Vicine

Names

[ CAS No. ]:
152-93-2

[ Name ]:
Vicine

[Synonym ]:
2,6-Diamino-5-(β-D-glucopyranosyloxy)-4(1H)-pyrimidinone
2,4-Diamino-6-oxo-1,6-dihydro-5-pyrimidinyl β-D-glucopyranoside
2,6-Diamino-5-(β-D-glucopyranosyloxy)-(1H)-pyrimidin-4-one
2,4-Diamino-6-oxypyrimidine-5-(b-D-glucopyranoside)
Vicine
Divicine 5-Glucoside
2,4-Diamino-6-oxo-1,6-dihydropyrimidin-5-yl β-D-glucopyranoside
Vicioside
4(3H)-pyrimidinone, 2,6-diamino-5-(β-D-glucopyranosyloxy)-
Divicine-b-glucoside
4(1H)-Pyrimidinone, 2,6-diamino-5-(β-D-glucopyranosyloxy)-
EINECS 205-809-4
Vicin
2,6-Diamino-5-(b-D-glucopyranosyloxy)-4(1H)-pyrimidinone

Biological Activity

[Description]:

Vicine, an alkaloid glycoside found mainly in fava beans, is toxic in individuals and may cause haemolytic anaemia[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[References]

[1]. Farran MT, et al. Vicine and convicine in common vetch (Vicia sativa) seeds enhance beta-cyanoalanine toxicity in male broiler chicks. Int J Toxicol. 2002 May-Jun;21(3):201-9.

Chemical & Physical Properties

[ Density]:
2.2±0.1 g/cm3

[ Boiling Point ]:
627.4±65.0 °C at 760 mmHg

[ Melting Point ]:
242-244℃

[ Molecular Formula ]:
C₁₀H₁₆N₄O₇

[ Molecular Weight ]:
304.257

[ Flash Point ]:
333.2±34.3 °C

[ Exact Mass ]:
304.101898

[ PSA ]:
197.17000

[ LogP ]:
-2.55

[ Vapour Pressure ]:
0.0±4.2 mmHg at 25°C

[ Index of Refraction ]:
1.820

MSDS

Click to get detail MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Effect of air classification and fermentation by Lactobacillus plantarum VTT E-133328 on faba bean (Vicia faba L.) flour nutritional properties.

Int. J. Food Microbiol. 193 , 34-42, (2015)

The effects of air classification and lactic acid bacteria fermentation on the reduction of anti-nutritional factors (vicine and convicine, trypsin inhibitor activity, condensed tannins and phytic aci...

Vicianin, prunasin, and beta-cyanoalanine in common vetch seed as sources of urinary thiocyanate in the rat.

J. Agric. Food Chem. 49(10) , 5075-80, (2001)

When young rats were fed a diet containing common vetch seed for 1 month, they excreted in the urine approximately 7 times more thiocyanate than they had ingested. Vicianin, prunasin, and beta-cyanoal...

Biocatalytic production of alpha-hydroxy ketones and vicinal diols by yeast and human aldo-keto reductases.

Chem. Biol. Interact. 202(1-3) , 195-203, (2013)

The α-hydroxy ketones are used as building blocks for compounds of pharmaceutical interest (such as antidepressants, HIV-protease inhibitors and antitumorals). They can be obtained by the action of en...