CHEBI:133759 - fonsecinone A

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ChEBI Name fonsecinone A
ChEBI ID CHEBI:133759
Definition A dimeric naphthopyran with formula C32H26O10, originally isolated from Aspergillus niger.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Julian Brandl
Supplier Information
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Formula C32H26O10
Net Charge 0
Average Mass 570.544
Monoisotopic Mass 570.15260
InChI InChI=1S/C32H26O10/c1-13-7-18(33)26-20(35)9-15-10-21(38-4)28(30(40-6)23(15)31(26)41-13)25-17-11-16(37-3)12-22(39-5)24(17)29(36)27-19(34)8-14(2)42-32(25)27/h7-12,35-36H,1-6H3
InChIKey FFNPXDMNZBCNMN-UHFFFAOYSA-N
SMILES C=1(C2=C(C=C(C1)OC)C(=C3C(=C2O)C(C=C(O3)C)=O)C=4C(=C5C(=CC4OC)C=C(C6=C5OC(=CC6=O)C)O)OC)OC
Metabolite of Species Details
Cladosporium herbarum (NCBI:txid29918) See: PubMed
Aspergillus niger ATCC 1015 (NCBI:txid380704) of strain ATCC 11414 See: PubMed
Aspergillus aculeatus (NCBI:txid5053) 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 A (CHEBI:133759) has role Aspergillus metabolite (CHEBI:76956)
fonsecinone A (CHEBI:133759) has role antibacterial agent (CHEBI:33282)
fonsecinone A (CHEBI:133759) is a aromatic ether (CHEBI:35618)
fonsecinone A (CHEBI:133759) is a aromatic ketone (CHEBI:76224)
fonsecinone A (CHEBI:133759) is a biaryl (CHEBI:64459)
fonsecinone A (CHEBI:133759) is a cyclic ketone (CHEBI:3992)
fonsecinone A (CHEBI:133759) is a naphtho-γ-pyrone (CHEBI:64542)
fonsecinone A (CHEBI:133759) is a polyphenol (CHEBI:26195)
IUPAC Name
5-hydroxy-10-(5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-naphtho[1,2-b]pyran-9-yl)-6,8-dimethoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one
Manual Xrefs Databases
10325700 PubChem
C00034519 KNApSAcK
View more database links
Registry Numbers Types Sources
5206196 Reaxys Registry Number Reaxys
95152-75-3 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
12542363 PubMed citation Europe PMC
15556711 PubMed citation Europe PMC
16038560 PubMed citation Europe PMC
16155971 PubMed citation Europe PMC
21176790 PubMed citation Europe PMC
24708541 PubMed citation Europe PMC
27063778 PubMed citation Europe PMC
Last Modified
01 November 2016