CHEBI:133757 - fonsecinone C

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name fonsecinone C
ChEBI ID CHEBI:133757
Definition A dimeric naphthopyran with formula C32H28O11, originally isolated from Aspergillus niger.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Julian Brandl
Supplier Information
Download Molfile XML SDF
Formula C32H28O11
Net Charge 0
Average Mass 588.559
Monoisotopic Mass 588.16316
InChI InChI=1S/C32H28O11/c1-13-7-17(33)25-18(34)8-14-9-20(39-4)27(29(41-6)22(14)30(25)42-13)24-16-10-15(38-3)11-21(40-5)23(16)28(36)26-19(35)12-32(2,37)43-31(24)26/h7-11,34,36-37H,12H2,1-6H3
InChIKey XWHLKURAEUPHAB-UHFFFAOYSA-N
SMILES C=1(C2=C(C=C(C1)OC)C(=C3C(=C2O)C(CC(O3)(C)O)=O)C=4C(=C5C(=CC4OC)C=C(C6=C5OC(=CC6=O)C)O)OC)OC
Metabolite of Species Details
Aspergillus niger ATCC 1015 (NCBI:txid380704) of strain ATCC 11414 See: PubMed
Aspergillus fonsecaeus of strain NRRL67 See: DOI
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fonsecinone C (CHEBI:133757) has role Aspergillus metabolite (CHEBI:76956)
fonsecinone C (CHEBI:133757) has role antibacterial agent (CHEBI:33282)
fonsecinone C (CHEBI:133757) is a aromatic ether (CHEBI:35618)
fonsecinone C (CHEBI:133757) is a aromatic ketone (CHEBI:76224)
fonsecinone C (CHEBI:133757) is a biaryl (CHEBI:64459)
fonsecinone C (CHEBI:133757) is a cyclic hemiketal (CHEBI:59780)
fonsecinone C (CHEBI:133757) is a cyclic ketone (CHEBI:3992)
fonsecinone C (CHEBI:133757) is a naphtho-γ-pyrone (CHEBI:64542)
fonsecinone C (CHEBI:133757) is a polyphenol (CHEBI:26195)
IUPAC Name
9-(2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-3,4-dihydro-2H-naphtho[2,3-b]pyran-10-yl)-5-hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one
Manual Xref Database
90477754 PubChem
View more database links
Registry Number Type Source
5209914 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21176790 PubMed citation Europe PMC
27063778 PubMed citation Europe PMC
Last Modified
01 November 2016