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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
Molecular Weight:
276.37
MDL Number:
MFCD01736094
MOL File:
555-66-8.mol
Last updated:2024-02-02 07:55:15

6-Shogaol Properties

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)
FDA UNII 83DNB5FIRF
NIST Chemistry Reference 6-shogaol(555-66-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
NFPA 704
3
0 0

6-Shogaol price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SMB00311 [6]-Shogaol ≥90% (HPLC) 555-66-8 50mg $947 2024-03-01 Buy
Sigma-Aldrich 39303 [6]-Shogaol analytical standard 555-66-8 10mg $740 2024-03-01 Buy
Cayman Chemical 11901 6-Shogaol ≥95% 555-66-8 1mg $44 2024-03-01 Buy
Cayman Chemical 11901 6-Shogaol ≥95% 555-66-8 5mg $172 2024-03-01 Buy
Cayman Chemical 11901 6-Shogaol ≥95% 555-66-8 10mg $321 2024-03-01 Buy
Product number Packaging Price Buy
SMB00311 50mg $947 Buy
39303 10mg $740 Buy
11901 1mg $44 Buy
11901 5mg $172 Buy
11901 10mg $321 Buy

6-Shogaol Chemical Properties,Uses,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).

1080-12-2
555-66-8
Synthesis of 6-Shogaol from Vanillylidenacetone

6-Shogaol Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 244)Suppliers
Supplier Tel Email Country ProdList Advantage
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12471 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32686 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
Chengdu Greenpure Biopharma CO.,Ltd
18283602253 jancyzheng@gcgreenpure.com China 952 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083 scglp@glp-china.com CHINA 1824 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768 sales@dolonchem.com CHINA 2972 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58

View Lastest Price from 6-Shogaol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-Shogaol pictures 2024-03-28 6-Shogaol
555-66-8
US $0.00 / kg 25kg 1%(Water Soluble) 5% Inquiry PNP Biotech Co. Ltd
3-Isothioureidopropionic acid pictures 2023-10-16 3-Isothioureidopropionic acid
555-66-8
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
6-Shogaol pictures 2023-09-06 6-Shogaol
555-66-8
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
  • 6-Shogaol pictures
  • 6-Shogaol
    555-66-8
  • US $0.00 / kg
  • 1%(Water Soluble) 5%
  • PNP Biotech Co. Ltd
  • 6-Shogaol pictures
  • 6-Shogaol
    555-66-8
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.

6-Shogaol Spectrum

(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