6-Shogaol
Modify Date: 2024-01-02 19:07:02
6-Shogaol structure
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Common Name | 6-Shogaol | ||
|---|---|---|---|---|
| CAS Number | 555-66-8 | Molecular Weight | 276.371 | |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 427.5±35.0 °C at 760 mmHg | |
| Molecular Formula | C17H24O3 | Melting Point | N/A | |
| MSDS | Chinese USA | Flash Point | 150.3±19.4 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of 6-Shogaol6-shogaol, an active compound isolated from Ginger (Zingiber officinale Rosc), exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation. |
| Name | (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one |
|---|---|
| Synonym | More Synonyms |
| 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. |
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| Related Catalog | |
| In Vitro | 6-shogaol has anticancer activity against several cell lines[1]. 6-shogaol is identified to be cytotoxic in various cell lines, with KB (IC50=7.4±2.2 μM) and HL60 (IC50=7.9±2.0 μM) cells most susceptible to 6-shogaol[2]. 6-shogaol (IC50=8 μM) has much stronger growth inhibitory effects than 6-gingerol (IC50=150 μM) on HCT-116 human colon cancer cells[3]. 6-shogaol stimulates phosphorylations of mitogen-activated protein kinases (MAPKs) such as ERK, JNK, and p38. Moreover, the 6-shogaol-induced expressions of Nrf2 and HO-1 are attenuated by treatments of SB202190 (a p38 specific inhibitor) and LY294002 (an Akt specific inhibitor)[4]. |
| In Vivo | The 6-shogaol decreases the diethylnitrosamine (DEN)-mediated elevations of serum aspartate transaminase and alanine transaminase as well as the DEN-induced hepatic lipid peroxidation. Inductions of Nrf2 and HO-1 by 6-shogaol are also confirmed in the mice. The administration of 6-shogaol to the mice also restores the DEN-reduced activity and protein expression of hepatic antioxidant enzymes such as superoxide dismutase, glutathione peroxidase and catalase[4]. |
| Cell Assay | The effects of 6-shogaol on the viability of HepG2 cells are determined by a MTT assay after 24 h treatment. The data are expressed as percent cell viability compared to that of control. The concentrations of the treatments 6-shogaol varied from 10 to 100 μg/mL[4]. |
| Animal Admin | Mice: Male Balb/c mice are treated with 6-shogaol-rich ginger extracts (10 and 100 mg/kg b.w.) or silymarin (100 mg/kg b.w.), a positive control, and challenged with diethyl-nitrosoamine (DEN, 30 mg/kg b.w.) 3 days per week for 3 weeks[4]. |
| References |
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 427.5±35.0 °C at 760 mmHg |
| Molecular Formula | C17H24O3 |
| Molecular Weight | 276.371 |
| Flash Point | 150.3±19.4 °C |
| Exact Mass | 276.172546 |
| PSA | 46.53000 |
| LogP | 3.85 |
| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
| Index of Refraction | 1.522 |
| Storage condition | 2-8°C |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
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Update on the chemopreventive effects of ginger and its phytochemicals.
Crit. Rev. Food Sci. Nutr 51(6) , 499-523, (2011) The rhizomes of Zingiber officinale Roscoe (Zingiberaceae), commonly known as ginger, is one of the most widely used spice and condiment. It is also an integral part of many traditional medicines and ... |
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In vitro antioxidant and anti-inflammatory activities of 1-dehydro-[6]-gingerdione, 6-shogaol, 6-dehydroshogaol and hexahydrocurcumin.
Food Chem. 135(2) , 332-7, (2012) Hexahydrocurcumin, 1-dehydro-[6]-gingerdione, 6-dehydroshogaol and 6-shogaol were evaluated for their antioxidant and anti-inflammatory activities in the present study. The relative antioxidant potenc... |
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6-Shogaol inhibits breast and colon cancer cell proliferation through activation of peroxisomal proliferator activated receptor γ (PPARγ).
Cancer Lett. 336(1) , 127-39, (2013) 6-Shogaol has been shown to possess many antitumor properties including inhibition of cancer cell growth, inhibition of cancer metastasis, induction of apoptosis in cancer cells and induction of cance... |
| (E)-1-(4-Hydroxy-3-methoxy-phenyl)-dec-4-en-3-one |
| (4E)-1-(4-Hydroxy-3-methoxyphenyl)dec-4-en-3-one |
| 6-Shogaol |
| Trans-6-Shogaol |
| MFCD01736094 |
| 4-Decen-3-one, 1-(4-hydroxy-3-methoxyphenyl) |
| Shogaol |
| 4-Decen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)- |
| (4E)-1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one |
| [6]-Shogaol |
- BioBioPha
- China
- Product Name: 6-Shogaol
- Price: ￥Inquiry/5mg
- Purity: 98.0%
- Stocking Period: 1 Day
- Contact: Xueping-Zheng
- Shanghai Jizhi Biochemical Technology Co., Ltd
- China
- Product Name: 6-Shogaol
- Price: ￥1578.0/20mg
- Purity: 98.0%
- Stocking Period: 2 Day
- Contact: Liu jia
- DC Chemicals Limited
- China
- Product Name: 6-Shogaol
- Price: $280.0/20mg
- Purity: 98.0%
- Stocking Period: 3 Day
- Contact: Tony Cao
- Dayang Chem (Hangzhou) Co., Ltd.
- China
- Product Name: 6-shogaol
- Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
- Purity: 98.0%
- Stocking Period: Inquiry
- Contact: Ms Wang
- Henan Tianfu Chemical Co., Ltd.
- China
- Product Name: TIANFU-CHEM - 6-Shogaol
- Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
- Purity: 99.0%
- Stocking Period: Inquiry
- Contact: Anson
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