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CHEBI:64473 - orlandin

ChEBI IDCHEBI:64473
ChEBI Nameorlandin
Stars
DefinitionA member of the class of 8,8'-bicoumarins that is kotanin in which the methoxy groups at the 7 and 7' positions are replaced by hydroxy groups. A fungal metabolite, its isolation from Aspergillus niger was first reported in 1979.
Last Modified4 February 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC22H18O8
Net Charge0
Average Mass410.378
Monoisotopic Mass410.10017
SMILESCOc1cc(=O)oc2c(-c3c(O)cc(C)c4c(OC)cc(=O)oc34)c(O)cc(C)c12
InChIInChI=1S/C22H18O8/c1-9-5-11(23)19(21-17(9)13(27-3)7-15(25)29-21)20-12(24)6-10(2)18-14(28-4)8-16(26)30-22(18)20/h5-8,23-24H,1-4H3
InChIKeySSGXAFNGBRRLQM-UHFFFAOYSA-N
Roles Classification
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
orlandin (CHEBI:64473) has role Aspergillus metabolite (CHEBI:76956)
orlandin (CHEBI:64473) is a 8,8'-bicoumarins (CHEBI:64462)
orlandin (CHEBI:64473) is conjugate acid of orlandin(1−) (CHEBI:145992)
Incoming Relation(s)
(+)-kotanin (CHEBI:64454) has functional parent orlandin (CHEBI:64473)
demethylkotanin (CHEBI:64465) has functional parent orlandin (CHEBI:64473)
orlandin(1−) (CHEBI:145992) is conjugate base of orlandin (CHEBI:64473)
IUPAC Name 
7,7'-dihydroxy-4,4'-dimethoxy-5,5'-dimethyl-2H,2'H-8,8'-bichromene-2,2'-dione
Synonym  Source
7-hydroxy-8-(7-hydroxy-4-methoxy-5-methyl-2-oxochromen-8-yl)-4-methoxy-5-methylchromen-2-oneChEBI
Registry NumbersSources
Reaxys:7781683Reaxys
Citations