Embelin
Modify Date: 2024-01-03 12:51:43
Embelin structure
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Common Name | Embelin | ||
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| CAS Number | 550-24-3 | Molecular Weight | 294.386 | |
| Density | 1.131 | Boiling Point | 431.9±45.0 °C at 760 mmHg | |
| Molecular Formula | C17H26O4 | Melting Point | 145-146 ºC | |
| MSDS | Chinese USA | Flash Point | 229.1±25.2 °C | |
Use of EmbelinEmbelin is a cell-permeable benzoquinone compound that exhibits antitumor properties. Specifically antagonizes XIAP-mediated inhibition of caspase-9 activation by directly targeting the Smac and caspase-9 binding domain BIR3 (IC50 = 4.1 uM in a competitive binding assay with Smac peptide).IC50 value: 4.1 uM [1]Target: XIAPin vitro: Embelin induced activation of caspase-9 and embelin-induced apoptosis was prevented by caspase inhibitors [2]. Treatment with subtoxic doses of Embelin broadly sensitized malignant glioma cells to TRAIL-mediated apoptosis. Notably, human astrocytes were not significantly affected by the combined treatment consisting of Embelin and TRAIL. Combined treatment with Embelin and TRAIL augmented the activation of initiator caspases-8/-9 and effector caspases-3/-7, respectively [3]. in vivo: Embelin inhibited topical edema in the mouse ear, leading to substantial reductions in skin thickness and tissue weight, inflammatory cytokine production, neutrophil-mediated myeloperoxidase activity, and various histopathological indicators. Furthermore, embelin was effective at reducing inflammatory damage induced by chronic TPA exposure [4]. Embelin (10, 30 or 50mg/kg body weight) was administrated daily per oral route for 7days. Embelin significantly attenuated DSS-induced DAI scores and tissue MPO accumulation, which implied that it suppressed weight loss, diarrhea, gross bleeding, and the infiltrations of immune cells. Embelin administration also effectively and dose-dependently prevented shortening of colon length and enlargement of spleen size [5]. |
| Name | Embelin |
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| Synonym | More Synonyms |
| Description | Embelin is a cell-permeable benzoquinone compound that exhibits antitumor properties. Specifically antagonizes XIAP-mediated inhibition of caspase-9 activation by directly targeting the Smac and caspase-9 binding domain BIR3 (IC50 = 4.1 uM in a competitive binding assay with Smac peptide).IC50 value: 4.1 uM [1]Target: XIAPin vitro: Embelin induced activation of caspase-9 and embelin-induced apoptosis was prevented by caspase inhibitors [2]. Treatment with subtoxic doses of Embelin broadly sensitized malignant glioma cells to TRAIL-mediated apoptosis. Notably, human astrocytes were not significantly affected by the combined treatment consisting of Embelin and TRAIL. Combined treatment with Embelin and TRAIL augmented the activation of initiator caspases-8/-9 and effector caspases-3/-7, respectively [3]. in vivo: Embelin inhibited topical edema in the mouse ear, leading to substantial reductions in skin thickness and tissue weight, inflammatory cytokine production, neutrophil-mediated myeloperoxidase activity, and various histopathological indicators. Furthermore, embelin was effective at reducing inflammatory damage induced by chronic TPA exposure [4]. Embelin (10, 30 or 50mg/kg body weight) was administrated daily per oral route for 7days. Embelin significantly attenuated DSS-induced DAI scores and tissue MPO accumulation, which implied that it suppressed weight loss, diarrhea, gross bleeding, and the infiltrations of immune cells. Embelin administration also effectively and dose-dependently prevented shortening of colon length and enlargement of spleen size [5]. |
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| Related Catalog | |
| References |
| Density | 1.131 |
|---|---|
| Boiling Point | 431.9±45.0 °C at 760 mmHg |
