CHEBI:27779 - griseofulvin

ChEBI IDCHEBI:27779
ChEBI Namegriseofulvin
Stars
DefinitionAn 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.
Secondary ChEBI IDsCHEBI:5546, CHEBI:24429
Last Modified30 August 2022
DownloadsMolfile
FormulaC17H17ClO6
Net Charge0
Average Mass352.770
Monoisotopic Mass352.07137
SMILESCOC1=CC(=O)C[C@@H](C)[C@]12Oc1c(Cl)c(OC)cc(OC)c1C2=O
InChIInChI=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
InChIKeyDDUHZTYCFQRHIY-RBHXEPJQSA-N
Wikipedia
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Applications:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ChEBI Ontology
Outgoing Relation(s)
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
INNs  Source
griseofulvinKEGG DRUG
griseofulvinaChemIDplus
griséofulvineChemIDplus
griseofulvinumChemIDplus
Synonyms  Source
amudaneNIST Chemistry WebBook
(+)-griseofulvinNIST Chemistry WebBook
GriseofulvinKEGG COMPOUND
Brand Names  Source
Curling factorDrugBank
FulcinDrugBank
FulvicinDrugBank
GrifulvinDrugBank
GrisactinDrugBank
GrisovinDrugBank
UniProt Name  Source
griseofulvinUniProt
Manual XrefsDatabases
1331DrugCentral
1807PPDB
1807VSDB
C00002398KNApSAcK
C06686KEGG COMPOUND
CPD-17786MetaCyc
D00209KEGG DRUG
DB00400DrugBank
GriseofulvinWikipedia
LMPK13060001LIPID MAPS
LSM-5259LINCS
US3069328Patent
US3069329Patent
Registry NumbersSources
Reaxys:95226Reaxys
CAS:126-07-8ChemIDplus
CAS:126-07-8KEGG COMPOUND
CAS:126-07-8NIST Chemistry WebBook
Citations