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Merck

360376

Sigma-Aldrich

Capsaicin

63.7% (HPLC), powder, TRPV1 agonist

Sinónimos:

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

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About This Item

Fórmula lineal:
(CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3)
Número de CAS:
Peso molecular:
305.41
Beilstein:
2816484
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nombre del producto

Capsaicin, natural

grado

natural

Nivel de calidad

Ensayo

63.7% (HPLC)

Formulario

powder

composición

capsaicin, 65%
dihydrocapsaicin, 35%

mp

62-65 °C (lit.)

solubilidad

chloroform: 5%

temp. de almacenamiento

2-8°C

cadena SMILES

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+

Clave InChI

YKPUWZUDDOIDPM-SOFGYWHQSA-N

Información sobre el gen

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Descripción general

Capsaicin (Zostrix), an alkaloid extract is obtained from hot chili peppers.[1][2] It is accessible in the form of cream and lotion.[1] 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.[3]

Aplicación

Capsaicin has been used in the development of the isolation methods.[4] It has also been used in the development of enzyme based electrochemical biosensor for the determination of capsaicin using a novel signal amplification strategy.[5]

Acciones bioquímicas o fisiológicas

Capsaicin is used as an important component of oleoresin capsicum or pepper spray.[6] It plays a beneficial role in obesity, cardiovascular and gastrointestinal conditions, several cancers, neurogenic bladder and dermatologic conditions.[3] 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.[2] It is considered as an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1).[3]
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.
Prototype vanilloid receptor agonist; neurotoxin. Active component of chili peppers.

Palabra de señalización

Danger

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

235.4 °F - closed cup

Punto de inflamabilidad (°C)

113 °C - closed cup

Equipo de protección personal

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


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Los clientes también vieron

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)
Postherpetic neuralgia
Christo P J and Cauley B D
Headache, 48, 130-134 (2008)
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.

Questions

  1. Is this product food grade?

    1 answer
    1. This product is intended for research use only and is not considered a Food Grade item. Unfortunately, there is no food grade product option available at this time.

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