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辣椒碱

辣椒碱用途

Capsaicin是一种 TRPV1 激动剂,在HEK293细胞中的 EC50 为0.29 μM。

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辣椒碱名称

[ CAS 号 ]:
404-86-4

[ 中文名 ]:
辣椒碱

[ 英文名 ]:
capsaicin

[中文别名 ]:

[英文别名 ]:

(E)-Capsaicin
8-Methyl-N-vanillyl-trans-6-nonenamide
(E)-8-Methyl-N-vanillyl-6-nonenamide
MFCD00017259
CAPSAICINE
Zostrix
trans-Capsaicin
Qutenza
8-Methyl-N-vanillyl-6-nonenamide
capsaicin

辣椒碱生物活性

[ 描述 ]:

Capsaicin是一种 TRPV1 激动剂,在HEK293细胞中的 EC50 为0.29 μM。

[ 相关类别 ]:

信号通路 >> 自噬 >> 自噬

信号通路 >> 跨膜转运 >> TRP频道

天然产物 >> 生物碱

研究领域 >> 癌症

[ 靶点 ]

EC50: 290 nM (hTRPV1, in HEK293 cell)[1]

[体外研究]

辣椒素是瞬时受体电位香草酸亚型1(TRPV1)的激动剂,其在伤害性感觉神经元和一系列分泌性上皮细胞(包括唾液腺)中表达。辣椒素激活TRPV1,其通过以ERK依赖性方式调节推定的细胞间粘附分子的表达和功能来调节紧密连接(TJ)的通透性[2]。发现辣椒素以剂量和时间依赖性方式抑制FaDu细胞的生长和增殖。用50,100,200和300μM辣椒素处理的细胞随着辣椒素剂量的增加显示出细胞生长的增加的减少。此外,随着孵育时间的增加,活细胞的百分比降低。观察到的IC50值约为150μM[3]。

[体内研究]

辣椒素(CAP)处理的动物(组IV)显示增加的DNA片段化,表明与B(a)P-诱导的携带肺癌的动物(组II)相比显示细胞凋亡,其显示DNA片段化减少。与B组(a)P组给予第II组肺癌动物相比,CAP处理的IV组动物显示p53,Bax和caspase-3的表达显着增加,抗凋亡蛋白Bcl-2水平显着降低[ 4]。辣椒素在雌性Wistar/ST大鼠中引起剂量依赖性的泪液分泌减少。在20,50和100mg/kg的剂量下观察到显着效果。此外,辣椒素也会引起角膜病变,在50和100 mg/kg剂量下观察到显着效果[5]。

[细胞实验]

将FaDu细胞以1×10 5个细胞/孔的密度接种在24孔板上。过夜生长后，用不同浓度的辣椒素（0μM，50μM，100μM，150μM，200μM，250μM，300μM和350μM）处理细胞24,48和72小时，更换培养基每24小时一次。在处理结束时，添加30μL四唑鎓化合物MTT和270μL新鲜培养基。在37℃下进一步温育4小时后，向每个孔中加入200μL的0.1N HCl的10％SDS溶液以溶解四唑鎓晶体。最后，使用ELISA平板读数器记录540nm波长的吸光度[3]。

[动物实验]

小鼠[4]将体重20-25g（8-10周龄）的健康雄性瑞士白化小鼠分成四组，每组六只，每只小鼠如下。第I组：对照动物在整个实验过程中接受橄榄油。第II组：给动物施用苯并（a）芘（B（a）P）（50mg / kg体重，溶于橄榄油中），每周两次口服，连续四周。第III组：动物每周一次腹腔注射辣椒素（10mg / kg体重溶于橄榄油），持续14周，以评估辣椒素诱导的细胞毒性（如果有的话）。第IV组：动物腹膜内接受B（a）P（如第II组）以及辣椒素（10mg / kg b.wt溶于橄榄油中）。辣椒素治疗在第一剂B（a）P给药前一周开始，持续14周。大鼠[5]使用4日龄雌性Wistar / ST大鼠。在出生后第4天，给大鼠单次皮下注射辣椒素，剂量为50mg / kg（剂量反应试验为20和100mg / kg），溶于含10％乙醇和10％吐温80的生理盐水中。载体处理的大鼠单独接受载体溶液。注射的大鼠与其母亲一起饲养，母鸡喂食标准大鼠食物并保持在正常条件下。在4周龄时，将注射的大鼠分开并饲养在笼中，并保持在正常条件下直至实验开始。

[参考文献]

[1]. McNamara FN, et al. Effects of piperine, the pungent component of black pepper, at the human vanilloid receptor (TRPV1). Br J Pharmacol. 2005 Mar;144(6):781-90.

