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Merck

211275

Capsaicin

≥98% (TLC), TRPV1 agonist, solid

Synonym(s):

Capsaicin, [(E)-N-(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide

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About This Item

Empirical Formula (Hill Notation):
C18H27NO3
CAS Number:
404-86-4
Molecular Weight:
305.41
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00017259

Product Name

Capsaicin, An active constituent of cayenne pepper with excitatory and desensitizing effects on a subset of primary afferent sensory neurons.

SMILES string

N(Cc1cc(c(cc1)O)OC)C(=O)CCCC\C=C\C(C)C

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

description

Merck USA index - 14, 1768

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white

solubility

ethanol: 5 mg/mL

shipped in

ambient

storage temp.

10-30°C

Quality Level

100

Related Categories

Disclaimer

Toxicity: Toxic (F)

General description

An active constituent of cayenne pepper with excitatory and desensitizing effects on a subset of primary afferent sensory neurons. An antagonist of acetylcholine-induced responses in rat PC12 cells. Exhibits anti-nociceptive and anti-inflammatory effects. Inhibits NF-κB activation by TNF. Reversibly inhibits platelet aggregation.
An active constituent of cayenne pepper. Has excitatory and desensitizing effects on a subset of primary afferent sensory neurons. An antagonist of acetylcholine-induced respones in rat pheochromocytoma cells. Exhibits antinociceptive and anti-inflammatory effects. Inhibits NF-κB activation by TNF. Reversibly inhibits platelet aggregation.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Singh, S., et al. 1996. J. Immunol.157, 4412.
Nakazawa, K., et al. 1994. Br. J. Pharmacol.113, 296.
Simmons, D.D., et al. 1994. Int. J. Dev. Neurosci.12, 517.
Takaki, M., et al. 1994. J. Mol. Cell. Cardiol.26, 1227.
Bevan, S., and Szolcsanyi, J. 1990. Trends Pharmacol. Sci.11, 330.
Pernow, B., et al. 1985. J. Immunol.135, 8125.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Peng Gao et al.
Diabetes, 69(2), 165-180 (2019-11-13)
The whitening and loss of brown adipose tissue (BAT) during obesity and aging promote metabolic disorders and related diseases. The imbalance of Ca2+ homeostasis accounts for the dysfunction and clearance of mitochondria during BAT whitening. Capsaicin, a dietary factor activating

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