CHEBI:68935 - (±)-chartaceone C

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ChEBI Name (±)-chartaceone C
ChEBI ID CHEBI:68935
ChEBI ASCII Name (+-)-chartaceone C
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C41H40O8
Net Charge 0
Average Mass 660.75150
Monoisotopic Mass 660.27232
InChI InChI=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+
InChIKey RGZSPQYXJSDKAN-FWSOMWAYSA-N
SMILES OC(=O)CCC\C=C\C(c1ccccc1)c1c(O)c(C(\C=C\CCCC(O)=O)c2ccccc2)c2OC(CC(=O)c2c1O)c1ccccc1
Metabolite of Species Details
Cryptocarya chartacea (IPNI:895985-1) Found in trunk bark (BTO:0001494). Ethyl acetate extract of air-dried and powdered trunk bark See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (±)-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,5ʼE)-7,7ʼ-(5,7-dihydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-chromene-6,8-diyl)bis(7-phenylhept-5-enoic acid)
Registry Number Type Source
22123627 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22050318 PubMed citation Europe PMC
Last Modified
09 January 2014