[2]. Shin YH, et al. The Effect of Capsaicin on Salivary Gland Dysfunction. Molecules. 2016 Jun 25;21(7).

[3]. Le TD, et al. Capsaicin-induced apoptosis of FaDu human pharyngeal squamous carcinoma cells. Yonsei Med J. 2012 Jul 1;53(4):834-41.

[4]. Anandakumar P, et al. Capsaicin provokes apoptosis and restricts benzo(a)pyrene induced lung tumorigenesis in Swiss albino mice. Int Immunopharmacol. 2013 Jun 6;17(2):254-259.

[5]. Kagawa Y, et al. Investigation of capsaicin-induced superficial punctate keratopathy model due to reduced tear secretion in rats. Curr Eye Res. 2013 Jul;38(7):729-35.

[6]. Wang J, et al. Anti-inflammatory and retinal protective effects of capsaicin on ischaemia-induced injuries through the release of endogenous somatostatin. Clin Exp Pharmacol Physiol. 2017 Jul;44(7):803-814.

[相关活性小分子]

辣椒平 | 5-(N-乙基-N-异丙基)阿米洛利 | 氯化二亚苯基碘鎓 | 2-(1,3-二甲基-2,6-二氧代-2,3-二氢-1H-嘌呤-7(6H)-基)-N-(4-异丙基苯基)乙酰胺 | 1-[2-(4-甲氧基)-2-[3-(4-甲氧基苯基)丙氧基]乙基]咪唑 | HC-067047 | AMG9810 | GSK1016790A | SAR7334 | PF-4840154 | RN-1734 | AMG 517 | 3-(4-氯苯基)-N-(3-甲氧基苯基)-2-丙烯酰胺 | 冰素 | ML204

辣椒碱物理化学性质

[ 密度 ]:
1.0±0.1 g/cm3

[ 沸点 ]:
469.7±55.0 °C at 760 mmHg

[ 熔点 ]:
62-65 °C(lit.)

[ 分子式 ]:
C₁₈H₂₇NO₃

[ 分子量 ]:
305.412

[ 闪点 ]:
237.9±31.5 °C

[ 精确质量 ]:
305.199097

[ PSA ]:
58.56000

[ LogP ]:
4.27

[ 外观性状 ]:
白色结晶粉末

[ 蒸汽压 ]:
0.0±1.2 mmHg at 25°C

[ 折射率 ]:
1.508

[ 储存条件 ]:
库房低温通风干燥,与食品原料分开存放

[ 稳定性 ]:
Stable. Incompatible with strong oxidizing agents.

[ 水溶解性 ]:
insoluble

辣椒碱MSDS

详细MSDS(安全技术说明书)

辣椒碱毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RA8530000

CHEMICAL NAME :: 6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (E)-

CAS REGISTRY NUMBER :: 404-86-4

BEILSTEIN REFERENCE NO. :: 2816484

LAST UPDATED :: 199712

DATA ITEMS CITED :: 23

MOLECULAR FORMULA :: C18-H27-N-O3

MOLECULAR WEIGHT :: 305.46

WISWESSER LINE NOTATION :: 1OR BQ E1MV5U1Y1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 9500 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - muscle contraction or spasticity

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 47200 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >512 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6500 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - muscle contraction or spasticity

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 9000 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - muscle contraction or spasticity

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 7800 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - muscle contraction or spasticity

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intratracheal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1600 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - muscle contraction or spasticity

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Rectal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >218 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: 1600 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1100 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - muscle contraction or spasticity

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: >120 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2400 mg/kg/2W-I

TOXIC EFFECTS :: Behavioral - food intake (animal) Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3318 mg/kg/5W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: DNA inhibition

TYPE OF TEST :: Sister chromatid exchange

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 5 mg/L

REFERENCE :: CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 48,109,1989 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

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辣椒碱安全信息

[ 符号 ]:

