CHEBI:66773 - (2S)-poncirin

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ChEBI Name (2S)-poncirin
ChEBI ID CHEBI:66773
ChEBI ASCII Name (2S)-poncirin
Definition A flavanone glycoside that is 4'-methoxy-5,7-dihydroxyflavanone attached to a neohesperidose (α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranose) residue via a glycosidic linkage. It has been isolated from the fruits of Poncirus trifoliata and exhibits inhibitory activity against liopolysaccharide (LPS)-induced prostaglandin E2 and interleukin-6 (IL-6) production.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8332
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Formula C28H34O14
Net Charge 0
Average Mass 594.56120
Monoisotopic Mass 594.195
InChI InChI=1S/C28H34O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-30,32-36H,9-10H2,1-2H3/t11-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
InChIKey NLAWPKPYBMEWIR-SKYQDXIQSA-N
SMILES COc1ccc(cc1)[C@@H]1CC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)cc2O1
Metabolite of Species Details
Poncirus trifoliata (NCBI:txid37690) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
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.
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ChEBI Ontology
Outgoing (2S)-poncirin (CHEBI:66773) has functional parent 4'-methoxy-5,7-dihydroxyflavanone (CHEBI:27552)
(2S)-poncirin (CHEBI:66773) has role plant metabolite (CHEBI:76924)
(2S)-poncirin (CHEBI:66773) is a 4'-methoxyflavanones (CHEBI:140332)
(2S)-poncirin (CHEBI:66773) is a disaccharide derivative (CHEBI:63353)
(2S)-poncirin (CHEBI:66773) is a flavanone glycoside (CHEBI:72730)
(2S)-poncirin (CHEBI:66773) is a monomethoxyflavanone (CHEBI:38738)
(2S)-poncirin (CHEBI:66773) is a neohesperidoside (CHEBI:25495)
IUPAC Name
(2S)-5-hydroxy-2-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
Synonyms Sources
Citrifolioside HMDB
Isosakuranetin 7-O-neohesperidoside KEGG COMPOUND
Isosakuranetin-7-O-beta-D-neohesperidoside HMDB
Manual Xrefs Databases
C00000995 KNApSAcK
C09830 KEGG COMPOUND
HMDB0037487 HMDB
Poncirin Wikipedia
View more database links
Registry Numbers Types Sources
14941-08-3 CAS Registry Number KEGG COMPOUND
14941-08-3 CAS Registry Number ChemIDplus
74301 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17666859 PubMed citation Europe PMC
IND500894135 Agricola citation Europe PMC
Last Modified
06 April 2018