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CHEBI:68935 - (±)-chartaceone C

Default Structure
ChEBI IDCHEBI:68935
ChEBI Name(±)-chartaceone C
Stars
ASCII Name(+-)-chartaceone C
DefinitionA dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and 6-carboxy-1-phenylhex-2-en-1-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)CCC/C=C/C(c1ccccc1)c1c(O)c2c(c(C(/C=C/CCCC(=O)O)c3ccccc3)c1O)OC(c1ccccc1)CC2=O
InChIInChI=1S/C41H40O8/c42-32-26-33(29-20-10-3-11-21-29)49-41-37(31(28-18-8-2-9-19-28)23-13-5-15-25-35(45)46)39(47)36(40(48)38(32)41)30(27-16-6-1-7-17-27)22-12-4-14-24-34(43)44/h1-3,6-13,16-23,30-31,33,47-48H,4-5,14-15,24-26H2,(H,43,44)(H,45,46)/b22-12+,23-13+
InChIKeyRGZSPQYXJSDKAN-FWSOMWAYSA-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 C (CHEBI:68935) has role antiviral agent (CHEBI:22587)
(±)-chartaceone C (CHEBI:68935) has role plant metabolite (CHEBI:76924)
(±)-chartaceone C (CHEBI:68935) is a dicarboxylic acid (CHEBI:35692)
(±)-chartaceone C (CHEBI:68935) is a dihydroxyflavanone (CHEBI:38749)
IUPAC Name 
rac-(5E,5'E)-7,7'-(5,7-dihydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-chromene-6,8-diyl)bis(7-phenylhept-5-enoic acid)
Registry NumbersSources
Reaxys:22123627Reaxys
Citations