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MilliporeSigma

21750

Sigma-Aldrich

Capsaicin

from Capsicum sp., ≥50% (HPLC)

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3)
CAS Number:
Molecular Weight:
305.41
Beilstein/REAXYS Number:
2816484
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

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biological source

Capsicum sp.

Quality Level

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

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1 of 4

This Item
M2028360376PHR1450
Capsaicin from Capsicum sp., ≥50% (HPLC)

21750

Capsaicin

Capsaicin ≥95%, from Capsicum sp.

M2028

Capsaicin

Capsaicin natural

360376

Capsaicin

biological source

Capsicum sp.

biological source

Capsicum sp.

biological source

-

biological source

-

form

powder

form

-

form

powder

form

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

-

application(s)

pharmaceutical (small molecule)

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

300

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

H2O: insoluble

solubility

H2O: insoluble, ethanol: soluble

solubility

chloroform: 5%

solubility

-

General description

Capsaicin occurs as the active ingredient of hot/red pepper and was first obtained by Thresh in 1846. It is a lipophilic vanilloid compound responsible for the acrid taste of hot peppers.[1][2][3]

Application

Capsaicin has been used in the development and pharmaceutical production of a gastrointestinal mucosal protective drug.[4]

Biochem/physiol Actions

Capsaicin shows its activity by binding to vanilloid receptors and eliciting a nociceptive response. It shows an analgesic effect in neuropathic and musculoskeletal disorders. Capsaicin is also used in the management of bladder detrusor hyperreflexia.[1][2][5][3][6]
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.

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


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Association of PDCD1 with susceptibility to systemic lupus erythematosus: evidence of population-specific effects
Ferreiros-Vidal I, et al.
Arthritis and Rheumatism, 50(8), 2590-2597 (2004)
PD-1 gene polymorphic variation is linked with first symptom of disease and severity of relapsing-remitting form of MS.
Pawla-Adamska
Journal of Neuroimmunology (2017)
A regulatory polymorphism in PDCD1 is associated with susceptibility to systemic lupus erythematosus in humans.
Prokunina L
Nature Genetics, 32(4), 666-669 (2002)
PD-L1 expression and its relationship with oncogenic drivers in non-small cell lung cancer (NSCLC).
Jiang L
Oncotarget (2017)
A regulatory polymorphism in PDCD1 is associated with susceptibility to systemic lupus erythematosus in humans.
Prokunina L
Nature Genetics (2002)

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