GHS06, GHS08

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301-H315-H317-H319-H334-H335

[ 警示性声明 ]:
P261-P280-P301 + P310-P305 + P351 + P338-P342 + P311

[ 个人防护装备 ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ 危害码 (欧洲) ]:
T:Toxic

[ 风险声明 (欧洲) ]:
R25;R37/38;R41;R42/43

[ 安全声明 (欧洲) ]:
S22-S26-S28-S36/39-S45

[ 危险品运输编码 ]:
UN 2811 6.1/PG 2

[ WGK德国 ]:
3

[ RTECS号 ]:
RA8530000

[ 包装等级 ]:
II

[ 危险类别 ]:
6.1(a)

[ 海关编码 ]:
2932999099

辣椒碱上下游产品

辣椒碱上游产品

辣椒碱下游产品

辣椒碱制备

1.存在于茄科植物辣椒（Capsicum annuum）中，通过植物原料的提取而得到。

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辣椒碱海关

[ 海关编码 ]: 2924299090

[ 中文概述 ]:
2924299090. 其他环酰胺（包括环氨基甲酸酯）（包括其衍生物以及他们的盐）. 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 ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

辣椒碱文献

Unbiased classification of sensory neuron types by large-scale single-cell RNA sequencing.

Nat. Neurosci. 18(1) , 145-53, (2015)

The primary sensory system requires the integrated function of multiple cell types, although its full complexity remains unclear. We used comprehensive transcriptome analysis of 622 single mouse neuro...

TCF4 Is a Molecular Target of Resveratrol in the Prevention of Colorectal Cancer.

Int. J. Mol. Sci. 16 , 10411-25, (2015)

The Wnt/β-catenin pathway plays an essential role in the tumorigenesis of colorectal cancer. T-cell factor-4 (TCF4) is a member of the TCF/LEF (lymphoid enhancer factor) family of transcription factor...

Pituitary Adenylate Cyclase-Activating Polypeptide Is Upregulated in Murine Skin Inflammation and Mediates Transient Receptor Potential Vanilloid-1-Induced Neurogenic Edema.

J. Invest. Dermatol. 135 , 2209-18, (2015)

Although pituitary adenylate cyclase-activating polypeptide (PACAP) was described as a key vasoregulator in human skin, little is known about its expression in mouse skin. As it is important to invest...

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辣椒碱相关知识

辣椒碱的药理作用及应用有哪些？

2022-04-21 17:01:01

标题：辣椒碱的药理作用及应用有哪些？　　【背景及概况】 [1][2][3] 　　辣椒为茄科植物辣椒的果实。辣椒由明朝时引进我国，《药性考》称其温中散寒，除风发汗去冷癖，行痰逐湿，用于治疗胃病、风湿病、神经痛等。辣椒碱是直接从红辣椒中提取出来的一种含有14种互溶的辣味组分的混合物，这种混合物早在1...

辣椒碱的生产工艺有哪些？

2022-04-21 17:23:13

标题：辣椒碱的生产工艺有哪些？　　【背景及概况】 [1][2][3] 　　辣椒为茄科植物辣椒的果实。辣椒由明朝时引进我国，《药性考》称其温中散寒，除风发汗去冷癖，行痰逐湿，用于治疗胃病、风湿病、神经痛等。辣椒碱是直接从红辣椒中提取出来的一种含有14种互溶的辣味组分的混合物，这种混合物早在1816...

辣椒碱的应用领域有哪些？

2022-04-21 17:25:13

标题：辣椒碱的应用领域有哪些？　　辣椒碱来源于纯天然红辣椒，全身是宝，是一种高附加值新产品。其用途广泛，涉及医药保健、生物农药、化工涂料、食品保健以及军事弹药等多个领域，具有极高的药用价值和经济价值。　　1. 医药领域　　医学研究和药理临床实验表明，辣椒碱具有镇痛、止痒、抗炎、抑菌以及对心血管和消...

辣椒碱

辣椒碱用途

辣椒碱名称

辣椒碱生物活性

辣椒碱物理化学性质

辣椒碱MSDS

详细MSDS(安全技术说明书)

辣椒碱毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

辣椒碱安全信息

辣椒碱上下游产品

辣椒碱上游产品

辣椒碱下游产品

辣椒碱制备

辣椒碱海关

辣椒碱文献

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