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ChEBI
> Main
CHEBI:37070 - 2-methylbutyric acid
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ChEBI Ontology
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ChEBI Name
2-methylbutyric acid
ChEBI ID
CHEBI:37070
Definition
A methylbutyric acid comprising a butyric acid core carrying a 2-methyl substituent. Produced from amino acid leucine during nutrient starvation in bacteria.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C5H10O2
Net Charge
0
Average Mass
102.13170
Monoisotopic Mass
102.06808
InChI
InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)
InChIKey
WLAMNBDJUVNPJU-UHFFFAOYSA-N
SMILES
CCC(C)C(O)=O
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):
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
2-methylbutyric acid (
CHEBI:37070
)
has role
bacterial metabolite (
CHEBI:76969
)
2-methylbutyric acid (
CHEBI:37070
)
has role
human metabolite (
CHEBI:77746
)
2-methylbutyric acid (
CHEBI:37070
)
is a
methylbutyric acid (
CHEBI:38653
)
2-methylbutyric acid (
CHEBI:37070
)
is conjugate acid of
2-methylbutyrate (
CHEBI:48946
)
Incoming
1
S
,6
R
-di(2-)methylbutanoyloxy-4
S
-hydroxy-8
S
-benzoyloxy-9
R
-(3-)furancarbonyloxy-13-acetyloxy-β-dihydroagarofuran (
CHEBI:65878
)
has functional parent
2-methylbutyric acid (
CHEBI:37070
)
2-hydroxy-2-methylbutyric acid (
CHEBI:68454
)
has functional parent
2-methylbutyric acid (
CHEBI:37070
)
2-methylbutanoyl-CoA (
CHEBI:15477
)
has functional parent
2-methylbutyric acid (
CHEBI:37070
)
2-methylbutyrylcarnitine (
CHEBI:73026
)
has functional parent
2-methylbutyric acid (
CHEBI:37070
)
N
-(2-methylbutanoyl)glycine (
CHEBI:86366
)
has functional parent
2-methylbutyric acid (
CHEBI:37070
)
ethyl 2-methylbutyrate (
CHEBI:88452
)
has functional parent
2-methylbutyric acid (
CHEBI:37070
)
trichanolide (
CHEBI:68370
)
has functional parent
2-methylbutyric acid (
CHEBI:37070
)
(
R
)-2-methylbutyric acid (
CHEBI:45525
)
is a
2-methylbutyric acid (
CHEBI:37070
)
(
S
)-2-methylbutyric acid (
CHEBI:38655
)
is a
2-methylbutyric acid (
CHEBI:37070
)
2-methylbutyrate (
CHEBI:48946
)
is conjugate base of
2-methylbutyric acid (
CHEBI:37070
)
IUPAC Name
2-methylbutanoic acid
Synonyms
Sources
2-methybutyric acid
ChemIDplus
2-methylbutyric acid
NIST Chemistry WebBook
2-Methylbutyric acid
KEGG COMPOUND
α-methyl butyric acid
LIPID MAPS
α-methylbutyric acid
NIST Chemistry WebBook
butane-2-carboxylic acid
ChEBI
ethylmethylacetic acid
ChemIDplus
methylethylacetic acid
ChemIDplus
Manual Xrefs
Databases
C18319
KEGG COMPOUND
DB03741
DrugBank
HMDB0002176
HMDB
LMFA01020072
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
1098537
Beilstein Registry Number
Beilstein
1098537
Reaxys Registry Number
Reaxys
116-53-0
CAS Registry Number
ChemIDplus
116-53-0
CAS Registry Number
NIST Chemistry WebBook
Citations
Types
Sources
15615815
PubMed citation
Europe PMC
16751541
PubMed citation
Europe PMC
18828792
PubMed citation
Europe PMC
22202876
PubMed citation
Europe PMC
3372640
PubMed citation
Europe PMC
Last Modified
10 September 2020