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CHEBI:68937 - (±)-chartaceone E

ChEBI IDCHEBI:68937
ChEBI Name(±)-chartaceone E
Stars
ASCII Name(+-)-chartaceone E
DefinitionA dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7, a 6-carboxy-1-phenylhex-2-en-1-yl group at position 8 and 6-carboxy-1-phenylhex-2-en-3-yl groups at position 6. 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)CCC/C=C/C(c1ccccc1)c1c(O)c(C(/C=C/c2ccccc2)CCCC(=O)O)c(O)c2c1OC(c1ccccc1)CC2=O
InChIInChI=1S/C41H40O8/c42-32-26-33(29-18-9-3-10-19-29)49-41-37(31(28-16-7-2-8-17-28)21-11-4-12-22-34(43)44)39(47)36(40(48)38(32)41)30(20-13-23-35(45)46)25-24-27-14-5-1-6-15-27/h1-3,5-11,14-19,21,24-25,30-31,33,47-48H,4,12-13,20,22-23,26H2,(H,43,44)(H,45,46)/b21-11+,25-24+
InChIKeyHAZLNOUWLROAAU-KQFLDCGVSA-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 E (CHEBI:68937) has role antiviral agent (CHEBI:22587)
(±)-chartaceone E (CHEBI:68937) has role plant metabolite (CHEBI:76924)
(±)-chartaceone E (CHEBI:68937) is a dicarboxylic acid (CHEBI:35692)
(±)-chartaceone E (CHEBI:68937) is a dihydroxyflavanone (CHEBI:38749)
IUPAC Name 
(5E)-7-{6-[(1E)-6-carboxy-1-phenylhex-1-en-3-yl]-5,7-dihydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-chromen-8-yl}-7-phenylhept-5-enoic acid
Registry NumbersSources
Reaxys:22123629Reaxys
Citations