Sinigrine

CAS: 3952-98-5

Ref. TR-S487350

Product Information

• Name: Sinigrine
• Synonyms: β-D-Glucopyranose, 1-thio-, 1-[N-(sulfooxy)-3-butenimidate], potassium salt (1:1) (ACI), Glucopyranose, 1-thio-, 1-(3-butenoate), oxime, O-sulfate, potassium salt, β-D- (7CI), Glucopyranose, 1-thio-, 1-(3-butenohydroximate) NO-(hydrogen sulfate), monopotassium salt, β-D- (8CI), Sinigrin (6CI), β-D-Glucopyranose, 1-thio-, 1-[N-(sulfooxy)-3-butenimidate], monopotassium salt (9CI), Allyl glucosinolate potassium, NSC 407279
• Brand: TRC

Description

Applications Sinigrine, is a glucosinolate which is found naturally in Cruciferae including the genus Brassica. When enzymatically hydrolysed, Sinigrine yields isothiocyanates and give a pungent taste. Both Sinigrine, and isothiocyanates, have been shown to have anticancer activity as well as antifungal and antibacterial properties.
References Cools, K., et al.: J. Chromatograohy B., 901, 115 (2012); Okullcz, M., et al.: Materiae Veg., 65 (3), 217 2010;

Chemical properties

• Molecular weight: 397.46
• Formula: C₁₀H₁₆NO₉S₂·K
• Color/Form: Neat
• InChI: InChI=1S/C10H17NO9S2.K/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10;/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18);/q;+1/p-1/b11-6+;/t5-,7-,8+,9-,10+;/m1./s1
• InChI key: InChIKey=QKFAFSGJTMHRRY-OCFLFPRFSA-M
• SMILES: C=CC/C(=N\OS(=O)(=O)O[K])S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O