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CHEBI:68938 - (±)-chartaceone F

ChEBI IDCHEBI:68938
ChEBI Name(±)-chartaceone F
Stars
ASCII Name(+-)-chartaceone F
DefinitionA dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and 6-carboxy-1-phenylhex-1-en-3-yl groups at positions 6 and 8 respectively. It has been isolated as a racemate from the bark of Cryptocarya chartacea and exhibits inhibitory activity against dengue virus NS5 polymerase.
Last Modified9 January 2014
DownloadsMolfile
FormulaC41H40O8
Net Charge0
Average Mass660.763
Monoisotopic Mass660.27232
SMILESO=C(O)CCCC(/C=C/c1ccccc1)c1c(O)c2c(c(C(/C=C/c3ccccc3)CCCC(=O)O)c1O)OC(c1ccccc1)CC2=O
InChIInChI=1S/C41H40O8/c42-32-26-33(29-16-8-3-9-17-29)49-41-37(31(19-11-21-35(45)46)25-23-28-14-6-2-7-15-28)39(47)36(40(48)38(32)41)30(18-10-20-34(43)44)24-22-27-12-4-1-5-13-27/h1-9,12-17,22-25,30-31,33,47-48H,10-11,18-21,26H2,(H,43,44)(H,45,46)/b24-22+,25-23+
InChIKeyVDGBAYIBHQEDHS-BQASJOSNSA-N
Species of MetaboliteComponentSourceComments
Cryptocarya chartacea (IPNI:895985-1) trunk bark (BTO:0001494) PubMed (22050318) Ethyl acetate extract of air-dried and powdered trunk bark
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antiviral agent  A substance that destroys or inhibits replication of viruses.
ChEBI Ontology
Outgoing Relation(s)
(±)-chartaceone F (CHEBI:68938) has role antiviral agent (CHEBI:22587)
(±)-chartaceone F (CHEBI:68938) has role plant metabolite (CHEBI:76924)
(±)-chartaceone F (CHEBI:68938) is a dicarboxylic acid (CHEBI:35692)
(±)-chartaceone F (CHEBI:68938) is a dihydroxyflavanone (CHEBI:38749)
IUPAC Name 
(6E,6'E)-5,5'-(5,7-dihydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-chromene-6,8-diyl)bis(7-phenylhept-6-enoic acid)
Registry NumbersSources
Reaxys:22123630Reaxys
Citations