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:
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.
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
griséofulvineChemIDplus
griseofulvinaChemIDplus
griseofulvinumChemIDplus
griseofulvinKEGG DRUG
Synonyms  Source
GriseofulvinKEGG COMPOUND
amudaneNIST Chemistry WebBook
(+)-griseofulvinNIST Chemistry WebBook
Brand Names  Source
FulcinDrugBank
FulvicinDrugBank
SporostatinDrugBank
GrisovinDrugBank
GrysioDrugBank
LamorylDrugBank
UniProt Name  Source
griseofulvinUniProt
Manual XrefsDatabases
C06686KEGG COMPOUND
D00209KEGG DRUG
LMPK13060001LIPID MAPS
US3069328Patent
US3069329Patent
DB00400DrugBank
GriseofulvinWikipedia
C00002398KNApSAcK
LSM-5259LINCS
1331DrugCentral
CPD-17786MetaCyc
1807PPDB
1807VSDB
Registry NumbersSources
Reaxys:95226Reaxys
CAS:126-07-8KEGG COMPOUND
CAS:126-07-8NIST Chemistry WebBook
CAS:126-07-8ChemIDplus
Citations