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21750

辣椒素

from Capsicum sp., ≥50% (HPLC)

别名:

8-甲基-N-香草基-反-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:
404-86-4
分子量:
305.41
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
57647941
EC Number:
206-969-8
Beilstein/REAXYS Number:
2816484
MDL number:
MFCD00017259
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biological source

Capsicum sp.

Quality Level

100

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

SMILES string

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

Gene Information

human ... CYP1A2(1544), TRPV1(7442)
rat ... Trpv1(83810), Trpv4(66026)

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。

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。辣椒的活性成分。
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。
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。

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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

此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCD6805
BCBJ2271V
BCBH7471V
1437650V
1437650

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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
Jennifer Leech et al.
American journal of respiratory and critical care medicine, 188(9), 1069-1075 (2013-10-08)
Antitussive therapies are accompanied by a substantial placebo effect, indicating that inhibitory circuits in the brain have a significant capacity to regulate cough neural processing. However, essentially nothing is known about the identity of these inhibitory circuits or how they
Farzad Alemi et al.
The Journal of clinical investigation, 123(4), 1513-1530 (2013-03-26)
Patients with cholestatic disease exhibit pruritus and analgesia, but the mechanisms underlying these symptoms are unknown. We report that bile acids, which are elevated in the circulation and tissues during cholestasis, cause itch and analgesia by activating the GPCR TGR5.
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