Guaijaverin

Names

[ Name ]:
Guaijaverin

[Synonym ]:
3-(α-L-Arabinopyranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
Quercetin-3-Arabinoside
4H-1-Benzopyran-4-one, 3-(α-L-arabinopyranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
Quercetin 3-O-α-L-arabinoside
3-(alpha-L-Arabinopyranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl α-L-arabinopyranoside
Quercetin 3-O-alpha-L-arabinoside

Biological Activity

[Description]:

Guaijaverin is a urease inhibitor with an IC50 of 120 μM. Guaijaverin shows antioxidant and anti-Streptococcus mutans activities[1][2][3].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

IC50: 120 μM (Urease)[1]

[In Vitro]

Guaijaverin has anti-Strep.mutans activity, with MIC values of 4 and 2 mg/ml for MTCC 1943 and CLSM 001 strain of Strep. mutans, respectively[3].

[References]

[1]. Shabana S, et al. Inhibitory activity against urease of quercetin glycosides isolated from Allium cepa and Psidium guajava. Biosci Biotechnol Biochem. 2010;74(4):878-80.

[2]. Caruso IP, et al. Exploring the binding mechanism of Guaijaverin to human serum albumin: fluorescencespectroscopy and computational approach. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Nov;97:449-55.

[3]. Prabu GR, et al. Guaijaverin -- a plant flavonoid as potential antiplaque agent against Streptococcus mutans. J Appl Microbiol. 2006 Aug;101(2):487-95.

Chemical & Physical Properties

[ Density]:
1.9±0.1 g/cm3

[ Boiling Point ]:
828.1±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₀H₁₈O₁₁

[ Molecular Weight ]:
434.350

[ Flash Point ]:
296.3±27.8 °C

[ Exact Mass ]:
434.084900

[ PSA ]:
190.28000

[ LogP ]:
1.68

[ Vapour Pressure ]:
0.0±3.2 mmHg at 25°C

[ Index of Refraction ]:
1.802

[ Storage condition ]:
room temp

MSDS

Click to get detail MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Articles

Inhibitory activity against urease of quercetin glycosides isolated from Allium cepa and Psidium guajava.

Biosci. Biotechnol. Biochem. 74 , 878-880, (2010)

Methanolic extracts of edible plants and seaweeds were tested for their inhibitory activity against Jack bean urease. Quercetin-4'-O-beta-D-glucopyranoside was isolated from Allium cepa as a urease in...

Guaijaverin -- a plant flavonoid as potential antiplaque agent against Streptococcus mutans.

J. Appl. Microbiol. 101 , 487-495, (2006)

The aim of the present study was to investigate the anti-Streptococcus mutans activity and the in vitro effects of subminimal inhibitory concentrations of guaijaverin isolated from Psidium guajava Lin...

Benzophenones and flavonoids from Hypericum maculatum and their antioxidant activities.

Nat. Prod. Res. 26 , 1576-1583, (2012)

The occurrence of three known benzophenones, namely annulatophenonoside, acetylannulatophenonoside and annulatophenone as well as a flavonol O-glycoside guajaverin in the aerial parts of Hypericum mac...