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ChEBI
> Main
CHEBI:16135 - isobutyric acid
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ChEBI Ontology
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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
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C4H8O2
Net Charge
0
Average Mass
88.10512
Monoisotopic Mass
88.05243
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:txid34254)
Found in root
(BTO:0001188)
. See:
DOI
Daphnia magna
(NCBI:txid35525)
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 (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
Daphnia magna metabolite
A
Daphnia
metabolite produced by the species
Daphnia magna
.
volatile oil component
Any plant 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
fatty acid 4:0 (
CHEBI:140601
)
isobutyric acid (
CHEBI:16135
)
is a
methyl-branched fatty acid (
CHEBI:62499
)
isobutyric acid (
CHEBI:16135
)
is conjugate acid of
isobutyrate (
CHEBI:48944
)
Incoming
α-(methylamino)isobutyric acid (
CHEBI:134261
)
has functional parent
isobutyric acid (
CHEBI:16135
)
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
)
3-hydroxy-2,4,4-trimethylpentyl 2-methylpropanoate (
CHEBI:145718
)
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 β-(acetylthio)isobutyrate (
CHEBI:137432
)
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-C
3
H
7
COOH
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
Manual Xrefs
Databases
3128
BPDB
3128
PPDB
ALQ
PDBeChem
C00029462
KNApSAcK
C02632
KEGG COMPOUND
c0383
UM-BBD
DB02531
DrugBank
HMDB0001873
HMDB
ISOBUTYRATE
MetaCyc
Isobutyric_acid
Wikipedia
LMFA01020071
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
49630
Gmelin Registry Number
Gmelin
635770
Beilstein Registry Number
Beilstein
635770
Reaxys Registry Number
Reaxys
79-31-2
CAS Registry Number
ChemIDplus
79-31-2
CAS Registry Number
NIST Chemistry WebBook
Citations
Types
Sources
10757489
PubMed citation
Europe PMC
17580301
PubMed citation
Europe PMC
17877388
PubMed citation
Europe PMC
Last Modified
17 February 2020
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.