[6]-Shogaol
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![[6]-Shogaol structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/ffc9a24d6c674dc385329668c31045c0.png "[6]-Shogaol")
[6]-Shogaol
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CAS No:
555-66-8
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Formula:
C17H24O3
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Chemical Name:
[6]-Shogaol
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Synonyms:
4-Decen-3-one,1-(4-hydroxy-3-methoxyphenyl)-;1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one;Shogaol;[6]-Shogaol;62168-97-2
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CAS No:
Description
6-shogaol, an active compound isolated from Ginger (Zingiber officinale Rosc), exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation.
[6]-Shogaol Use and Manufacturing
To a 50 ml round-bottomed flask, 2.66 g of compound 5 (10 mmol) was added, 15 ml of dimethyl sulfoxide, 0.4 g of sodium hydroxide (10 mmol) was added, and n-hexanal (1.2 mmol)/12 ml was added dropwise at 0C over half an hour. A sulfoxide solution, After the disappearance of the raw materials, the reaction solution was heated until disappearance of the intermediate product. After the reaction solution was concentrated, water was added to the residue and extracted three times with ethyl acetate. The combined ethyl acetate layers were collected, and the ethyl acetate was recovered. The residue was purified by flash silica gel column chromatography to obtain the product. 2.07 grams (75percent).
[6]-Shogaol is an aromatic constituent of ginger and the chain-dehydroxylated analog of [6]-Gingerol. [6]-Shogaol has activity very similar to [6]-Gingerol and produced an inhibition of spontaneous motor activity, antipyretic and analgesic effects, and prolonged hexobarbital-induced sleeping time. [6]-Shogaol also has potent antitussive activity and affected the cortical EEG.
Computed Properties
Molecular Weight:276.4
XLogP3:3.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:9
Exact Mass:276.17254462
Monoisotopic Mass:276.17254462
Topological Polar Surface Area:46.5
Heavy Atom Count:20
Complexity:299
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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