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Shogaol (6-Shogaol)

Catalog No.: 17011703
Cas No.: 555-66-8
Purity : 98% 
17011703 - Shogaol (6-Shogaol) | CAS 555-66-8

Catalog number : 17011703

CAS number : 555-66-8

Molecular Formula : C17H24O3 

Molecular Weight : 276.376 

Iupac Chemical Name : 1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one 

Smile : OC1=C(C=C(C=C1)CCC(C=CCCCCC)=O)OC

InChiKey : OQWKEEOHDMUXEO-UHFFFAOYSA-N

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Synonyms6-Shogaol 
Molecular FormulaC17H24O3 
Molecular Weight276.376 
Appearancecrystalline solid 
Purity98% 
SolubilitySoluble in DMSO 
Storage3 years -20ºCpowder 
Shipping ConditionShipped under ambient temperature as non-hazardous chemical. 
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
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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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