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> Main
CHEBI:25312 - 3-methylmalic acid
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ChEBI Name
3-methylmalic acid
ChEBI ID
CHEBI:25312
Definition
A dicarboxylic acid that is succinic acid carrying hydroxy and methyl substituents at positions 2 and 3 respectively.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C5H8O5
Net Charge
0
Average Mass
148.11402
Monoisotopic Mass
148.03717
InChI
InChI=1S/C5H8O5/c1-2(4(7)8)3(6)5(9)10/h2-3,6H,1H3,(H,7,8)(H,9,10)
InChIKey
NPYQJIHHTGFBLN-UHFFFAOYSA-N
SMILES
CC(C(O)C(O)=O)C(O)=O
Metabolite of Species
Details
Homo sapiens
(NCBI:txid9606)
See:
PubMed
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):
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
3-methylmalic acid (
CHEBI:25312
)
has functional parent
succinic acid (
CHEBI:15741
)
3-methylmalic acid (
CHEBI:25312
)
has role
human metabolite (
CHEBI:77746
)
3-methylmalic acid (
CHEBI:25312
)
is a
dicarboxylic acid (
CHEBI:35692
)
3-methylmalic acid (
CHEBI:25312
)
is a
dicarboxylic fatty acid (
CHEBI:189840
)
3-methylmalic acid (
CHEBI:25312
)
is conjugate acid of
3-methylmalate(2−) (
CHEBI:87810
)
Incoming
erythro
-3-methylmalic acid (
CHEBI:23948
)
is a
3-methylmalic acid (
CHEBI:25312
)
threo
-3-methylmalic acid (
CHEBI:26982
)
is a
3-methylmalic acid (
CHEBI:25312
)
3-methylmalate(2−) (
CHEBI:87810
)
is conjugate base of
3-methylmalic acid (
CHEBI:25312
)
IUPAC Name
2-hydroxy-3-methylbutanedioic acid
Synonyms
Sources
2-hydroxy-3-methylsuccinic acid
ChEBI
β-methylmalate
ChemIDplus
Registry Numbers
Types
Sources
1773280
Reaxys Registry Number
Reaxys
1773280
Beilstein Registry Number
Beilstein
608-41-3
CAS Registry Number
ChemIDplus
Citations
Types
Sources
19343532
PubMed citation
Europe PMC
24334609
PubMed citation
Europe PMC
Last Modified
24 February 2022