Sinigrin
Medicinal Chemistry
Molecular Weight
397.46 (potassium salt)
Molecular Formula
C10H16KNO9S2
IUPAC Name
[(E)-1-(beta-D-glucopyranosylthio)but-3-enylidene]amino sulfate
Pharmacognosy
Biological Source
Brassica nigra (Black Mustard)
Active Constituents
Sinigrin
Pharmacology & Synthesis
Mechanism of Action
Hydrolyzed by the enzyme myrosinase (in presence of water) to yield allyl isothiocyanate (volatile mustard oil).
Pharmacokinetics (ADME)
A: Applied topically.
D: Localized to application site.
M: Enzymatic cleavage by myrosinase.
E: N/A (topical).
Pharmacodynamics
Causes intense local irritation, vasodilation, and rubefacient effect (counter-irritant).
Synthesis Pathway
Biosynthesized from methionine.
Safety, Warnings & Interactions
Adverse Effects
Severe skin blistering and necrosis if left on too long.
Contraindications
Damaged skin, prolonged topical application.
Drug Interactions
None (topical).
Pharmaceutics & Compendia
Dosage Forms
Plasters, Poultices (historical)