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CHEBI:16135 - isobutyric acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name isobutyric acid
ChEBI ID CHEBI:16135
Definition A branched fatty acid comprising propanoic acid carrying a methyl branch at C-2.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43397, CHEBI:40653, CHEBI:1212, CHEBI:19710, CHEBI:25337
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Formula C4H8O2
Net Charge 0
Average Mass 88.10512
Monoisotopic Mass 88.052
InChI InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)
InChIKey KQNPFQTWMSNSAP-UHFFFAOYSA-N
SMILES CC(C)C(O)=O
Metabolite of Species Details
Lithospermum erythrorhizon (NCBI:34254) Found in root (BTO:0001188). See: DOI
Daphnia magna (NCBI:35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
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): Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
volatile oil component
Any metabolite that is found naturally as a component of a volatile oil.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isobutyric acid (CHEBI:16135) has role Daphnia magna metabolite (CHEBI:83056)
isobutyric acid (CHEBI:16135) has role plant metabolite (CHEBI:76924)
isobutyric acid (CHEBI:16135) has role volatile oil component (CHEBI:27311)
isobutyric acid (CHEBI:16135) is a branched-chain saturated fatty acid (CHEBI:39417)
isobutyric acid (CHEBI:16135) is a methyl-branched fatty acid (CHEBI:62499)
isobutyric acid (CHEBI:16135) is a short-chain fatty acid (CHEBI:26666)
isobutyric acid (CHEBI:16135) is conjugate acid of isobutyrate (CHEBI:48944)
Incoming 1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent isobutyric acid (CHEBI:16135)
15-acetyltrichagmalin C (CHEBI:68362) has functional parent isobutyric acid (CHEBI:16135)
2-aminoisobutyric acid (CHEBI:27971) has functional parent isobutyric acid (CHEBI:16135)
2-hydroxyisobutyric acid (CHEBI:50129) has functional parent isobutyric acid (CHEBI:16135)
3-aminoisobutyric acid (CHEBI:27389) has functional parent isobutyric acid (CHEBI:16135)
O-isobutyrylcarnitine (CHEBI:73017) has functional parent isobutyric acid (CHEBI:16135)
ananolignan H (CHEBI:67445) has functional parent isobutyric acid (CHEBI:16135)
clofibric acid (CHEBI:34648) has functional parent isobutyric acid (CHEBI:16135)
egonol-2-methylpropanoate (CHEBI:69554) has functional parent isobutyric acid (CHEBI:16135)
ethyl isobutyrate (CHEBI:87303) has functional parent isobutyric acid (CHEBI:16135)
fexofenadine (CHEBI:5050) has functional parent isobutyric acid (CHEBI:16135)
isoamyl isobutyrate (CHEBI:87537) has functional parent isobutyric acid (CHEBI:16135)
isobutyric acid anhydride (CHEBI:84261) has functional parent isobutyric acid (CHEBI:16135)
isobutyryl-CoA (CHEBI:15479) has functional parent isobutyric acid (CHEBI:16135)
methyl isobutyrate (CHEBI:73689) has functional parent isobutyric acid (CHEBI:16135)
pescaprein XXV (CHEBI:67855) has functional parent isobutyric acid (CHEBI:16135)
pescaprein XXVI (CHEBI:67856) has functional parent isobutyric acid (CHEBI:16135)
phenethyl isobutyrate (CHEBI:87409) has functional parent isobutyric acid (CHEBI:16135)
trichagmalin C (CHEBI:68361) has functional parent isobutyric acid (CHEBI:16135)
isobutyrate (CHEBI:48944) is conjugate base of isobutyric acid (CHEBI:16135)
IUPAC Name
2-methylpropanoic acid
Synonyms Sources
2,2-dimethylacetic acid ChEBI
2-METHYL-PROPIONIC ACID PDBeChem
2-Methylpropanoate KEGG COMPOUND
2-Methylpropanoic acid KEGG COMPOUND
2-Methylpropionsäure ChEBI
α-isobutyric acid ChEBI
α-methylpropanoic acid NIST Chemistry WebBook
α-methylpropionic acid NIST Chemistry WebBook
Dimethylacetic acid KEGG COMPOUND
iso-butyric acid ChEBI
iso-C3H7COOH NIST Chemistry WebBook
Isobutanoate KEGG COMPOUND
isobutanoic acid NIST Chemistry WebBook
Isobuttersäure ChEBI
Isobutyrate KEGG COMPOUND
Isobutyric acid KEGG COMPOUND
ISOBUTYRIC ACID PDBeChem
isopropylformic acid NIST Chemistry WebBook
Database Links Databases
ALQ PDBeChem
C00029462 KNApSAcK
C02632 KEGG COMPOUND
c0383 UM-BBD
DB02531 DrugBank
HMDB01873 HMDB
ISB PDBeChem
ISOBUTYRATE MetaCyc
Isobutyric_acid Wikipedia
LMFA01020071 LIPID MAPS
View more database links
Registry Numbers Types Sources
49630 Gmelin Registry Number Gmelin
635770 Reaxys Registry Number Reaxys
635770 Beilstein Registry Number Beilstein
79-31-2 CAS Registry Number ChemIDplus
79-31-2 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
10757489 PubMed citation Europe PMC
17580301 PubMed citation Europe PMC
17877388 PubMed citation Europe PMC
Last Modified
21 January 2016
General Comment
2011-01-25 The branched-chain isomer of n-butyric acid found uncombined in carobs and as an ethyl ester in croton oil.