Afzelin

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
CAS Number	482-39-3^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:80790^Y
ChemSpider	4475671
KEGG	C16911
PubChem CID	5316673
UNII	5M86W1YH7O^Y
CompTox Dashboard (EPA)	DTXSID50197459
InChI 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
SMILES 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
Chemical formula	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). Infobox references

Chemical compound

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

References

^ 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.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

Glycosides of myricetin

Conjugates of quercetin

Sulfates

Glycosides

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside
other	Azalein (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)