FComEx: Malic acid (PC000130)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:43 UTC

Update date

2017-01-19 02:36:13 UTC

FoodComEx ID

PC000130

FoodDB Record

FDB008114

Chemical Information

Name

Malic acid

Description

Mainly used as an acidifier in a wide range of food, such as fruit drinks, jams, sweet and sour sauces, boiled sweets, chewing gum. Occasionally used as a metal ion chelator in wine or in hard water. Flavour enhancer Malic acid is the active ingredient in many sour or tart foods. Malic acid is found mostly in unripe fruits. Malic acid has two stereoisomeric forms (L- and D-enantiomers), though only the L-isomer exists naturally. Malic acid is found in many foods, some of which are garden rhubarb, sour cherry, white lupine, and coconut.

CAS Number

6915-15-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Hydroxybutanedioate	biospider
2-Hydroxybutanedioic acid	biospider
2-Hydroxydicarboxylic acid	biospider
2-Hydroxyethane-1,2-dicarboxylate	biospider
2-Hydroxyethane-1,2-dicarboxylic acid	biospider
2-Hydroxysuccinate	biospider
2-Hydroxysuccinic acid	biospider
a-Hydroxysuccinate	Generator
a-Hydroxysuccinic acid	Generator
Aepfelsaeure	ChEBI
alpha-Hydroxysuccinate	Generator
alpha-Hydroxysuccinic acid	ChEBI
Butanedioic acid, 2-hydroxy-	biospider
Butanedioic acid, hydroxy-	biospider
Deoxytetrarate	HMDB
Deoxytetraric acid	HMDB
E296	db_source
H2Mal	ChEBI
Hydroxy succinic acid	biospider
Hydroxybutanedioate	biospider
Hydroxybutanedioic acid	biospider
Hydroxyethane-1,2-dicarboxylic acid	biospider
Hydroxysuccinate	biospider
Hydroxysuccinic acid	db_source
Malate	biospider
Musashi-NO-ringosan	HMDB
Pomalus acid	HMDB
R,SMalate	HMDB
R,SMalic acid	HMDB
Succinic acid, hydroxy-	biospider
α-hydroxysuccinate	Generator
α-hydroxysuccinic acid	Generator

Chemical Formula

C4H6O5

IUPAC name

2-hydroxybutanedioic acid

InChI Identifier

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

InChI Key

BJEPYKJPYRNKOW-UHFFFAOYSA-N

Isomeric SMILES

OC(CC(O)=O)C(O)=O

Average Molecular Weight

134.0874

Monoisotopic Molecular Weight

134.021523302

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

C4-dicarboxylic acid (CHEBI:6650 )
2-hydroxydicarboxylic acid (CHEBI:6650 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	-1.26	HANSCH,C ET AL. (1995)
Experimental Water Solubility	1000 mg/mL at 20 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	131-133 oC

Foods of Origin