovaleric acid (CHEBI:28484) has role plant metabolite (CHEBI:76924)
isovaleric acid (CHEBI:28484) is a branched-chain saturated fatty acid (CHEBI:39417)
isovaleric acid (CHEBI:28484) is a methylbutyric acid (CHEBI:38653)
isovaleric acid (CHEBI:28484) is a short-chain fatty acid (CHEBI:26666)
isovaleric acid (CHEBI:28484) is conjugate acid of isovalerate (CHEBI:48942)
Incoming (E)-2-(methoxyimino)-3-methylbutanoic acid (CHEBI:131390) has functional parent isovaleric acid (CHEBI:28484)
2,2-dihydroxy-3-methylbutanoic acid (CHEBI:167881) has functional parent isovaleric acid (CHEBI:28484)
2,3-dihydroxy-3-methylbutanoic acid (CHEBI:15689) has functional parent isovaleric acid (CHEBI:28484)
2-(4-chlorophenyl)-3-methylbutyric acid (CHEBI:39345) has functional parent isovaleric acid (CHEBI:28484)
2-(4-hydroxyphenyl)-3-methylbutyric acid (CHEBI:39359) has functional parent isovaleric acid (CHEBI:28484)
2-hexenyl isovalerate (CHEBI:176332) has functional parent isovaleric acid (CHEBI:28484)
2-hydroxy-3-methylbutyric acid (CHEBI:60645) has functional parent isovaleric acid (CHEBI:28484)
3-hexenyl isovalerate (CHEBI:194237) has functional parent isovaleric acid (CHEBI:28484)
3-hydroxyisovaleric acid (CHEBI:37084) has functional parent isovaleric acid (CHEBI:28484)
3-methylbutaneperoxoic acid (CHEBI:229586) has functional parent isovaleric acid (CHEBI:28484)
N-isovaleryl-L-alanine (CHEBI:136818) has functional parent isovaleric acid (CHEBI:28484)
O-isovalerylcarnitine (CHEBI:73025) has functional parent isovaleric acid (CHEBI:28484)
ananolignan J (CHEBI:67447) has functional parent isovaleric acid (CHEBI:28484)
ethyl isovalerate (CHEBI:31571) has functional parent isovaleric acid (CHEBI:28484)
isovaleryl-CoA (CHEBI:15487) has functional parent isovaleric acid (CHEBI:28484)
neurolenin A (CHEBI:66620) has functional parent isovaleric acid (CHEBI:28484)
neurolenin B (CHEBI:66621) has functional parent isovaleric acid (CHEBI:28484)
neurolenin C (CHEBI:66622) has functional parent isovaleric acid (CHEBI:28484)
neurolenin D (CHEBI:66623) has functional parent isovaleric acid (CHEBI:28484)
isovalerate (CHEBI:48942) is conjugate base of isovaleric acid (CHEBI:28484)
IUPAC Name
3-methylbutanoic acid
Synonyms Sources
3-methyl-n-butyric acid ChEBI
3-Methylbutanoic acid KEGG COMPOUND
3-Methylbuttersäure ChEBI
3-methylbutyric acid NIST Chemistry WebBook
β-methylbutyric acid NIST Chemistry WebBook
delphinic acid ChemIDplus
isobutylformic acid ChemIDplus
isopentanoic acid ChemIDplus
isopropylacetic acid ChemIDplus
Isovalerate KEGG COMPOUND
isovalerianic acid ChemIDplus
Isovaleriansäure ChEBI
Isovaleric acid KEGG COMPOUND
ISOVALERIC ACID PDBeChem
Isovaleric acid KEGG COMPOUND
Manual Xrefs Databases
3129 PPDB
C00001189 KNApSAcK
C08262 KEGG COMPOUND
DB03750 DrugBank
IVA PDBeChem
LMFA01020181 LIPID MAPS
View more database links
Registry Numbers Types Sources
101117 Gmelin Registry Number Gmelin
1098522 Beilstein Registry Number ChemIDplus
503-74-2 CAS Registry Number KEGG COMPOUND
503-74-2 CAS Registry Number ChemIDplus
503-74-2 CAS Registry Number NIST Chemistry WebBook
Citation Type Source
12743728 PubMed citation Europe PMC
Last Modified
05 March 2024
General Comment
2011-03-29 Found in many plants and essential oils, isovaleric acid is putatively associated with prolonged gestation in humans.