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CHEBI:133757 - fonsecinone C

ChEBI IDCHEBI:133757
ChEBI Namefonsecinone C
Stars
DefinitionA dimeric naphthopyran with formula C32H28O11, originally isolated from Aspergillus niger.
Last Modified7 November 2024
SubmitterJubra
DownloadsMolfile
FormulaC32H28O11
Net Charge0
Average Mass588.565
Monoisotopic Mass588.16316
SMILESCOc1cc(OC)c2c(O)c3c(c(-c4c(OC)cc5cc(O)c6c(=O)cc(C)oc6c5c4OC)c2c1)OC(C)(O)CC3=O
InChIInChI=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
InChIKeyXWHLKURAEUPHAB-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger ATCC 1015 (ncbitaxon:380704) - PubMed (21176790) Strain: ATCC 11414
Aspergillus fonsecaeus (fungorum:284301) - DOI (10.1016/S0040-4020(01)88792-5) Strain: NRRL67
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 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 XrefsDatabases
90477754PubChem Compound
Registry NumbersSources
Reaxys:5209914Reaxys
Citations