(S)-malic acid (CHEBI:30797)

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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	ChemicalBook:CB6705020, eMolecules:518145, eMolecules:883971, ZINC000006661227

Download	Molfile XML SDF

Formula

C4H6O5

Net Charge

Average Mass

134.08744

Monoisotopic Mass

134.02152

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):	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. (via malic acid )

ChEBI Ontology
Outgoing	(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	(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

Last Modified

26 October 2021