Key Documents

View All Documentation

21750

Capsaicin

Name: Capsaicin
Brand: SIGMA

from Capsicum sp., ≥50% (HPLC)

Synonym(s):

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

Select a Size

Change View

About This Item

Linear Formula:

(CH₃)₂CHCH=CH(CH₂)₄CONHCH₂C₆H₃-4-(OH)-3-(OCH₃)

CAS Number:

404-86-4

Molecular Weight:

305.41

UNSPSC Code:

12352200

NACRES:

NA.25

PubChem Substance ID:

57647941

EC Number:

206-969-8

Beilstein/REAXYS Number:

2816484

MDL number:

MFCD00017259

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

biological source

Capsicum sp.

Quality Level

100

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

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

human ... CYP1A2(1544), TRPV1(7442)
rat ... Trpv1(83810), Trpv4(66026)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Biochemicals

Natural Products for Research and Discovery

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.

Application

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

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.

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.

pictograms

GHS06,GHS08,GHS05

signalword

Danger

hcodes

H300,H315,H317,H318,H334,H335

pcodes

P261 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338

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

ppe

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

Regulatory Information

涉药品监管产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Systematic review of topical capsaicin for the treatment of chronic pain.

Lorna Mason et al.

BMJ (Clinical research ed.), 328(7446), 991-991 (2004-03-23)

To determine the efficacy and safety of topically applied capsaicin for chronic pain from neuropathic or musculoskeletal disorders. Cochrane Library, Medline, Embase, PubMed, an in-house database, and contact with manufacturers of topical capsaicin. Randomised controlled trials comparing topically applied capsaicin

Direct activation of capsaicin receptors by products of lipoxygenases: endogenous capsaicin-like substances.

S W Hwang et al.

Proceedings of the National Academy of Sciences of the United States of America, 97(11), 6155-6160 (2000-05-24)

Capsaicin, a pungent ingredient of hot peppers, causes excitation of small sensory neurons, and thereby produces severe pain. A nonselective cation channel activated by capsaicin has been identified in sensory neurons and a cDNA encoding the channel has been cloned

Impaired nociception and pain sensation in mice lacking the capsaicin receptor.

M J Caterina et al.

Science (New York, N.Y.), 288(5464), 306-313 (2000-04-15)

The capsaicin (vanilloid) receptor VR1 is a cation channel expressed by primary sensory neurons of the "pain" pathway. Heterologously expressed VR1 can be activated by vanilloid compounds, protons, or heat (>43 degrees C), but whether this channel contributes to chemical

Capsaicin is a New Gastrointestinal Mucosal Protecting Drug Candidate in Humans?Pharmaceutical Development and Production Based on Clinical Pharmacology

Capsaicin-sensitive Neural Afferentation and the Gastrointestinal Tract: From Bench to Bedside (2014)

Pharmacodynamic modeling of cough responses to capsaicin inhalation calls into question the utility of the C5 end point.

Emma C Y Hilton et al.

The Journal of allergy and clinical immunology, 132(4), 847-855 (2013-06-20)

Inhaled capsaicin elicits cough reproducibly in human subjects and is widely used in the study of cough and antitussive therapies. However, the traditional end points C2 and C5 (the concentrations of capsaicin inducing at least 2 or 5 coughs, respectively)

View All Related Papers

Global Trade Item Number

SKU	GTIN
21750-5G-F	04061838062413
21750-1G-F	04061838062406
21750-100MG-F	04061838774927

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service