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Shogaol (6-Shogaol)

Catalog No: 17011703
CAS Number: 555-66-8
Purity: 98% 

Shogaol, also known as (6)-shogaol, is a pungent constituent of ginger similar in chemical structure to gingerol. Like zingerone, it is produced when ginger is dried or cooked. Shogaols are artifacts formed during storage or through excess heat, probably created by a dehydration reaction of the gingerols. The ratio of shogaols to gingerols sometimes is taken as an indication of product quality. Among ginger constituents, it has a very strong antitussive (anti-cough) effect. Both shogaol and gingerols reduced blood pressure and gastric contraction. Shogaol has been shown to induce apoptosis (kill) in human colorectal carcinoma cells via reactive oxygen species. It is broken down into 16 metabolites via the mercapturic acid pathway. Acetylcysteine was found to reduce effectiveness of shogaol's apoptotic properties. 

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Chemical Information

NameShogaol (6-Shogaol)
Iupac Chemical Name1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one 
Synonyms6-Shogaol 
Molecular FormulaC17H24O3 
Molecular Weight276.376 
SmileOC1=C(C=C(C=C1)CCC(C=CCCCCC)=O)OC
InChiKeyOQWKEEOHDMUXEO-UHFFFAOYSA-N
InChiInChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3
CAS Number555-66-8
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Ordering Information

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Formulationcrystalline solid 
Purity98% 
Storage3 years -20ºCpowder 
SolubilitySoluble in DMSO 
Handling
Shipping ConditionShipped under ambient temperature as non-hazardous chemical. 
HS Code
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Targets
Mechanism
Cell study
Animal study
Clinical study
Not available

Chemical Structure

17011703 - Shogaol (6-Shogaol) | CAS 555-66-8

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