griseofulvin (CHEBI:27779)

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ChEBI Name	griseofulvin

ChEBI ID	CHEBI:27779

Definition	An oxaspiro compound produced by Penicillium griseofulvum. It is used by mouth as an antifungal drug for infections involving the scalp, hair, nails and skin that do not respond to topical treatment.

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

Secondary ChEBI IDs	CHEBI:5546, CHEBI:24429

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Formula

C17H17ClO6

Net Charge

Average Mass

352.76598

Monoisotopic Mass

352.07137

InChI

InChI=1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1

InChIKey

DDUHZTYCFQRHIY-RBHXEPJQSA-N

SMILES

COc1cc(OC)c2C(=O)[C@]3(Oc2c1Cl)[C@H](C)CC(=O)C=C3OC

Roles Classification
Biological Role(s):	antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. Penicillium metabolite Any fungal metabolite produced during a metabolic reaction in Penicillium. antifungal drug Any antifungal agent used to prevent or treat fungal infections in humans or animals. (via antibiotic antifungal drug ) (via benzofuran antifungal drug ) antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. (via antibiotic antifungal agent )

Application(s):	antifungal drug Any antifungal agent used to prevent or treat fungal infections in humans or animals. (via antibiotic antifungal drug ) (via benzofuran antifungal drug )

ChEBI Ontology
Outgoing	griseofulvin (CHEBI:27779) has role Penicillium metabolite (CHEBI:76964) griseofulvin (CHEBI:27779) has role antibacterial agent (CHEBI:33282) griseofulvin (CHEBI:27779) is a 1-benzofurans (CHEBI:38830) griseofulvin (CHEBI:27779) is a antibiotic antifungal drug (CHEBI:87113) griseofulvin (CHEBI:27779) is a benzofuran antifungal drug (CHEBI:87128) griseofulvin (CHEBI:27779) is a organochlorine compound (CHEBI:36683) griseofulvin (CHEBI:27779) is a oxaspiro compound (CHEBI:37948)

IUPAC Name

(2S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione

Last Modified

30 August 2022