Sinigrin

Form a 3D molecular structure model of Sinigrin using Authentic Molymod Model Parts by Indigo Instruments

Sinigrin is a naturally occurring glucosinolate found in cruciferous vegetables like broccoli, cabbage & cauliflower as well as brassicas such as mustard & horseradish. Is chemical structure is characterized by its allyl side chain, β-D-glucose moiety, and thiohydroximate sulfate (S-N=O) group. Its derivate, allyl isothiocyanate contributes both to the strong taste of horseradish as well as acting as a natural chemical defence compound.

Its mechanism of action as an antimicrobial & and antifungal is its disruption of membranes, protein denaturation and interference of metabolic processes. As a broad-spectrum antimicrobial is effective against Gram-positive bacteria such as Staphylococcus aureus & Listeria monocytogenes & Gram-negative bacteria such as Escherichia coli & Salmonella typhimurium). As an antifungal, it affects Aspergillus spp. & Candida albicans.

A molecular model of Sinigrin in the Molymod Hybrid Dome style uses the atoms & bonds in the parts list below. Our free 3D Molecular Model Builder shows other styles & allows for image rotation as an assembly guide.

Chemical data
Molecular Weight Chemical Formula
397.4557 C10H16KNO9S2

Sinigrin molecular model built with Molymod Atoms & Bonds

Hybrid Dome
62053
Open Sphere
62009
Orbit Basic
68845NV
Orbit Flexible
68827W 68847W
Synonyms
Synonyms
IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-N-sulfooxybut-3-enimidothioate , InChI=1S/C10H17NO9S2/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)/b11-6+/t5-,7-,8+,9-,10+/m1/s1 , InChIKey: , SMILES:C=CC/C(=N\OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O , CAS: 534-69-0 , potassium [1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylbut-3-enylideneamino] sulfate , potassium [1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]sulfanylbut-3-enylideneamino] sulfate , potassium [1-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]thio]but-3-enylideneamino] sulfate , potassium [1-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]thio]but-3-enylideneamino] sulfate , Glucopyranose, 1-thio-, 1-(3-butenohydroximate) NO-(hydrogensulfate), monopotassium salt, beta-D- , Glucoside of allyl isothiocyanate , Potassium 1-(beta-D-glucopyranosylthio)but-3-enylideneaminooxysulphonate , beta-D-Glucopyranose, 1-thio-, 1-(N-(sulfooxy)-3-butenimidate), monopotassium salt (9CI) , 2-Propenyl glucosinolate , Allyl glucosinolate ,