EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:133814 - flavasperone

ChEBI IDCHEBI:133814
ChEBI Nameflavasperone
Stars
DefinitionA naphtho-γ-pyrone that is 4H-naphtho[1,2-b]pyran-4-one carrying a methyl substituent at position2, a hydroxy substituent at position 5 and two methoxy substotuents at positions 8 and 10. Originally isolated from Aspergillus niger.
Last Modified2 November 2016
SubmitterJubra
DownloadsMolfile
FormulaC16H14O5
Net Charge0
Average Mass286.283
Monoisotopic Mass286.08412
SMILESCOc1cc(OC)c2c(c1)cc(O)c1c(=O)cc(C)oc12
InChIInChI=1S/C16H14O5/c1-8-4-11(17)15-12(18)6-9-5-10(19-2)7-13(20-3)14(9)16(15)21-8/h4-7,18H,1-3H3
InChIKeyARXPDHLVDOYIPX-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger (ncbitaxon:5061) - DOI (10.1039/JR9620000040)
Aspergillus awamori (ncbitaxon:105351) - PubMed (26669099)
Aspergillus carbonarius (ncbitaxon:40993) - PubMed (18205129)
Roles Classification
Biological Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
acyl-CoA:cholesterol acyltransferase 2 inhibitor  A sterol O-acyltransferase inhibitor that specifically inhibits acyl-CoA:cholesterol acyltransferase 2.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
flavasperone (CHEBI:133814) has role Aspergillus metabolite (CHEBI:76956)
flavasperone (CHEBI:133814) has role acyl-CoA:cholesterol acyltransferase 2 inhibitor (CHEBI:64697)
flavasperone (CHEBI:133814) has role antiviral agent (CHEBI:22587)
flavasperone (CHEBI:133814) has role marine metabolite (CHEBI:76507)
flavasperone (CHEBI:133814) is a aromatic ether (CHEBI:35618)
flavasperone (CHEBI:133814) is a naphtho-γ-pyrone (CHEBI:64542)
flavasperone (CHEBI:133814) is a phenols (CHEBI:33853)
IUPAC Name 
5-hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one
Synonyms  Source
asperxanthoneSUBMITTER
AsperxanthonChemIDplus
TMC 256c2HMDB
Antibiotic TMC 256c2HMDB
Manual XrefsDatabases
4678011ChemSpider
HMDB0030852HMDB
Registry NumbersSources
Reaxys:280885Reaxys
CAS:3566-99-2ChemIDplus
Citations