hydroquinone (CHEBI:17594)

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ChEBI Name	hydroquinone

ChEBI ID	CHEBI:17594

Definition	A benzenediol comprising benzene core carrying two hydroxy substituents para to each other.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:5793, CHEBI:14416, CHEBI:24645

Supplier Information	ChemicalBook:CB6717931, eMolecules:483815, ZINC000005133378

Download	Molfile XML SDF

Wikipedia	License
Hydroquinone, also known as benzene-1,4-diol or quinol, is an aromatic organic compound that is a type of phenol, a derivative of benzene, having the chemical formula C6H4(OH)2. It has two hydroxyl groups bonded to a benzene ring in a para position. It is a white granular solid. Substituted derivatives of this parent compound are also referred to as hydroquinones. The name "hydroquinone" was coined by Friedrich Wöhler in 1843. In 2022, it was the 268th most commonly prescribed medication in the United States, with more than 900,000 prescriptions.
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Formula

C6H6O2

Net Charge

Average Mass

110.11064

Monoisotopic Mass

110.03678

InChI

InChI=1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H

InChIKey

QIGBRXMKCJKVMJ-UHFFFAOYSA-N

SMILES

Oc1ccc(O)cc1

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.

Biological Role(s):	carcinogenic agent A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. human xenobiotic metabolite Any human metabolite produced by metabolism of a xenobiotic compound in humans. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). cofactor An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).

Application(s):	skin lightening agent Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin.

ChEBI Ontology
Outgoing	hydroquinone (CHEBI:17594) has role Escherichia coli metabolite (CHEBI:76971) hydroquinone (CHEBI:17594) has role antioxidant (CHEBI:22586) hydroquinone (CHEBI:17594) has role carcinogenic agent (CHEBI:50903) hydroquinone (CHEBI:17594) has role cofactor (CHEBI:23357) hydroquinone (CHEBI:17594) has role human xenobiotic metabolite (CHEBI:76967) hydroquinone (CHEBI:17594) has role mouse metabolite (CHEBI:75771) hydroquinone (CHEBI:17594) has role skin lightening agent (CHEBI:85046) hydroquinone (CHEBI:17594) is a benzenediol (CHEBI:17701) hydroquinone (CHEBI:17594) is a hydroquinones (CHEBI:24646)

Incoming	2,5-dihydroxybenzenesulfonic acid (CHEBI:71157) has functional parent hydroquinone (CHEBI:17594) 2,6-dibromohydroquinone (CHEBI:19390) has functional parent hydroquinone (CHEBI:17594) 4-hydroxyphenyl acetate (CHEBI:31128) has functional parent hydroquinone (CHEBI:17594) chlorohydroquinones (CHEBI:23147) has functional parent hydroquinone (CHEBI:17594) gentisyl alcohol (CHEBI:5325) has functional parent hydroquinone (CHEBI:17594) hydroquinone O-β-D-glucopyranoside (CHEBI:18305) has functional parent hydroquinone (CHEBI:17594) monobenzone (CHEBI:34380) has functional parent hydroquinone (CHEBI:17594) quinol sulfate (CHEBI:71062) has functional parent hydroquinone (CHEBI:17594) quinhydrone (CHEBI:26491) has part hydroquinone (CHEBI:17594)

IUPAC Name

benzene-1,4-diol

Citations

Last Modified

15 October 2019