CHEBI:66538 - swertipunicoside

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ChEBI Name swertipunicoside
ChEBI ID CHEBI:66538
Definition A C-glycosyl compound that is the 2'-C-β-D-glucopyranosyl derivative of 1,5,8-trihydroxy-3-methoxy-7-(1',3',6',7'-tetrahydroxy-9'-oxo-4'-xanthyl)xanthone; isolated from Swertia punicea.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C33H26O17
Net Charge 0
Average Mass 694.54930
Monoisotopic Mass 694.11700
InChI InChI=1S/C33H26O17/c1-47-8-2-13(37)19-16(3-8)49-31-14(38)5-10(24(40)20(31)27(19)43)18-26(42)22(33-30(46)29(45)25(41)17(7-34)50-33)28(44)21-23(39)9-4-11(35)12(36)6-15(9)48-32(18)21/h2-6,17,25,29-30,33-38,40-42,44-46H,7H2,1H3/t17-,25-,29+,30-,33+/m1/s1
InChIKey GNMLPEJAIRBAAO-FLJAPRSHSA-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)c2c1oc1cc(O)c(O)cc1c2=O
Metabolite of Species Details
Swertia punicea (NCBI:txid137131) Found in whole plant (BTO:0001461). See: DOI
Roles Classification
Biological Role(s): HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
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 swertipunicoside (CHEBI:66538) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
swertipunicoside (CHEBI:66538) has role metabolite (CHEBI:25212)
swertipunicoside (CHEBI:66538) is a C-glycosyl compound (CHEBI:20857)
swertipunicoside (CHEBI:66538) is a aromatic ether (CHEBI:35618)
swertipunicoside (CHEBI:66538) is a biaryl (CHEBI:64459)
swertipunicoside (CHEBI:66538) is a polyphenol (CHEBI:26195)
swertipunicoside (CHEBI:66538) is a xanthones (CHEBI:51149)
IUPAC Name
(1S)-1,5-anhydro-1-(1,1',3',4,6',7',8-heptahydroxy-6-methoxy-9,9'-dioxo-9H,9'H-2,4'-bixanthen-2'-yl)-D-glucitol
Synonym Source
1,5,8-trihydroxy-3-methoxy-7-(1',3',6',7'-tetrahydroxy-9'-oxo-4'-xanthyl)xanthone-2'-C-β-D-glucopyranoside ChEBI
Registry Numbers Types Sources
137570-21-9 CAS Registry Number ChemIDplus
5372848 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
605836 Chinese Abstracts citation Europe PMC
Last Modified
24 April 2013
General Comment
2013-04-24 For further details see: Cordell, G.A., Angerhofer, C.K. and Pezzuto, J.M. (1994), Pure & Appl. Chem., 66, 2283; Tan, P., Hou, C., Liu, Y., Lin, J.L. and Cordell, G.A. (1991), J. Org. Chem., 56, 7130.