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花生四希酸乙醇胺

花生四希酸乙醇胺用途

Anandamide 是一种中枢神经系统的免疫调节剂,不仅通过大麻素受体 (CB1 和 CB2) 且通过其他靶点 (如 GPR18/GPR55) 起作用。

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花生四希酸乙醇胺名称

[ CAS 号 ]:
94421-68-8

[ 中文名 ]:
大麻素

[ 英文名 ]:
Anandamide

[中文别名 ]:

[英文别名 ]:

arachidonic acid ethanolamide
MFCD00153766
N-arachidonoylethanolamide
N-arachidonoylethanolamine
arachidonylethanolamide
5,8,11,14-Eicosatetraenoylethanolamide
N-Arachidonoyl-2-hydroxyethylamide
N-arachidonoyl ethanolamine
arachidonoylethanolamide
Arachidonoyl-EA

花生四希酸乙醇胺生物活性

[ 描述 ]:

Anandamide 是一种中枢神经系统的免疫调节剂,不仅通过大麻素受体 (CB1 和 CB2) 且通过其他靶点 (如 GPR18/GPR55) 起作用。

[ 相关类别 ]:

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 大麻素受体

信号通路 >> G 蛋白偶联受体/G 蛋白 >> GPR55

研究领域 >> 炎症/免疫

天然产物 >> 其他

[ 靶点 ]

CB1 Receptor

CB2 Receptor

GPR18/GPR55

Human Endogenous Metabolite

[体外研究]

通过CB 2受体起作用的Anandamide在大鼠原代小胶质细胞培养物中减轻脂多糖(LPS)诱导的神经炎症。内源性大麻素系统通过两种蛋白质偶联的大麻素受体(CB1和CB2)调节神经元和免疫功能,尽管内源性大麻素,尤其是Anandamide(AEA),可以激活许多其他受体,如PPARS,TRPV1和GPR18/GPR55 [1]。

[体内研究]

Anandamide是结合CB1R和CB2R的内源性大麻素。为了评估CBR活化对全身葡萄糖体内平衡的影响,在单次腹膜内注射Anandamide后注射(10mg/kg)评估葡萄糖耐量。与对照组相比,用Anandamide治疗的小鼠中葡萄糖摄入引起的血糖升高明显较小,这与葡萄糖耐量的改善有关,如AUC0-2h计算所示[2]。

[动物实验]

小鼠[2]将11周龄的C57BL / 6J雄性小鼠和全球CB1R - / - 小鼠分别圈养在22/12℃的12 / 12h光/暗时间表中，随意获取水和食物。一组小鼠接受高脂肪饮食（30％猪油）。在饮食16周后，与对照相比体重增加小于+ 10g的动物被排除在研究之外。饮食诱导的肥胖（DIO）小鼠（39.1±1.1对比27.3±0.9g，DIO对对照）是葡萄糖不耐受和胰岛素抵抗。在每次实验当天，将食物从笼中取出6小时（从上午8:00到下午2:00）。以10mg / kg腹膜内施用Anandamide。在对照实验中，给动物注射载体（4％DMSO / 1％吐温80）[2]。

[参考文献]

[1]. Malek N, et al. Anandamide, Acting via CB2 Receptors, Alleviates LPS-Induced Neuroinflammation in Rat Primary Microglial Cultures. Neural Plast. 2015;2015:130639.

[2]. Troy-Fioramonti S, et al. Acute activation of cannabinoid receptors by Anandamide reduces gastrointestinal motility and improves postprandial glycemia in mice. Diabetes. 2015 Mar;64(3):808-18.

[相关活性小分子]

花生四希酸乙醇胺物理化学性质

[ 密度 ]:
0.9±0.1 g/cm3

[ 沸点 ]:
522.3±50.0 °C at 760 mmHg

[ 分子式 ]:
C₂₂H₃₇NO₂

[ 分子量 ]:
347.535

[ 闪点 ]:
269.7±30.1 °C

[ 精确质量 ]:
347.282440

[ PSA ]:
49.33000

[ LogP ]:
5.66

[ 外观性状 ]:
淡黄色油状

[ 蒸汽压 ]:
0.0±3.1 mmHg at 25°C

[ 折射率 ]:
1.504

[ 储存条件 ]:
−20°C

[ 水溶解性 ]:
ethanol: soluble

花生四希酸乙醇胺MSDS

详细MSDS(安全技术说明书)

花生四希酸乙醇胺毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JX3842500

CHEMICAL NAME :: 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (all-Z)-

CAS REGISTRY NUMBER :: 94421-68-8

LAST UPDATED :: 199806

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C22-H37-N-O2

MOLECULAR WEIGHT :: 347.60

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 140 ug/kg

SEX/DURATION :: female 15-21 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - parturition Reproductive - Maternal Effects - other effects Reproductive - Effects on Newborn - stillbirth

REFERENCE :: NLETDU Neuroendocrinology Letters. (Brain Research Promotion, D-7400, Tubingen, Germany) V.1- 1979- Volume(issue)/page/year: 17,271,1995

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 100 mg/kg

SEX/DURATION :: female 14-18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - behavioral Reproductive - Effects on Newborn - other postnatal measures or effects

REFERENCE :: PSYCDE Psychoneuroendocrinology. (Elsevier Science, 660 White Plains Road Tarrytown, NY 10591) V.1- 1975- Volume(issue)/page/year: 21,157,1996

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花生四希酸乙醇胺安全信息

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
F: Flammable;

[ 风险声明 (欧洲) ]:
R11

[ 安全声明 (欧洲) ]:
24/25-16-7

[ 危险品运输编码 ]:
UN 1170 3

[ WGK德国 ]:
3

[ RTECS号 ]:
JX3842500

[ 海关编码 ]:
2924199090

花生四希酸乙醇胺合成路线

详细合成路线

花生四希酸乙醇胺上下游产品

花生四希酸乙醇胺上游产品

花生四希酸乙醇胺下游产品

花生四希酸乙醇胺海关

[ 海关编码 ]: 2924199090

[ 中文概述 ]:
2924199090. 其他无环酰胺（包括无环氨基甲酸酯)(包括其衍生物及盐）. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 包装

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

花生四希酸乙醇胺文献

Gastric bypass in morbid obese patients is associated with reduction in adipose tissue inflammation via N-oleoylethanolamide (OEA)-mediated pathways.

Thromb. Haemost. 113(4) , 838-50, (2015)

Paradoxically, morbid obesity was suggested to protect from cardiovascular co-morbidities as compared to overweight/obese patients. We hypothesise that this paradox could be inferred to modulation of ...

On the effects of CP 55-940 and other cannabinoid receptor agonists in C6 and U373 cell lines.

Toxicol. In Vitro 29 , 1941-51, (2015)

Cannabinoid receptor (CBs) agonists affect the growth of tumor cells via activation of deadly cascades. The spectrum of action of these agents and the precise role of the endocannabinoid system (ECS) ...

Endocannabinoids regulate the activity of astrocytic hemichannels and the microglial response against an injury: In vivo studies.

Neurobiol. Dis. 79 , 41-50, (2015)

Anandamide (AEA) is an endocannabinoid (EC) that modulates multiple functions in the CNS and that is released in areas of injury, exerting putative neuroprotective actions. In the present study, we ha...

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