CHEBI:30797 - (S)-malic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-malic acid
ChEBI ID CHEBI:30797
ChEBI ASCII Name (S)-malic acid
Definition An optically active form of malic acid having (S)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:423, CHEBI:18785
Supplier Information
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Formula C4H6O5
Net Charge 0
Average Mass 134.08744
InChI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
InChIKey BJEPYKJPYRNKOW-REOHCLBHSA-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 (S)-malic acid (CHEBI:30797) is a malic acid (CHEBI:6650)
(S)-malic acid (CHEBI:30797) is conjugate acid of (S)-malate(2−) (CHEBI:15589)
(S)-malic acid (CHEBI:30797) is enantiomer of (R)-malic acid (CHEBI:30796)
Incoming (3S)-3-carboxy-3-hydroxypropanoyl-CoA (CHEBI:15454) has functional parent (S)-malic acid (CHEBI:30797)
(S)-malyl α-D-glucosaminide (CHEBI:64888) has functional parent (S)-malic acid (CHEBI:30797)
(S)-malyl N-acetyl-α-D-glucosaminide (CHEBI:64882) has functional parent (S)-malic acid (CHEBI:30797)
(S)-malate(2−) (CHEBI:15589) is conjugate base of (S)-malic acid (CHEBI:30797)
(R)-malic acid (CHEBI:30796) is enantiomer of (S)-malic acid (CHEBI:30797)
IUPAC Name
(2S)-2-hydroxybutanedioic acid
Synonyms Sources
(−)-L-malic acid ChEBI
(S)-(-)-Hydroxysuccinic acid HMDB
L-2-Hydroxybutanedioic acid KEGG COMPOUND
L-Apple acid KEGG COMPOUND
L-Malic acid KEGG COMPOUND
L-malic acid ChEBI
Malate KEGG COMPOUND
Malic acid KEGG COMPOUND
S-2-Hydroxybutanedioic acid HMDB
Database Links Databases
C00001192 KNApSAcK
C00149 KEGG COMPOUND
HMDB00156 HMDB
LMR PDBeChem
MAL MetaCyc
View more database links
Registry Numbers Types Sources
1723541 Reaxys Registry Number Reaxys
1723541 Beilstein Registry Number Beilstein
97-67-6 CAS Registry Number KEGG COMPOUND
97-67-6 CAS Registry Number ChemIDplus
97-67-6 CAS Registry Number NIST Chemistry WebBook
Citation Waiting for Citations Type Source
22452826 PubMed citation CiteXplore
Last Modified
23 October 2015