Embelin
embelin from embelia seeds
CAS: 550-24-3
Molecular Formula: C17H26O4
Embelin - Names and Identifiers
| Name | embelin from embelia seeds |
| Synonyms | Embelin EMBELIN emberine embelicacid APOPTOSIS ACTIVATOR III embelin from embelia seeds 2,5-dihydroxy-3-undecyl-p-benzoquinon 2,5-Dihydroxy-3-undecyl-p-benzoquinone 4-dione,2,5-dihydroxy-3-undecyl-5-cyclohexadiene-1 2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione 2,5-Cyclohexadiene-1,4-dione,2,5-dihydroxy-3-undecyl- |
| CAS | 550-24-3 |
| EINECS | 208-979-8 |
| InChI | InChI=1/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3 |
Embelin - Physico-chemical Properties
| Molecular Formula | C17H26O4 |
| Molar Mass | 294.39 |
| Density | 1.131 |
| Melting Point | 142-143°C |
| Boling Point | 356.15°C (rough estimate) |
| Flash Point | 229.1°C |
| Solubility | DMSO : ≥ 50 mg/mL (169.84 mM) |
| Vapor Presure | 2.85E-09mmHg at 25°C |
| Appearance | Off-white to orange (Solid) |
| Color | Dark orange |
| pKa | 2.84±0.50(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| Sensitive | Light Sensitive |
| Refractive Index | 1.4230 (estimate) |
| MDL | MFCD00016369 |
| Physical and Chemical Properties | Soluble in methanol, ethanol, DMSO and other organic solvents, derived from candle fruit, osmanthus, weilingxian, vermilion root. |
| In vitro study | Embelin is a small molecule inhibitor from the Japanese Purple Golden grass, which binds to the Smac protein and caspsase-9 to the XIAP BIR3 domain. Embelin inhibited the growth of PC-3 and LNCaP cells in a dose-dependent manner with IC50 of 3.7 and 5.7 μm, respectively. At the same time, the toxicity of Embelin to normal Proc and in WI-38 cells was low, and the IC50 was 20.1 μm and 19.3 μm. PC-3 cells were treated with Embelin(25 μm and 50 μm) for 48 hours, 30% and 75% of the cells were apoptotic, 3-fold and 9-fold compared to untreated cells. Embelin is also effective by selectively inhibiting 5-lipoxygenase and microsomal prostaglandin E synthase-1 (mPGES-1 of) inhibition of arachidonic acid biosynthesis (5-LO) with IC50 of 0.06 mM and 0.2 mM, respectively. |
Embelin - Risk and Safety
| WGK Germany | 3 |
| RTECS | DK4230000 |
Embelin - Reference Information
| biological activity | Embelin (Embelic Acid, NSC 91874), a quinone compound isolated from dwarf tea, is an inhibitor of apoptosis X chromosome inhibitor (XIAP), IC50 is 4.1 μM in cell-free test. |
| target | TargetValue 5-LO (Cell-free Assay) 0.06 μM mPGES-1 (Cell-free Assay) 0.2 μM XIAP (Cell-free Assay) 4.1 μM |
| Target | Value |
| 5-LO (Cell-free assay) | 0.06 μM |
| mPGES-1 (Cell-free assay) | 0.2 μM |
| XIAP (Cell-free assay) | <4.1 μM |
| in vitro study | Embelin is a small molecule inhibitor from purple bull grass, which binds to the XIAP BIR3 domain with Smac protein and caspsase-9. Embelin inhibited the growth of PC-3 and LNCaP cells in a dose-dependent manner, IC50 was 3.7 and 5.7 μM respectively. At the same time, the toxicity of Embelin to normal PREC and in WI-38 cells is low, IC50 is 20.1 μM and 19.3 μM. Embelin(25 μM and 50 μM) treated PC-3 cells for 48 hours, 30% and 75% cells apoptosis occurred 3 times and 9 times as much as untreated cells. The sup> [1] Embelin also effectively inhibits the biosynthesis of arachidic substances (5-LO) by selectively inhibiting 5-lipoxygenase and microsomal prostaglandin E synthase -1 (mPGES-1), with IC50 of 0.06 mM and 0.2 mM, respectively. |
| chemical properties | soluble in methanol, ethanol, DMSO and other organic solvents, derived from candle fruit, osmanthus, clematis chinensis and vermilion root. |
| use | acid vine phenol can be used as analgesic; Anti-fertility drugs; Anti-inflammatory; Antipyretic agent; Intestinal insect repellent. used for content determination/identification/pharmacological experiment, etc. |
Last Update：2024-04-09 01:59:58
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Tel: 609-228-6898
Email: sales@medchemexpress.com
tech@medchemexpress.com
Mobile: 609-228-6898
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Product Name: Embelin Visit Supplier Webpage Request for quotationCAS: 550-24-3
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
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View History
Embelin
62218-08-0
665026-07-3
Phosphate,hexafluoro-,potassium
丁基间苯二酚
Aurora Ka-1322
2-甲酰胺基乙酸
2-Cyclohexen-1-one,2-methyl-3-(2-methylpropoxy)-(9CI)
七叶皂苷 Ia
莎草隆
62218-08-0
665026-07-3
Phosphate,hexafluoro-,potassium
丁基间苯二酚
Aurora Ka-1322
2-甲酰胺基乙酸
2-Cyclohexen-1-one,2-methyl-3-(2-methylpropoxy)-(9CI)
七叶皂苷 Ia
莎草隆