Name | Sinomenine |
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Synonyms |
EINECS 204-094-6
MFCD00134303 |
Description | Sinomenine, an alkaloid extracted from Sinomenium acutum, is a blocker of the NF-κB activation[1]. Sinomenine also is an activator of μ-opioid receptor[2]. |
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Related Catalog | |
Target |
NF-κB[1], μ-opioid receptor[2] |
In Vitro | Cell viability gradually decreased with increasing Sinomenine concentration. The migration ability of MDA-MB-231 cells is significantly weakened by 0.25, 0.5, and 1 mM of Sinomenine treatment. The wound-healing assay reveals that 0.25 and 0.5 mM Sinomenine significantly suppress the healing of the wound. When the MDA-MB-231 cells are treated with 0.5 mM Sinomenine, the healing progress is about 50%, but in the group treated with 0.25 mM Sinomenine and the untreated control, the healing is about 80% and nearly 95%, respectively. The IB assay following inhibitor of NF-κB (IκB) antibody IP shows that the binding of NF-κB to IκB is inhibited by Sinomenine treatment in a dose-dependent manne[1]. |
In Vivo | Sinomenine (i.p.) produces antinociception in the hot plate and tail flick tests in male rats at 40 mg/kg, but not at lower doses (10 or 20 mg/kg). At 10 to 40 mg/kg Sinomenine does not produce any observable side effect such as sedation, allergy or motor impairments. At 80 mg/kg, Sinomenine is mildly sedative in rats. Antinociception is also seen mice at 60 min following 80 mg/kg i.p. Sinomenine, but not at lower doses (20 or 40 mg/kg), in the tail flick test. Sinomenine at 80 mg/kg i.p. does not produce any observable side effects in mice. I.p or p.o. Sinomenine at 40 or 80 mg/kg dose-dependently reduces mechanical hypersensitivity in nerve injured mice. I.p. Sinomenine at 40 mg/kg, but not lower doses or vehicle, significantly decreases mechanical and cold allodynia for up to 240 min without producing motor deficits or sedation[3]. At doses of 10 to 40 mg/kg, Sinomenine dose-dependently increases the paw withdrawal threshold. In non-chronic constriction injury (CCI) healthy rats, Sinomenine at the dose range of 10 to 40 mg/kg does not change the immobility behavior in the forced swimming test[4]. |
Cell Assay | The MDA-MB-231 human triple negative and 4T1 mouse breast cancer cell lines are used in this study. For the experiments, the cells are grown in 24-well plates at 3.5×104/well. Following incubation for 24 or 48 h in medium containing different concentrations of Sinomenine, proliferation of the cells are detected with Cell Counting Kit-8 solution according to the manufacturer's instructions[1]. |
Animal Admin | Male Sprague-Dawley rats weighing of 250 to 300 g are used in this experiment. For the duration of action of acute Sinomenine study, different doses of Sinomenine (10 to 40 mg/kg) are administered 1 day after surgery and then paw withdrawal threshold is measured every 30 min for 4 hours. For the study involving daily Sinomenine treatment, mechanical hyperalgesia measure is performed 3 h after daily drug treatment. For antagonist studies, antagonists were given 10 min prior to 40 mg/kg Sinomenine administration[3]. |
References |
Density | 1.3±0.1 g/cm3 |
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Boiling Point | 513.6±50.0 °C at 760 mmHg |
Melting Point | 180ºC |
Molecular Formula | C19H23NO4 |
Molecular Weight | 329.390 |
Flash Point | 264.4±30.1 °C |
Exact Mass | 329.162720 |
PSA | 59.00000 |
LogP | 1.25 |
Vapour Pressure | 0.0±1.4 mmHg at 25°C |
Index of Refraction | 1.625 |
Storage condition | 2~8°C |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
|
Symbol |
GHS07 |
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Signal Word | Warning |
Hazard Statements | H302-H315-H319-H335 |
Precautionary Statements | P301 + P312 + P330-P305 + P351 + P338 |
Hazard Codes | T: Toxic; |
Risk Phrases | R45 |
Safety Phrases | 53-22-26-36/37/39-45 |
RIDADR | UN 1544 |
WGK Germany | 3 |
RTECS | QD2170000 |
Packaging Group | III |
Hazard Class | 6.1(b) |
~10% 115-53-7 |
Literature: Cui, Xiaoxue; Li, Bo; Liu, Tianzhen; Li, Chunbao Green Chemistry, 2012 , vol. 14, # 3 p. 668 - 672 |
~99% 115-53-7 |
Literature: Cui, Xiaoxue; Li, Bo; Liu, Tianzhen; Li, Chunbao Green Chemistry, 2012 , vol. 14, # 3 p. 668 - 672 |
Precursor 1 | |
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DownStream 0 |