Saltar al contenido
Merck

360376

Sigma-Aldrich

Capsaicin

63.7% (HPLC), powder, TRPV1 agonist

Sinónimos:

8-Methyl-N-vanillyl-trans-6-nonenamide

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula lineal:
(CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3)
Número de CAS:
Peso molecular:
305.41
Beilstein/REAXYS Number:
2816484
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Capsaicin, natural

grade

natural

assay

63.7% (HPLC)

form

powder

composition

capsaicin, 65%
dihydrocapsaicin, 35%

mp

62-65 °C (lit.)

solubility

chloroform: 5%

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

¿Está buscando productos similares? Visita Guía de comparación de productos

General description

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.

Application

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.

Biochem/physiol Actions

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).
Prototype vanilloid receptor agonist. Neurotoxin; activates sensory neurons that give rise to unmyelinated C-fibers, many of which contain substance P. Topical application desensitizes the sensory nerve endings giving a paradoxical antinociceptive effect; systemic administration can be neurotoxic to capsaicin-sensitive cells, especially in newborn animals. Active component of chili peppers.

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

Storage Class

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

wgk_germany

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Los clientes también vieron

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)
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)

Artículos

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

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

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

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

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico