Poncirin

Poncirin
	Poncirin source ↗
Names
	IUPAC name (2S)-5-Hydroxy-4′-methoxy-7-[α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyloxy]flavan-4-one
	Systematic IUPAC name (2S)-7-{[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]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	14941-08-3 Y;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:66773 Y;
ChEMBL	ChEMBL451050 Y;
ChemSpider	390894 Y;
ECHA InfoCard	100.035.458
PubChem CID	442456;
UNII	8MUY4P95B4 Y;
CompTox Dashboard (EPA)	DTXSID00933642 ;
	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 Y Key: NLAWPKPYBMEWIR-SKYQDXIQSA-N Y;
	SMILES C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=O)C[C@H](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−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Poncirin is the 7-O-neohesperidoside of isosakuranetin. Poncirin can be extracted from trifoliate orange (Poncirus trifoliata),¹ and varieties of grapefruit.²

References

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.
Chaudhary, Priyanka R.; Bang, Haejeen; Jayaprakasha, Guddadarangavvanahally K.; Patil, Bhimanagouda S. (2016). "Variation in Key Flavonoid Biosynthetic Enzymes and Phytochemicals in 'Rio Red' Grapefruit ( Citrus paradisi Macf.) during Fruit Development". Journal of Agricultural and Food Chemistry. 64 (47): 9022–9032. doi:10.1021/acs.jafc.6b02975. PMID 27808514.

External links