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Guaijaverin

From Wikipedia, the free encyclopedia
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
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 250-156-0
  • InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20-/m0/s1
    Key: PZZRDJXEMZMZFD-IEGSVRCHSA-N
  • C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
Properties
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).

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

References

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  1. ^ 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.
  2. ^ 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.
  3. ^ 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.