CHEBI:30796 - (R)-malic acid

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ChEBI Name (R)-malic acid
ChEBI ID CHEBI:30796
ChEBI ASCII Name (R)-malic acid
Definition An optically active form of malic acid having (R)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44073, CHEBI:42060, CHEBI:342, CHEBI:18686
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Formula C4H6O5
Net Charge 0
Average Mass 134.08740
Monoisotopic Mass 134.022
InChI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1
InChIKey BJEPYKJPYRNKOW-UWTATZPHSA-N
SMILES O[C@H](CC(O)=O)C(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): fundamental metabolite
Any metabolite produced by all living cells.
(via malic acid )
food acidity regulator
A food additive that is used to change or otherwise control the acidity or alkalinity of foods. They may be acids, bases, neutralising agents or buffering agents.
(via malic acid )
Application(s): food acidity regulator
A food additive that is used to change or otherwise control the acidity or alkalinity of foods. They may be acids, bases, neutralising agents or buffering agents.
(via malic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-malic acid (CHEBI:30796) is a malic acid (CHEBI:6650)
(R)-malic acid (CHEBI:30796) is conjugate acid of (R)-malate(2−) (CHEBI:15588)
(R)-malic acid (CHEBI:30796) is enantiomer of (S)-malic acid (CHEBI:30797)
Incoming (3R)-3-carboxy-3-hydroxypropanoyl-CoA (CHEBI:77653) has functional parent (R)-malic acid (CHEBI:30796)
(R)-malate(2−) (CHEBI:15588) is conjugate base of (R)-malic acid (CHEBI:30796)
(S)-malic acid (CHEBI:30797) is enantiomer of (R)-malic acid (CHEBI:30796)
IUPAC Name
(2R)-2-hydroxybutanedioic acid
Synonyms Sources
(+)-D-malic acid ChEBI
(R)-2-hydroxybutanedioic acid ChEBI
2-HYDROXY-SUCCINIC ACID PDBeChem
D-Malic acid KEGG COMPOUND
D-malic acid ChEBI
Database Links Databases
C00497 KEGG COMPOUND
CPD-660 MetaCyc
DMR PDBeChem
HMDB00744 HMDB
Malic_acid Wikipedia
MLT PDBeChem
View more database links
Registry Numbers Types Sources
1723540 Beilstein Registry Number Beilstein
1723540 Reaxys Registry Number Reaxys
636-61-3 CAS Registry Number KEGG COMPOUND
636-61-3 CAS Registry Number ChemIDplus
636-61-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
13842473 PubMed citation Europe PMC
22735334 PubMed citation Europe PMC
8620111 PubMed citation Europe PMC
Last Modified
02 July 2014