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6-Shogaol

6-Shogaol Struktur
555-66-8
CAS-Nr.
555-66-8
Englisch Name:
6-Shogaol
Synonyma:
SHOGAOL;6-SHOGAOL;6-Shagaol;SHOGAOL, 6-;6-gingerenol;6-Shogaol-RM;6-Shogaol USP/EP/BP;[6]-Shogaol D5 (Major);TIANFU-CHEM - 6-Shogaol;1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one
CBNumber:
CB4748322
Summenformel:
C17H24O3
Molgewicht:
276.37
MOL-Datei:
555-66-8.mol

6-Shogaol Eigenschaften

Siedepunkt:
427.5±35.0 °C(Predicted)
Dichte
1.0448 g/cm3(Temp: 25 °C)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
L?slichkeit
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka
10.01±0.20(Predicted)
Aggregatzustand
Liquid
Farbe
Colourless to Light Yellow
Geruch (Odor)
Mild, warm-herbaceous, sweet odor
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 Datenbank
555-66-8(CAS DataBase Reference)
NIST chemische Informationen
6-shogaol(555-66-8)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 22
WGK Germany  3
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

6-Shogaol Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften

White crystalline powder. B.P. higher than 300℃. Very slightly soluble in water, soluble in alcohol and oils.

Verwenden

[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.

Application

Shogaol has little or no application in perfumery, and very little interest to the flavor industry, but it is included in this work mainly for the purpose of elucidating the problems apparently existing around the description of the odorand flavor of "Zingerone".

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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


6-Shogaol Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 258)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897
sales@biopurify.com China 3772 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12795 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21639 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32820 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3619 58
Chengdu Greenpure Biopharma CO.,Ltd
18283602253; +8618283602253
jancyzheng@gcgreenpure.com China 953 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 22963 58

555-66-8()Verwandte Suche:


  • (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
  • 6-Shogaol-RM
  • 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
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