CHEBI:27779 - griseofulvin

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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 0
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 )
View more via ChEBI Ontology
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
INNs Sources
griseofulvin KEGG DRUG
griseofulvina ChemIDplus
griséofulvine ChemIDplus
griseofulvinum ChemIDplus
Synonyms Sources
(+)-griseofulvin NIST Chemistry WebBook
amudane NIST Chemistry WebBook
Griseofulvin KEGG COMPOUND
griseofulvin UniProt
Brand Names Sources
Curling factor DrugBank
Fulcin DrugBank
Fulvicin DrugBank
Grifulvin DrugBank
Grisactin DrugBank
Grisovin DrugBank
Grysio DrugBank
Lamoryl DrugBank
Likuden DrugBank
Poncyl DrugBank
Spirofulvin DrugBank
Sporostatin DrugBank
Manual Xrefs Databases
1331 DrugCentral
1807 PPDB
1807 VSDB
C00002398 KNApSAcK
C06686 KEGG COMPOUND
CPD-17786 MetaCyc
D00209 KEGG DRUG
DB00400 DrugBank
Griseofulvin Wikipedia
LMPK13060001 LIPID MAPS
LSM-5259 LINCS
US3069328 Patent
US3069329 Patent
View more database links
Registry Numbers Types Sources
126-07-8 CAS Registry Number KEGG COMPOUND
126-07-8 CAS Registry Number NIST Chemistry WebBook
126-07-8 CAS Registry Number ChemIDplus
95226 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14407521 PubMed citation Europe PMC
15078340 PubMed citation Europe PMC
16922553 PubMed citation Europe PMC
23111828 PubMed citation Europe PMC
25476923 PubMed citation Europe PMC
3277037 PubMed citation Europe PMC
Last Modified
30 August 2022