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Merck
CN

21750

辣椒素

from Capsicum sp., ≥50% (HPLC)

别名:

8-甲基-N-香草基--6-壬烯胺

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线性分子式:
(CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3)
化学文摘社编号:
分子量:
305.41
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
EC Number:
206-969-8
Beilstein/REAXYS Number:
2816484
MDL number:
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产品名称

辣椒素, from Capsicum sp., ≥50% (HPLC)

InChI key

YKPUWZUDDOIDPM-SOFGYWHQSA-N

InChI

1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+

SMILES string

COc1cc(CNC(=O)CCCC\C=C\C(C)C)ccc1O

biological source

Capsicum sp.

form

powder

concentration

≥50% (HPLC)

impurities

~35% dihydrocapsaicin

mp

62-65 °C (lit.)
62-66 °C

solubility

H2O: insoluble

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

Quality Level

Gene Information

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Application

辣椒素已被用于胃肠粘膜保护药物的开发和制药生产。

Biochem/physiol Actions

原型香草受体激动剂。 神经毒素;激活产生无髓C纤维的感觉神经元,其中许多含有P物质。 局部使用可使感觉神经末梢脱敏,从而产生反常的抗伤害感受作用;全身给药可对辣椒素敏感的细胞产生神经毒性,尤其是在新生动物中。辣椒的活性成分。
原型香草受体激动剂;神经毒素。辣椒的活性成分。
辣椒素通过与辣椒素受体结合并引起伤害感受性反应来显示其活性。它对神经性疾病和肌肉骨骼疾病等有镇痛作用。此外,辣椒素还用于膀胱逼尿肌反射亢进的治疗。

General description

辣椒素是小辣椒/红辣椒的有效成分,1846 年首次由 Thresh 获得。它是一种亲脂辣椒素化合物,是辣椒辛辣味的来源。

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Lorna Mason et al.
BMJ (Clinical research ed.), 328(7446), 991-991 (2004-03-23)
To determine the efficacy and safety of topically applied capsaicin for chronic pain from neuropathic or musculoskeletal disorders. Cochrane Library, Medline, Embase, PubMed, an in-house database, and contact with manufacturers of topical capsaicin. Randomised controlled trials comparing topically applied capsaicin
Capsaicin is a New Gastrointestinal Mucosal Protecting Drug Candidate in Humans?Pharmaceutical Development and Production Based on Clinical Pharmacology
Capsaicin-sensitive Neural Afferentation and the Gastrointestinal Tract: From Bench to Bedside (2014)
S W Hwang et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(11), 6155-6160 (2000-05-24)
Capsaicin, a pungent ingredient of hot peppers, causes excitation of small sensory neurons, and thereby produces severe pain. A nonselective cation channel activated by capsaicin has been identified in sensory neurons and a cDNA encoding the channel has been cloned
M J Caterina et al.
Science (New York, N.Y.), 288(5464), 306-313 (2000-04-15)
The capsaicin (vanilloid) receptor VR1 is a cation channel expressed by primary sensory neurons of the "pain" pathway. Heterologously expressed VR1 can be activated by vanilloid compounds, protons, or heat (>43 degrees C), but whether this channel contributes to chemical
Emma C Y Hilton et al.
The Journal of allergy and clinical immunology, 132(4), 847-855 (2013-06-20)
Inhaled capsaicin elicits cough reproducibly in human subjects and is widely used in the study of cough and antitussive therapies. However, the traditional end points C2 and C5 (the concentrations of capsaicin inducing at least 2 or 5 coughs, respectively)

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