FComEx: Gallic acid (PC000777)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:38 UTC

Update date

2017-01-19 02:36:36 UTC

FoodComEx ID

PC000777

FoodDB Record

FDB000662

Chemical Information

Name

Gallic acid

Description

Gallic acid, also known as gallate or acid, gallic, belongs to the class of organic compounds known as gallic acids. These are organic compounds that contain a 3,4,5-trihydroxybenzoic acid moiety. Gallic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Gallic acid exists in all living species, ranging from bacteria to humans. Outside of the human body, Gallic acid is found, on average, in the highest concentration within a few different foods, such as mango, pomegranates, and cloves and in a lower concentration in red raspberries, cumins, and turnips. Gallic acid has also been detected, but not quantified in, several different foods, such as common walnuts, tarragons, gingers, fruit juices, and corns. This could make gallic acid a potential biomarker for the consumption of these foods. A trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5.

CAS Number

149-91-7

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
3,4,5-Trihydroxy-benzoate	HMDB
3,4,5-Trihydroxy-benzoic acid	HMDB
3,4,5-Trihydroxybenzoate	Generator
3,4,5-Trihydroxybenzoic acid	db_source
3,4,5-Trihydroxybenzoic acid (acd/name 4.0)	HMDB
Gallate	Generator
Gallic acid	db_source
Gallic acid polymer	HMDB
Gallic acid tech.	HMDB
Galop	HMDB
Pyrogallol-5-carboxylate	Generator
Pyrogallol-5-carboxylic acid	ChEBI

Chemical Formula

C7H6O5

IUPAC name

3,4,5-trihydroxybenzoic acid

InChI Identifier

InChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)

InChI Key

LNTHITQWFMADLM-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)C1=CC(O)=C(O)C(O)=C1

Average Molecular Weight

170.12

Monoisotopic Molecular Weight

170.021523293

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gallic acids. These are organic compounds that contain a 3,4,5-trihydroxybenzoic acid moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Gallic acids

Alternative Parents

Substituents

Gallic acid
Benzenetriol
Benzoic acid
Pyrogallol derivative
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

trihydroxybenzoic acid (CHEBI:30778 )
Gallotannins (C01424 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	0.70	HANSCH,C ET AL. (1995)
Experimental Water Solubility	11.9 mg/mL at 20 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	Mp 235-240° (225°)	DFC

Foods of Origin