287194-40-5
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- CAS号:
- 287194-40-5
- 英文名:
- DEHYDROXYMETHYLEPOXYQUINOMICIN
- 英文别名:
- DHMEQ;DHM2EQ;()DHMEQ,( ) DHMEQ;DEHYDROXYMETHYLEPOXYQUINOMICIN;Dehydroxymethylepoxyquinomicin (DHMEQ);(-)-DHMEQ?(dehydroxymethylepoxyquinomicin);2-hydroxy-N-[(1S,2S,6S)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzaMide;Benzamide, 2-hydroxy-N-[(1S,2S,6S)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-;2-hydroxy-N-[(1aS,2S,5aS)-2-hydroxy-5-oxo-1a,2,5,5a-tetrahydrocyclohexa[1,2-b]oxiren-3-yl]benzamide
- 中文名:
- 287194-40-5
- 中文别名:
- (-)-DHMEQ;化合物 T11018L;NF-ΚB抑制剂((+)-DHMEQ);2-羟基-N-(((1S,2S,6S)-2-羟基-5-氧代-7-氧杂双环[4.1.0]庚-3-烯-3-基)苯甲酰胺
- CBNumber:
- CB8419477
- 分子式:
- C13H11NO5
- 分子量:
- 261.23
- MOL File:
- 287194-40-5.mol
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287194-40-5化学性质
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熔点:
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187 °C
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沸点:
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617.2±55.0 °C(Predicted)
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密度:
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1.58±0.1 g/cm3(Predicted)
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储存条件:
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Store at -20°C
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溶解度:
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DMSO : ≥ 32 mg/mL (122.50 mM)
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酸度系数(pKa):
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8.43±0.30(Predicted)
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287194-40-5性质、用途与生产工艺
(-)-DHMEQ (Dehydroxymethylepoxyquinomicin) 是一种有效，选择性且不可逆的 NF-κB 抑制剂，与半胱氨酸残基共价结合。(-)-DHMEQ 抑制 NF-κB 的核易位，并显示抗炎和抗癌活性。
(-)-DHMEQ (Dehydroxymethylepoxyquinomicin; 2-10 μg/mL; 12-48 hours) treatment significantly reduces the viability of all cell lines in a dose- and time-dependent manner, whereas the effect is not significant in a control cell line K562 without constitutive NF-κB activity.
(-)-DHMEQ (10 μg/mL; 0-48 hours; TL-Om1, MT-1 and K562 cells) treatment significantly increases the Annexin V-positive cells in MT-1 and TL-Om1 cell lines.
(-)-DHMEQ (10 μg/mL; 4-16 hours; MT-1 cells) treatment down-regulates Bcl-xL, Bcl-2, c-myc, cyclin D1, Rb, and p53, and up-regulates proapoptotic genes such as caspase-3, -8, and-9.
(-)-DHMEQ treatment increases cells in G0 /G1 phase in a time-dependent manner, demonstrating antiproliferative effects of (-)-DHMEQ.
(-)-DHMEQ binds to p65, cRel, RelB, and p50, but not to p52 at specific cysteine residues. (-)-DHMEQ inhibits not only DNA-binding of RelB, but also its interaction to importin. (-)-DHMEQ also induces instability of RelB.
Cell Proliferation Assay
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Cell Line:
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TL-Om1, MT-1, KK-1, ST-1 and K562 cells
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Concentration:
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2 μg/mL, 5 μg/mL, 10 μg/mL
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Incubation Time:
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12 hours, 24 hours, 48 hours
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Result:
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Significantly reduced the viability of all cell lines in a dose- and time-dependent manner.
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Apoptosis Analysis
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Cell Line:
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TL-Om1, MT-1 and K562 cells
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Concentration:
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10 μg/mL
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Incubation Time:
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0 hours, 24 hours, 48 hours
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Result:
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Annexin V-positive cells were significantly increased after 24 to 48 hours.
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Western Blot Analysis
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Cell Line:
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MT-1 cells
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Concentration:
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10 μg/mL
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Incubation Time:
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4 hours, 8 hours, 16 hours
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Result:
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Annexin V-positive cells were significantly increased after 24 to 48 hours.
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(-)-DHMEQ (Dehydroxymethylepoxyquinomicin; 4 mg/kg or 12 mg/kg; intraperitoneal injection; on day 0 and 3 times a week; for one month; SCID mice) treatment shows a significant increase in the survival rate in mice.
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Animal Model:
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Male C.B17-scid/scid (5 weeks old) mice injected with MT-2 cells
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Dosage:
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4 mg/kg or 12 mg/kg
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Administration:
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Intraperitoneal injection; on day 0 and 3 times a week; for one month
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Result:
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Showed a significant increase in the survival rate in mice.
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287194-40-5
上下游产品信息
上游原料
下游产品
287194-40-5, 287194-40-5 相关搜索:
- 细胞生物学试剂
- 化合物 T11018L
- NF-ΚB抑制剂((+)-DHMEQ)
- 2-羟基-N-(((1S,2S,6S)-2-羟基-5-氧代-7-氧杂双环[4.1.0]庚-3-烯-3-基)苯甲酰胺
- (-)-DHMEQ
- 287194-40-5
- 2-hydroxy-N-[(1aS,2S,5aS)-2-hydroxy-5-oxo-1a,2,5,5a-tetrahydrocyclohexa[1,2-b]oxiren-3-yl]benzamide
- ()DHMEQ,( ) DHMEQ
- DHMEQ
- (-)-DHMEQ?(dehydroxymethylepoxyquinomicin)
- Benzamide, 2-hydroxy-N-[(1S,2S,6S)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-
- DHM2EQ
- DEHYDROXYMETHYLEPOXYQUINOMICIN
- Dehydroxymethylepoxyquinomicin (DHMEQ)
- 2-hydroxy-N-[(1S,2S,6S)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzaMide