6-Shogaol
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- CAS-Nr.
- 555-66-8
- Englisch Name:
- 6-Shogaol
- Synonyma:
- 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
- Summenformel:
- C17H24O3
- Molgewicht:
- 276.37
- MOL-Datei:
- 555-66-8.mol
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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
- Löslichkeit
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- pka
- 10.01±0.20(Predicted)
- Farbe
- 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 Datenbank
- 555-66-8(CAS DataBase Reference)
- NIST chemische Informationen
- 6-shogaol(555-66-8)
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Kennzeichnung gefährlicher |
Xn |
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| R-Sätze: |
22 |
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| WGK Germany |
3 |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitsschädlich bei Verschlucken. |
Akute Toxizität oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
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| 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 zweckmäßig, 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 Möglichkeit entfernen. Weiter spülen. |
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6-Shogaol Chemische Eigenschaften,Einsatz,Produktion Methoden
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.
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 Händler.
Global( 244)Lieferanten
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
- 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
