CHEBI:133759 - fonsecinone A

ChEBI IDCHEBI:133759
ChEBI Namefonsecinone A
Stars
DefinitionA dimeric naphthopyran with formula C32H26O10, originally isolated from Aspergillus niger.
Last Modified1 November 2016
SubmitterJubra
DownloadsMolfile
FormulaC32H26O10
Net Charge0
Average Mass570.550
Monoisotopic Mass570.15260
SMILESCOc1cc(OC)c2c(O)c3c(=O)cc(C)oc3c(-c3c(OC)cc4cc(O)c5c(=O)cc(C)oc5c4c3OC)c2c1
InChIInChI=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
InChIKeyFFNPXDMNZBCNMN-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger ATCC 1015 (ncbitaxon:380704) - PubMed (21176790) Strain: ATCC 11414
Aspergillus fonsecaeus- DOI (10.1016/S0040-4020(01)88792-5) Strain: NRRL67
Aspergillus aculeatus (ncbitaxon:5053) - PubMed (16155971)
Cladosporium herbarum (ncbitaxon:29918) - PubMed (16038560)
Roles Classification
Biological Roles:
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 .
ChEBI Ontology
Outgoing Relation(s)
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 XrefsDatabases
10325700PubChem Compound
C00034519KNApSAcK
Registry NumbersSources
Reaxys:5206196Reaxys
CAS:95152-75-3KNApSAcK
Citations