Embelin CAS: 550-24-3
MF: C17H26O4
MW: 294.38
An anti-nociceptive, anti-inflammatory, and anti-oxidant agent also shown to induce apoptosis.

Embelin (CAS 550-24-3)

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备用名: Embelic acid;2,5-Dihydroxy-3-undecyl-1,4-benzoquinone
应用; Embelin is an anti-nociceptive, anti-inflammatory, and anti-oxidant agent also shown to induce apoptosis
CAS号码: 550-24-3
纯度: 98%
分子量: 294.38
分子式: C17H26O4
仅供科研使用。不可用于诊断或治疗。
* 参考分析证明 大量特定数据 (包括水 含量).

Embelin, a cell permeable 1,4-Benzoquinone (sc-202873)-derivative originally isolated from Embelia ribes, has been shown to contain antiproliferative characteristics in 3-Methylcholanthrene (sc-216516)-induced fibrosarcoma in albino rats. This compound has also been reported to be an antinociceptive and antiinflammatory agent. Additionally, Embelin has been found to display antibacterial potential against 3 strains of 12 bacteria. Other studies have reported Embelin to have apoptosis induction capabilities through binding of BIR3 domain of XIAP (X-linked inhibitor of apoptosis protein). The antioxidant capabilities of Embelin have also been studied and mechanistic studies suggest that Embelin has a tendency to scavenge DPPH (sc-202591) radicals and inhibit hydroxyl radical induced deoxyribose degradation. This compound prevents the activation of NF-κB by inhibiting IKK. Embelin is an inhibitor of PCAF and XIAP and an activator of caspase-9.


参考文献

1. Chitra, M., et al. 1994. Chemotherapy. 40: 109-113. PMID: 7510605
2. Chitra, M., et al. 2003. Fitoterapia. 74: 401-403. PMID: 12781816
3. Nikolovska-Coleska, Z., et al. 2004. J. Med. Chem. 47: 2430-2440. PMID: 15115387
4. Joshi, R., et al. 2007. Chem. Biol. Interact. 167: 125-134. PMID: 17379198

物理状态 :
Solid
来源于 :
Embelia ribes
溶解度 :
Soluble in DMSO (>10 mg/ml), methanol, ethanol (10 mM), and chloroform. Insoluble in water.
保存 :
Store at -20° C
沸点 :
~431.9° C at 760 mmHg (Predicted)
密度 :
~1.1 g/cm3 (Predicted)
折射率 :
n20D 1.54
IC50 :
cell growth, induces apoptosis and activates caspase-9 : IC50 = 4-6 µM ( prostate cancer cells); cell growth, induces apoptosis and activates caspase-9 : IC50 = 19-20 µM (normal prostate cells); BGC-823 (Stomach adenocarcinoma cells): IC50 = 1.69 µM (human); PC-3 (Prostate carcinoma cells): IC50 = 3.7 µM (human); A549 (Lung carcinoma cells): IC50 = 1.47 µM (human); Jurkat (Acute leukemic T-cells): IC50 = 20 µM (human); Inhibitor of apoptosis protein 3: IC50 = 4.1 µM (human); LNCaP (Prostate carcinoma): IC50 = 5.70 µM (human); WI-38 5000: IC50 = 19.3 µM (human); A2780 (Ovarian carcinoma cells): IC50 = 1.79 µM (human); PrEC50: IC50 = 20.1 µM (human); Bel-7402 (Hepatoma cells): IC50 = 1.66 µM (human); WI-38 (Embryonic lung fibroblast cells): IC50 = 19.3 µM (human); SK(-)GAS Group A Streptococcus: EC5050 = 1.58 µM; Streptokinase Promotor Activity: EC5050 = 1.67 µM; Streptococcus: EC5050 = 3.32 µM; mammalian fibroblasts: EC5050 = 5.02 µM
Ki 数据 :
Inhibitor of apoptosis protein 3: Ki= 400 nM (human)
pK值 :
pKa: 2.84
仅供科研使用。不可用于诊断或治疗。
德国水公害等级 :
3
RTECS :
DK4230000
PubChem CID :
3218
默克索引 :
14: 3555
MDL 号码 :
MFCD00016369
EC号码 :
208-979-8
SMILES :
CCCCCCCCCCCC1=C(C(=O)C=C(C1=O)O)O

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引用1 - 55

PMID: # 29113338  Chen, P. et al. 2017. Oncotarget. 8: 80709-80721.

PMID: # 23749209  Huang, X. et al. 2013. EMBO J. 32: -.

PMID: # 15115387  Nikolovska-Coleska, Z. et al. 2004. J. Med. Chem. 47: 2430-2440.

PMID: # 32035180  The international journal of biochemistry & cell biology. 121: 105715.

PMID: # 26820671  Life Sci. 147: 15-23.

引用1 - 55
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