| Melting Point | 145-146 ºC |
| Molecular Formula | C17H26O4 |
| Molecular Weight | 294.386 |
| Flash Point | 229.1±25.2 °C |
| Exact Mass | 294.183105 |
| PSA | 74.60000 |
| LogP | 5.70 |
| Appearance of Characters | solid |
| Vapour Pressure | 0.0±2.3 mmHg at 25°C |
| Index of Refraction | 1.538 |
| Storage condition | Store at +4°C |
| Water Solubility | DMSO: >10 mg/mL |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
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| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | DK4230000 |
| HS Code | 2914690090 |
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Embelin CAS#:550-24-3 |
| Literature: Journal of the American Chemical Society, , vol. 70, p. 74 |
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Embelin CAS#:550-24-3 |
| Literature: Journal of the American Chemical Society, , vol. 70, p. 74 |
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Embelin CAS#:550-24-3 |
| Literature: Yakugaku Zasshi, , vol. 60, p. 105,113; dtsch. Ref. S. 34, 37 Chem.Abstr., , p. 5070 Yakugaku Zasshi, , vol. 60, p. 650,658 Yakugaku Zasshi, , vol. 61, p. engl. Ref. S. 1, 5 Chem.Abstr., , p. 83 |
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Embelin CAS#:550-24-3 |
| Literature: Archiv der Pharmazie (Weinheim, Germany), , vol. 238, p. 22 |
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Embelin CAS#:550-24-3 |
| Literature: Archiv der Pharmazie (Weinheim, Germany), , vol. 238, p. 22 |
![2,5-bis-methylamino-3-undecyl-[1,4]benzoquinone structure](https://www.chemsrc.com/caspic/214/775350-90-8.png)
| Precursor 5 | |
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| DownStream 10 | |
CAS#:143-07-7
CAS#:141-82-2
CAS#:144-62-7
CAS#:25575-65-9
CAS#:64-18-6
CAS#:88792-39-6
CAS#:88792-40-9
CAS#:88792-41-0
CAS#:88792-42-1
CAS#:93072-80-1| HS Code | 2914690090 |
|---|---|
| Summary | 2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0% |
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Preventive effect of embelin from embelia ribes on lipid metabolism and oxidative stress in high-fat diet-induced obesity in rats.
Planta Med. 78(7) , 651-7, (2012) A high-fat diet (HFD) results in hyperlipidemia and an increase in oxidative stress. The purpose of this study was to investigate the preventive effect of embelin against hyperlipidemia and oxidative ... |
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Embelin ameliorates dextran sodium sulfate-induced colitis in mice
Int. Immunopharmacol. 11(6) , 724-31, (2011) Embelin has been used to treat fever, inflammatory diseases, and a variety of gastrointestinal ailments for thousands of years. Although reports indicate that embelin has anti-inflammatory and anti-tu... |
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Inhibition of UVB-induced oxidative damage and apoptotic biochemical changes in human lymphocytes by 2,5-dihydroxy-3-undecyl-1,4-benzoquinone (embelin).
Int. J. Radiat. Biol. 88(8) , 575-82, (2012) The present study investigates the inhibition of Ultraviolet B (UVB, 290-320 nm) radiation-induced oxidative damage in peripheral blood human lymphocytes by embelin extracted from Embelia ribes.Embeli... |
| 2,5-Dihydroxy-3-undecyl-1,4-benzoquinone |
| Embelin |
| 2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione |
| 2,5-Cyclohexadiene-1,4-dione, 2,5-dihydroxy-3-undecyl- |
| EINECS 208-979-8 |
- Shanghai Jizhi Biochemical Technology Co., Ltd
- China
- Product Name: Embelin
- Price: ￥688.0/20mg
- Purity: 98.0%
- Stocking Period: 1 Day
- Contact: Liu jia
- DC Chemicals Limited
- China
- Product Name: Embelin
- Price: $280.0/20mg
- Purity: 98.0%
- Stocking Period: 3 Day
- Contact: Tony Cao
- Dayang Chem (Hangzhou) Co., Ltd.
- China
- Product Name: Embelin
- Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
- Purity: 98.0%
- Stocking Period: Inquiry
- Contact: Ms Wang
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