ChemFOnt: Showing chemical card for gamma-Resorcylic acid (CFc000334249)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:15:11 UTC

Chemfont ID

CFc000334249

Molecule Identification

Common Name

gamma-Resorcylic acid

Definition

2,6-dihydroxybenzoic acid, also known as gamma-resorcylic acid or 6-hydroxysalicylic acid, is a member of the class of compounds known as salicylic acids. Salicylic acids are ortho-hydroxylated benzoic acids. 2,6-dihydroxybenzoic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 2,6-dihydroxybenzoic acid can be found in beer and olive, which makes 2,6-dihydroxybenzoic acid a potential biomarker for the consumption of these food products. 2,6-dihydroxybenzoic acid can be found primarily in blood and urine. 2,6-Dihydroxybenzoic acid (γ-resorcylic acid) is a dihydroxybenzoic acid. It is a very strong acid due to its intramolecular hydrogen bonding .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-Hydroxysalicylic acid	ChEBI
gamma-Resorcylic acid	ChEBI
6-Hydroxysalicylate	Generator
g-Resorcylate	Generator
g-Resorcylic acid	Generator
gamma-Resorcylate	Generator
Γ-resorcylate	Generator
Γ-resorcylic acid	Generator
2,6-Dihydroxybenzoate	Generator
2,6-Dihydroxy-benzoic acid	HMDB
2,6-Dihydroxybenzoic acid (acd/name 4.0)	HMDB
2,6-Resorcylic acid	HMDB
2-Carboxyresorcinol	HMDB
Benzoate	HMDB
Benzoic acid	HMDB

Chemical Formula

C₇H₆O₄

Average Molecular Weight

154.121

Monoisotopic Molecular Weight

154.026608673

IUPAC Name

2,6-dihydroxybenzoic acid

Traditional Name

2,6-dihydroxybenzoic acid

CAS Registry Number

303-07-1

SMILES

OC(=O)C1=C(O)C=CC=C1O

InChI Identifier

InChI=1S/C7H6O4/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,8-9H,(H,10,11)

InChI Key

AKEUNCKRJATALU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylic acids

Alternative Parents

Substituents

Salicylic acid
Benzoic acid
Benzoyl
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dihydroxybenzoic acid (CHEBI:68465 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0013676)

Food

Fruit

Berry

Strawberry (FooDB: FOOD00083)

Herb and spice

Oilseed crop

Evening primrose (FooDB: FOOD00120)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.49 g/L	ALOGPS
logP	1.28	ALOGPS
logP	2.32	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	37.28 m³·mol⁻¹	ChemAxon
Polarizability	13.67 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon