CHEBI:556075 - radicicol

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ChEBI Name radicicol
ChEBI ID CHEBI:556075
Definition An antifungal macrolactone antibiotic, obtained from Diheterospora chlamydosporia and Chaetomium chiversii that inhibits protein tyrosine kinase and heat shock protein 90 (Hsp90).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:47652, CHEBI:47650, CHEBI:68728
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Formulae C18H17ClO6
C18H17ClO6
Net Charge 0
Average Mass 364.77700
Monoisotopic Mass 364.07137
InChI InChI=1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14-,15-/m1/s1
InChIKey WYZWZEOGROVVHK-GTMNPGAYSA-N
SMILES C[C@@H]1C[C@H]2O[C@@H]2\C=C/C=C/C(=O)Cc2c(Cl)c(O)cc(O)c2C(=O)O1
Metabolite of Species Details
Chaetomium chiversii (NCBI:txid155873) See: PubMed
Roles Classification
Biological Role(s): tyrosine kinase inhibitor
Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
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ChEBI Ontology
Outgoing radicicol (CHEBI:556075) has role antifungal agent (CHEBI:35718)
radicicol (CHEBI:556075) has role metabolite (CHEBI:25212)
radicicol (CHEBI:556075) has role tyrosine kinase inhibitor (CHEBI:38637)
radicicol (CHEBI:556075) is a cyclic ketone (CHEBI:3992)
radicicol (CHEBI:556075) is a enone (CHEBI:51689)
radicicol (CHEBI:556075) is a epoxide (CHEBI:32955)
radicicol (CHEBI:556075) is a macrolide antibiotic (CHEBI:25105)
radicicol (CHEBI:556075) is a monochlorobenzenes (CHEBI:83403)
radicicol (CHEBI:556075) is a phenols (CHEBI:33853)
IUPAC Name
(1aR,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-1a,14,15,15a-tetrahydro-6H-oxireno[e][2]benzoxacyclotetradecine-6,12(7H)-dione
Synonyms Sources
Monorden ChemIDplus
RADICICOL PDBeChem
Manual Xrefs Databases
DB03758 DrugBank
Radicicol Wikipedia
RDC PDBeChem
View more database links
Registry Numbers Types Sources
12772-57-5 CAS Registry Number ChemIDplus
15865423 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16232632 PubMed citation Europe PMC
16920739 PubMed citation Europe PMC
18667483 PubMed citation Europe PMC
20093793 PubMed citation Europe PMC
20961859 PubMed citation Europe PMC
21800052 PubMed citation Europe PMC
Last Modified
24 October 2014