Afzelin

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Afzelin
Chemical structure of afzelin
Names
IUPAC name
4′,5,7-Trihydroxy-3-(α-D-rhamnopyranosyloxy)flavone
Systematic IUPAC name
5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-1-benzopyran-4-one
Other names
Kaempferol 3-rhamnoside
Kaempferol 3-O-rhamnoside
Kaempferin
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3/t8-,15-,17+,18+,21-/m0/s1
    Key: SOSLMHZOJATCCP-AEIZVZFYSA-N
  • OC(C=C1)=CC=C1C2=C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)C(C4=C(O)C=C(O)C=C4O2)=O
Properties
C21H20O10
Molar mass 432.381 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Afzelin is a flavonol glycoside. It is the rhamnoside of kaempferol. It is found in Nymphaea odorata.[1]

References

  1. ^ Zhang, Z; Elsohly, HN; Li, XC; Khan, SI; Broedel, SE; Raulli, RE; Cihlar, RL; Burandt, C; Walker, LA (2003). "Phenolic compounds from Nymphaea odorata". Journal of Natural Products. 66 (4): 548–50. doi:10.1021/np020442j. PMID 12713413.