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Merck
CN

78260

Vicine

analytical standard

Synonym(s):

2,6-Diamino-5-(β-D-glucopyranosyloxy)-4(1H)-pyrimidinone, Divicine 5-(β-D-glucopyranoside, NSC 95092, Vicioside

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About This Item

Empirical Formula (Hill Notation):
C10H16N4O7
CAS Number:
152-93-2
Molecular Weight:
304.26
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329768131
MDL number:
MFCD00270447
Beilstein/REAXYS Number:
44407

Key Documents

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InChI

1S/C10H16N4O7/c11-7-6(8(19)14-10(12)13-7)21-9-5(18)4(17)3(16)2(1-15)20-9/h2-5,9,15-18H,1H2,(H5,11,12,13,14,19)/t2-,3-,4+,5-,9+/m1/s1

SMILES string

O[C@@H]1[C@@H](O)[C@H](OC2=C(N)NC(N)=NC2=O)O[C@H](CO)[C@H]1O

InChI key

KGNGTSCIQCLKEH-SYCVNHKBSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

Quality Level

100

General description

Vicine is a glucosidic aminopyrimidine derivative found in Vicia faba.
Vicine is a glucosidic aminopyrimidine derivative found in Vicia faba.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Vicine may be used as a reference standard in the determination of vicine in fababeans using high pressure liquid chromatography (HPLC).
Vicine may be used as a reference standard in the determination of vicine in fababeans using high pressure liquid chromatography (HPLC).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC3900
BCCB3498
BCBW2769
BCBT4584
BCBR9294V

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Egg Innovations and Strategies for Improvements (2016)
Determination of flavanones in orange juices obtained from different sources by HPLC/DAD.
Quemener B, et al.
Can. Inst. Food Sci Technol. J., 15(2), 109-115 (1982)
Fitsum Getachew et al.
Journal of the science of food and agriculture, 98(13), 5105-5111 (2018-04-04)
Faba bean (Vicia faba) vicine and convicine (V-C) aglycones (divicine and isouramil respectively) provoke an acute hemolytic anemia called favism in individuals with a glucose-6-phosphate dehydrogenase (G6PD) enzyme defect in their red blood cells. Geneticists/plant breeders are working with faba
M C Rojas et al.
Biochimica et biophysica acta, 1164(2), 143-151 (1993-07-10)
Saccharomyces cerevisiae (ATP) and cytosolic rat liver (GTP) phospho enol pyruvate carboxykinases (EC 4.1.1.49/32) have been labeled with N-(1-pyrenyl)-iodoacetamide. Reagent incorporation was completely prevented by the presence of the respective nucleoside diphosphate plus MnCl2. Under appropriate conditions, 2 mol of
H P Monteiro et al.
Archives of biochemistry and biophysics, 271(2), 536-545 (1989-06-01)
Release of iron from ferritin by the polyhydroxypyrimidines, dialuric acid, isouramil, divicine, and acid-hydrolyzed vicine, was measured. Iron was released at fast initial rates which gradually declined to zero in 10 min. All the compounds were better reductants for ferritin-iron
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