CHEBI:30797 - (S)-malic acid

ChEBI IDCHEBI:30797
ChEBI Name(S)-malic acid
Stars
ASCII Name(S)-malic acid
DefinitionAn optically active form of malic acid having (S)-configuration.
Secondary ChEBI IDsCHEBI:423, CHEBI:18785
Last Modified26 October 2021
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC4H6O5
Net Charge0
Average Mass134.087
Monoisotopic Mass134.02152
SMILESO=C(O)C[C@H](O)C(=O)O
InChIInChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
InChIKeyBJEPYKJPYRNKOW-REOHCLBHSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
fundamental metabolite  Any metabolite produced by all living cells.
Applications:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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.
ChEBI Ontology
Outgoing Relation(s)
(S)-malic acid (CHEBI:30797) has role geroprotector (CHEBI:176497)
(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 Relation(s)
(S)-malyl N-acetyl-α-D-glucosaminide (CHEBI:64882) has functional parent (S)-malic acid (CHEBI:30797)
(S)-malyl α-D-glucosaminide (CHEBI:64888) has functional parent (S)-malic acid (CHEBI:30797)
(3S)-3-carboxy-3-hydroxypropanoyl-CoA (CHEBI:15454) 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  Source
L-Apple acidKEGG COMPOUND
L-Malic acidKEGG COMPOUND
L-2-Hydroxybutanedioic acidKEGG COMPOUND
L-malic acidChEBI
(−)-L-malic acidChEBI
S-2-Hydroxybutanedioic acidHMDB
Manual XrefsDatabases
C00149KEGG COMPOUND
HMDB0000156HMDB
MALMetaCyc
LMRPDBeChem
C00001192KNApSAcK
Registry NumbersSources
Reaxys:1723541Reaxys
CAS:97-67-6KEGG COMPOUND
CAS:97-67-6ChemIDplus
CAS:97-67-6NIST Chemistry WebBook
Citations