Vicine

CAS: 152-93-2

Ref. TR-V250005

Product Information

• Name: Vicine
• Synonyms: 4(1H)-Pyrimidinone, 2,6-diamino-5-(ß-D-glucopyranosyloxy)-, Vicine (6CI,7CI,8CI), 2,6-Diamino-5-(ß-D-glucopyranosyloxy)-4(1H)-pyrimidinone, Divicine ß-D-glucopyranoside, NSC 95092, Vicioside, 2,6-Diamino-4-Oxo-1,4-Dihydropyrimidin-5-Yl Hexopyranoside, 2,6-Diamino-5-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-4(1H)-pyrimidinone, 2,6-diamino-4-oxo-1,4-dihydropyrimidin-5-yl beta-D-glucopyranoside, 4(1H)-Pyrimidinone, 2,6-diamino-5-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-, Divicine β-<span class="text-smallcaps">D</span>-glucopyranoside, 2,6-Diamino-5-(β-D-glucopyranosyloxy)-4(1H)-pyrimidinone, Divicine β-D-glucopyranoside, 4(1H)-Pyrimidinone, 2,6-diamino-5-(β-D-glucopyranosyloxy)-

Description

Applications Vicine is a pyrimidine glycosides, a precursor of the aglycons divicine and isouramil which is main factors of favism. It is found in faba/fava bean. Also, it is derived from Ethyl Glyoxylate (E918550), which is used as a reagent in the synthesis of a new class of cinnamyl-triazole compounds which can be used as selective inhibitors of human aromatase (cytochrome P 450 19A1)
References Rizzello, C. G., et al.: Sci. Rep., 6, 32452 (2016); Pulkkinen, M., et al.: Food Chem., 212, 10-19 (2016); McNulty, J., et al.: Bioorg. Med. Chem. Lett., 24, 4586 (2014)

• Brand: TRC

Chemical properties

• Molecular weight: 304.26
• Formula: C₁₀H₁₆N₄O₇
• Color/Form: White To Light Beige
• InChI: 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: InChIKey=KGNGTSCIQCLKEH-SYCVNHKBSA-N
• SMILES: Nc1nc(=O)c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(N)[nH]1