| Identification | Back Directory | [Name]
2,6-diamino-5-(beta-D-glucopyranosyloxy)-(1H)-pyrimidin-4-one | [CAS]
152-93-2 | [Synonyms]
Vicioside
NSC 95092
VICINE(SH)
Vicine【phytotoxin】
Divicine β-D-glucopyranoside
Divicine beta-D-glucopyranoside
Divicine 5-(β-D-glucopyranoside
Glucopyranoside,divicine-5,.β.-D-
2,6-Diamino-5-(β-D-glucopyranosyloxy)pyrimidin-4-ol
2,6-Diamino-5-(β-D-glucopyranosyloxy)-4(1H)-pyrimidinone
4(1H)-Pyrimidinone, 2,6-diamino-5-(β-D-glucopyranosyloxy)-
2,6-Diamino-5-(beta-D-glucopyranosyloxy)-4(1H)-pyrimidinone
2,6-diamino-5-(beta-D-glucopyranosyloxy)-(1H)-pyrimidin-4-one
2,4-Diamino-6-oxo-1,6-dihydro-5-pyrimidinyl β-D-glucopyranoside
2,6-diamino-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-pyrimidin-4-one | [EINECS(EC#)]
205-809-4 | [Molecular Formula]
C10H16N4O7 | [MDL Number]
MFCD00270447 | [MOL File]
152-93-2.mol | [Molecular Weight]
304.257 |
| Chemical Properties | Back Directory | [Melting point ]
242-244℃ | [alpha ]
D26 -11.7° (c = 3.9 in 0.2N NaOH) | [Boiling point ]
445.09°C (rough estimate) | [density ]
2.18 | [refractive index ]
1.6200 (estimate) | [solubility ]
Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated) | [form ]
neat | [pka]
9.56±0.50(Predicted) | [color ]
White to off-white | [BRN ]
44407 | [Stability:]
Hygroscopic |
| Hazard Information | Back Directory | [Uses]
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) | [Definition]
ChEBI: Vicine is a glycoside. | [in vivo]
"High levels" of Vicine might have shortened the birds' survival time by enhancing the neurotoxicity induced by "lower levels" of BCA[1].
| [Purification Methods]
Crystallise Vicine from water (1%) or aqueous 85% EtOH, and dry it at 135o. [Bendich & Clements Biochim Biophys Acta 12 462 1953, Beilstein 31 H 163, 2 5 III/IV 4285.] |
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