Guaijaverin : Wikipedia, the free encyclopedia

Guaijaverin

Guaijaverin
Names

IUPAC name 3-(α-L-Arabinopyranosyloxy)-3′,4′,5,7-tetrahydroxyflavone
Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-4H-1-benzopyran-4-one
Other names Guajavarin Guaijaverin Guajaverin CHEMBL464507 Quercetin 3-arabinoside
Identifiers
CAS Number	22255-13-6
3D model (JSmol)	Interactive image
PubChem CID	5481224
CompTox Dashboard (EPA)	DTXSID60176795
SMILES C1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
Properties
Chemical formula	C₂₀H₁₈O₁₁
Molar mass	434.353 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

Guaijaverin is the 3-O-arabinoside of quercetin. It is found in the leaves of Psidium guajava, the common guava.^[1]^[2]^[3]

References

^ Prabu, G.R.; Gnanamani, A.; Sadulla, S. (2006). "Guaijaverin – a plant flavonoid as potential antiplaque agent against Streptococcus mutans". Journal of Applied Microbiology. 101 (2): 487–495. doi:10.1111/j.1365-2672.2006.02912.x. PMID 16882158. S2CID 11574034.
^ Seshadri, T.R.; Vasishta, Krishna (1965). "Polyphenols of the leaves of psidium guava—quercetin, guaijaverin, leucocyanidin and amritoside". Phytochemistry. 4 (6): 989–992. Bibcode:1965PChem...4..989S. doi:10.1016/S0031-9422(00)86281-0.
^ El Khadem, H.; Mohammed, Y. S. (1958). "675. Constituents of the leaves of Psidium guaijava, L. Part II. Quercetin, avicularin, and guaijaverin". Journal of the Chemical Society (Resumed): 3320. doi:10.1039/JR9580003320.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Flavonols

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)