CHEBI:66537 - swertifrancheside

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ChEBI Name swertifrancheside
ChEBI ID CHEBI:66537
Definition A ring assembly that is a dimer obtained by coupling between 1,5,8-trihydroxy-3-methoxy-9H-xanthen-9-one and C-glycosylated 5,7,3',4'-tetrahydroxyflavone. Isolated from Swertia franchetiana, it exhibits anti-HIV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H28O17
Net Charge 0
Average Mass 720.58660
Monoisotopic Mass 720.13265
InChI InChI=1S/C35H28O17/c1-49-11-5-15(39)22-19(6-11)51-33-17(41)7-12(26(42)24(33)29(22)45)21-28(44)25(35-32(48)31(47)27(43)20(9-36)52-35)30(46)23-16(40)8-18(50-34(21)23)10-2-3-13(37)14(38)4-10/h2-8,20,27,31-32,35-39,41-44,46-48H,9H2,1H3/t20-,27-,31+,32-,35+/m1/s1
InChIKey JAANJQNFIJSRTK-KYRPIRIWSA-N
SMILES COc1cc(O)c2c(c1)oc1c(O)cc(c(O)c1c2=O)-c1c(O)c([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(O)c2c1oc(cc2=O)-c1ccc(O)c(O)c1
Metabolite of Species Details
Swertia franchetiana (NCBI:txid50785) See: PubMed
Roles Classification
Biological Role(s): HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
EC 6.5.1.1 [DNA ligase (ATP)] inhibitor
An EC 6.5.1.* (DNA/RNA repair enzymes) inhibitor that interferes with the action of DNA ligase (ATP), EC 6.5.1.1.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing swertifrancheside (CHEBI:66537) has role EC 6.5.1.1 [DNA ligase (ATP)] inhibitor (CHEBI:64920)
swertifrancheside (CHEBI:66537) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
swertifrancheside (CHEBI:66537) has role metabolite (CHEBI:25212)
swertifrancheside (CHEBI:66537) is a C-glycosyl compound (CHEBI:20857)
swertifrancheside (CHEBI:66537) is a biaryl (CHEBI:64459)
swertifrancheside (CHEBI:66537) is a tetrahydroxyflavone (CHEBI:38684)
swertifrancheside (CHEBI:66537) is a xanthones (CHEBI:51149)
IUPAC Name
(1S)-1,5-anhydro-1-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-8-(1,4,8-trihydroxy-6-methoxy-9-oxo-9H-xanthen-2-yl)-4H-chromen-6-yl]-D-glucitol
Synonym Source
1,5,8-trihydroxy-3-methoxy-7-(5',7',3'',4''-tetrahydroxy-6'-C-β-D-glucopyranosyl-4'-oxy-8'-flavyl)xanthone ChEBI
Registry Number Type Source
155740-03-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
7513747 PubMed citation Europe PMC
7561895 PubMed citation Europe PMC
8615799 PubMed citation Europe PMC
Last Modified
09 July 2013