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Merck
CN

360376

Sigma-Aldrich

辣椒素

63.7% (HPLC), powder, TRPV1 agonist

别名:

8-甲基-N-香草基--6-壬烯胺

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关于此项目

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
Beilstein:
2816484
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

辣椒素, natural

等级

natural

方案

63.7% (HPLC)

表单

powder

组成

capsaicin, 65%
dihydrocapsaicin, 35%

mp

62-65 °C (lit.)

溶解性

chloroform: 5%

储存温度

2-8°C

SMILES字符串

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

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+

InChI key

YKPUWZUDDOIDPM-SOFGYWHQSA-N

基因信息

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一般描述

Capsaicin (Zostrix), an alkaloid extract is obtained from hot chili peppers. It is accessible in the form of cream and lotion. Capsaicin is a hydrophobic, instable and pungent white crystalline powder, that has no smell and color. It is produced by mixing a branched-chain fatty acid to vanillylamine in the chili pepper.

应用

Capsaicin has been used in the development of the isolation methods. It has also been used in the development of enzyme based electrochemical biosensor for the determination of capsaicin using a novel signal amplification strategy.

生化/生理作用

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。
Capsaicin is used as an important component of oleoresin capsicum or pepper spray. It plays a beneficial role in obesity, cardiovascular and gastrointestinal conditions, several cancers, neurogenic bladder and dermatologic conditions. It is used in the production of spices, chilli sauces and pain-inducing defensive pepper sprays. Capsaicin is also used to manufacture creams to treat diabetic neuropathy, cluster headache, psoriasis, rheumatoid arthritis and reflex sympathetic dystrophy. It is considered as an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1).

警示用语:

Danger

危险分类

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

靶器官

Respiratory system

储存分类代码

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

WGK

WGK 3

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

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

法规信息

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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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Capsaicin, the primary constituent of pepper sprays and its pharmacological effects on mammalian ocular tissues
Krishnatreyya H, et al.
European Journal of Pharmacology, 819, 114-121 (2018)
Postherpetic neuralgia
Christo P J and Cauley B D
Headache, 48, 130-134 (2008)
Mechanisms and clinical uses of capsaicin
Sharma S K, et al.
European Journal of Pharmacology, 720(1-3), 55-62 (2013)
Isolation of individual capsaicinoids from a mixture and their characterization by 13C NMR spectrometry
Thompson R Q, et al.
Talanta, 70(2), 315-322 (2006)
Electrochemical sensing platform amplified with a nanobiocomposite of L-phenylalanine ammonia-lyase enzyme for the detection of capsaicin
Sabela M I, et al.
Biosensors And Bioelectronics, 45-53 (2016)

商品

Palladacyclic catalysts by Bedford's group facilitate coupling reactions with low catalyst loadings and challenging aryl chlorides.

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