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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:
Molecular Weight:
304.26
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
44407
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grade

analytical standard

Quality Level

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

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

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

InChI key

KGNGTSCIQCLKEH-SYCVNHKBSA-N

General description

Vicine is a glucosidic aminopyrimidine derivative found in Vicia faba.

Application

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


pictograms

Exclamation mark

signalword

Warning

hcodes

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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Masatoshi Shibuya et al.
Organic letters, 14(19), 5010-5013 (2012-09-21)
A mild and user-friendly one-pot oxidative cleavage of vicinal diols to their corresponding (di)carboxylic acids using AZADOs and PhI(OAc)(2) is described. 1,2-Diols and 2,3-diols as well as 1,2,3-triol gave one- or two-carbon-unit-shorter carboxylic acids. Internal vicinal diols also smoothly underwent
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
Marcello Nicoletti et al.
Chemical communications (Cambridge, England), (47)(47), 5075-5077 (2007-12-01)
The synthesis of the stereospecifically fluorinated difluoro- and trifluoro- rac-3 and rac-4 is described where the fluorine atoms are positioned adjacent/vicinal to each other and the physical characteristics of these candidate liquid crystals including negative dielectric anisotropy are measured and



Global Trade Item Number

SKUGTIN
516155-5G04061832534466
516155-25G04061835383085