6-Shogaol

Product Name: 6-Shogaol
CAS No.: 555-66-8
Chemical Name: 6-Shogaol
Synonyms: SHOGAOL;6-SHOGAOL;6-Shagaol;SHOGAOL, 6-;6-gingerenol;6-Shogaol USP/EP/BP;[6]-Shogaol D5 (Major);TIANFU-CHEM - 6-Shogaol;1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one;1-(4-Hydroxy-3-methoxyphenyl)dec-4-en-3-one
CBNumber: CB4748322
Molecular Formula: C17H24O3
Formula Weight: 276.37
MOL File: 555-66-8.mol

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6-Shogaol Property

Boiling point:: 427.5±35.0 °C(Predicted)
Density: 1.0448 g/cm3(Temp: 25 °C)
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka: 10.01±0.20(Predicted)
color: Colourless to Light Yellow
BRN: 2056098
InChI: InChI=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
InChIKey: OQWKEEOHDMUXEO-BQYQJAHWSA-N
SMILES: C(C1=CC=C(O)C(OC)=C1)CC(=O)C=CCCCCC
LogP: 3.789 (est)
CAS DataBase Reference: 555-66-8(CAS DataBase Reference)
NIST Chemistry Reference: 6-shogaol(555-66-8)

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Safety

Hazard Codes: Xn
Risk Statements: 22
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SMB00311
Product name: [6]-Shogaol
Purity: ≥90% (HPLC)
Packaging: 50mg
Price: $947
Updated: 2024/03/01

Sigma-Aldrich

Product number: 39303
Product name: [6]-Shogaol
Purity: analytical standard
Packaging: 10mg
Price: $740
Updated: 2024/03/01

Cayman Chemical

Product number: 11901
Product name: 6-Shogaol
Purity: ≥95%
Packaging: 1mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 11901
Product name: 6-Shogaol
Purity: ≥95%
Packaging: 5mg
Price: $172
Updated: 2024/03/01

Cayman Chemical

Product number: 11901
Product name: 6-Shogaol
Purity: ≥95%
Packaging: 10mg
Price: $321
Updated: 2024/03/01

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6-Shogaol Chemical Properties,Usage,Production

Uses

[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.

Definition

ChEBI: [6]-Shogaol is a monomethoxybenzene, a member of phenols and an enone.

Anticancer Research

6-Shogaol is the dehydrated product of 6-gingerol, extracted from the rhizome ofginger. Treatment of HCC cell line with 6-shogaol resulted in cells with apoptoticphenotypes, which showed signs of cell and nuclear shrinkage as well as substantialchromatin condensation. De-phosphorylation of PERK and activation of theexpression of CHOP initiate caspase cascade reaction inducing apoptosis inHCC. Two-dimensional gel electrophoretic analysis of proteome revealed that in response to the treatment with 6-shogaol, a significant stimulation was observed inproteins related to the ER stress, signifying that apoptosis induced by 6-shogoal didinvolve ER stress. Cells showed marked rise in the UPR target expression, HSP70,Grp94, Grp78/Bip and the other ER chaperones on exposure to 6-shogoal in a time-dependentmanner, which elicited activation of caspase-3 and degradation of polyADP ribose polymerase (PARP). Various ER chaperone proteins improve adaptationof cancer cells to hypoxic environment and aid in developing resistance againstanticancer therapy (Zorzi and Bonvini 2011; Urra et al. 2016). Screening of specificinhibitors of Grp78 as antitumour agents (Hu et al. 2012; Liu et al. 2013; Venkatesanet al. 2015) implies that inhibition of Grp78/Bip is a very promising anticancerstrategy. HCC cells are selectively killed by 6-shogaol in the absence of anynoticeable toxic consequence on normal healthy cells and very little toxicity asstudied on SMMC7721 xenograft mice. Administration of 6-shogaol and salubrinaltogether for distinct time intervals resulted in significant increase in ER stress in thecell. It appears that 6-shogaol in combination with salubrinal has great therapeuticvalue against various malignancies including HCC (Hu et al. 2012).

6-Shogaol Preparation Products And Raw materials

Raw materials

Preparation Products

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6-Shogaol Suppliers

Canada 2 China 210 France 1 Germany 2 India 5 Japan 1 United Kingdom 4 United States 19 Global 244

Wuhan ChemFaces Biochemical Co., Ltd.

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J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
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Chemsky（shanghai）International Co.,Ltd.

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Shenzhen Sungening Bio-Tech Co., Ltd

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View Lastest Price from 6-Shogaol manufacturers

Hebei Mojin Biotechnology Co., Ltd

Product: 3-Isothioureidopropionic acid 555-66-8
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-10-16

Hebei Guanlang Biotechnology Co., Ltd.

Product: 6-Shogaol 555-66-8
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2023-02-25

Shanghai Standard Technology Co., Ltd.

Product: 6-Shogaol 555-66-8
Price: US $0.00/ml
Min. Order: 0.1ml
Purity: ≥98%(HPLC)
Supply Ability: 100 ml
Release date: 2020-03-05

555-66-8, 6-ShogaolRelated Search:

4-Methoxyphenylacetone Glycitein PHENYL VALERATE CHLOROPHOSPHONAZO III 1-Decene (Trifluoromethoxy)benzene p-Anisidine p-Anisaldehyde Anisole 3-Methoxybenzaldehyde Phenylacetic acid Oxygen 8-SHOGAOL 6-Shogaol Ginger Constituent Mixture+6-gingerol and 6-shogaol SHOGAOL, 6-(P) SHOGAOL, 6-(PRIMARY STANDARD) Methoxy

(E)-1-(4-Hydroxy-3-methoxy-phenyl)dec-4-en-3-one

6-SHOGAOL

SHOGAOL

SHOGAOL, 6-

4-Decen-3-one, 1-(4-hydroxy-3-methoxyphenyl)

6-Shagaol

1-(3-Methoxy-4-hydroxyphenyl)-4-decene-3-one

1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one

6-Shogaol USP/EP/BP

[6]-Shogaol D5 (Major)

TIANFU-CHEM - 6-Shogaol

1-(4-Hydroxy-3-methoxyphenyl)dec-4-en-3-one

6-gingerenol

555-66-8

chemical reagent

pharmaceutical intermediate

phytochemical

Miscellaneous Natural Products

The group of Ginerols

Aromatics

Intermediates & Fine Chemicals

Pharmaceuticals

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract