ChemFOnt: Showing chemical card for (±)-Malic acid (CFc000335589)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:14 UTC

Chemfont ID

CFc000335589

Molecule Identification

Common Name

(±)-Malic acid

Definition

Acidulant, antioxidant, flavouring agent, flavour enhancer. Not for use in baby foods (GRAS)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-L-Malic acid	ChEBI
(S)-(-)-Hydroxysuccinic acid	ChEBI
L-2-Hydroxybutanedioic acid	ChEBI
L-Apple acid	ChEBI
Malate	ChEBI
Malic acid	ChEBI
S-2-Hydroxybutanedioic acid	ChEBI
L-Malate	Kegg
(-)-L-Malate	Generator
(S)-(-)-Hydroxysuccinate	Generator
L-2-Hydroxybutanedioate	Generator
S-2-Hydroxybutanedioate	Generator
(-)-(S)-Malate	HMDB
(-)-(S)-Malic acid	HMDB
(-)-Hydroxysuccinate	HMDB
(-)-Hydroxysuccinic acid	HMDB
(-)-Malic acid	HMDB
(2S)-2-Hydroxybutanedioate	HMDB
(2S)-2-Hydroxybutanedioic acid	HMDB
(S)-Hydroxy-butanedioate	HMDB
(S)-Hydroxy-butanedioic acid	HMDB
(S)-Hydroxybutanedioate	HMDB
(S)-Hydroxybutanedioic acid	HMDB
(S)-Malic acid	HMDB
Apple acid	HMDB
L-(-)-Malic acid	HMDB
L-Hydroxybutanedioate	HMDB
L-Hydroxybutanedioic acid	HMDB
L-Hydroxysuccinate	HMDB
L-Hydroxysuccinic acid	HMDB
S-(-)-Malate	HMDB
S-(-)-Malic acid	HMDB
(S)-Malate	HMDB
L-Malic acid	ChEBI
(2S)-2-Hydroxysuccinic acid	HMDB
(2S)-Malic acid	HMDB
(S)-2-Hydroxysuccinic acid	HMDB
2-Hydroxybutanedioic acid	HMDB
2-Hydroxyethane-1,2-dicarboxylic acid	HMDB
2-Hydroxysuccinic acid	HMDB
Deoxytetraric acid	HMDB
Hydroxybutanedioic acid	HMDB
Hydroxysuccinic acid	HMDB
Monohydroxybutanedioic acid	HMDB
alpha-Hydroxysuccinic acid	HMDB
α-Hydroxysuccinic acid	HMDB

Chemical Formula

C₄H₆O₅

Average Molecular Weight

134.0874

Monoisotopic Molecular Weight

134.021523302

IUPAC Name

(2S)-2-hydroxybutanedioic acid

Traditional Name

(-)-malic acid

CAS Registry Number

617-48-1

SMILES

O[C@@H](CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1

InChI Key

BJEPYKJPYRNKOW-REOHCLBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Short-chain hydroxy acid
Beta-hydroxy acid
Fatty acid
Dicarboxylic acid or derivatives
Alpha-hydroxy acid
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

malic acid (CHEBI:30797 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0000156)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	218 g/L	ALOGPS
logP	-0.87	ALOGPS
logP	-1.1	ChemAxon
logS	0.21	ALOGPS
pKa (Strongest Acidic)	3.2	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	24.88 m³·mol⁻¹	ChemAxon
Polarizability	10.93 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon