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Poncirin

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Poncirin
Poncirin
Names
IUPAC name (2S)-5-Hydroxy-4′-methoxy-7-flavan-4-one
Systematic IUPAC name (2S)-7-{oxy}oxan-2-yl]oxy}-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
Other names Isosakuranetin-7-neohesperidoside
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.035.458 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
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/s1Key: NLAWPKPYBMEWIR-SKYQDXIQSA-N
  • InChI=1/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/s1Key: NLAWPKPYBMEWIR-SKYQDXIQBA
SMILES
  • C1((((O1)O2(((O2OC3=CC(=C4C(=O)C(OC4=C3)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
Properties
Chemical formula C28H34O14
Molar mass 594.566 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Poncirin is the 7-O-neohesperidoside of isosakuranetin. Poncirin can be extracted from trifoliate orange (Poncirus trifoliata).

References

  1. Kim, Dong-Hyun; Bae, Eun-Ah; Han, Myung Joo (1999). "Anti-Helicobacter pylori Activity of the Metabolites of Poncirin from Poncirus trifoliata by Human Intestinal Bacteria". Biological and Pharmaceutical Bulletin. 22 (4): 422–424. doi:10.1248/bpb.22.422. PMID 10328566.

External links

  • Media related to Poncirin at Wikimedia Commons
Flavanones and their glycosides
Flavanones
O-methylated flavanones
C-methylated flavanones
Glycosides
Acetylated
Acetylated glycosides
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