Capsaicin

CAT: 0804-HY-10448-01Size: 50 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-10448-01Size:50 mg

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Description

Capsaicin ((E) -Capsaicin), an active component of chili peppers, is a TRPV1 agonist. Capsaicin has pain-relieving, antioxidant, anti-inflammatory, anti-cancer effects[1][2].

CAS Number

404-86-4

Product Name Alternative

(E) -Capsaicin

UNSPSC

12352005

Hazard Statement

H302, H315, H318

Target

Apoptosis; Autophagy; Endogenous Metabolite; TRP Channel

Type

Natural Products

Related Pathways

Apoptosis; Autophagy; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling

Applications

Cancer-programmed cell death

Field of Research

Cancer; Infection; Neurological Disease; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/Capsaicin.html

Purity

99.88

Solubility

DMSO : 100 mg/mL (ultrasonic) |Ethanol : 100 mg/mL (ultrasonic)

Smiles

CC(C)/C=C/CCCCC(NCC1=CC=C(O)C(OC)=C1)=O

Molecular Formula

C18H27NO3

Molecular Weight

305.41

Precautions

H302, H315, H318

References & Citations

[1]McNamara FN, et al. Effects of piperine, the pungent component of black pepper, at the human vanilloid receptor (TRPV1) . Br J Pharmacol. 2005 Mar;144 (6) :781-90.|[2]Shin YH, et al. The Effect of Capsaicin on Salivary Gland Dysfunction. Molecules. 2016 Jun 25;21 (7) .|[3]Anandakumar P, et al. Capsaicin provokes apoptosis and restricts benzo (a) pyrene induced lung tumorigenesis in Swiss albino mice. Int Immunopharmacol. 2013 Jun 6;17 (2) :254-259.|[4]Nah JJ, et al. Effect of ginsenosides, active components of ginseng, on capsaicin-induced pain-related behavior. Neuropharmacology. 2000 Aug 23;39 (11) :2180-4.|[5]Joshi SK, et al Comparison of antinociceptive actions of standard analgesics in attenuating capsaicin and nerve-injury-induced mechanical hypersensitivity. Neuroscience. 2006 Dec 1;143 (2) :587-96.|[6]Pelissier T, et al. The orofacial capsaicin test in rats: effects of different capsaicin concentrations and morphine. Pain. 2002 Mar;96 (1-2) :81-7.|[7]Matsuda H, et al. Roles of capsaicin-sensitive sensory nerves, endogenous nitric oxide, sulfhydryls, and prostaglandins in gastroprotection by momordin Ic, an oleanolic acid oligoglycoside, on ethanol-induced gastric mucosal lesions in rats. Life Sci. 1999;65 (2) :PL27-32.|[8]Demirbilek S, et al. Small-dose capsaicin reduces systemic inflammatory responses in septic rats. Anesth Analg. 2004 Nov;99 (5) :1501-1507.|[9]Friedman JR, et al. Anticancer Activity of Natural and Synthetic Capsaicin Analogs. J Pharmacol Exp Ther. 2018 Mar;364 (3) :462-473.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, protect from light)

Scientific Category

Natural Products

Clinical Information

Launched

Citation 01

Chemical Information

Capsaicin

Capsaicin is a capsaicinoid. It has a role as a TRPV1 agonist, a non-narcotic analgesic and a voltage-gated sodium channel blocker.

CAS Number	404-86-4
PubChem CID	1548943
IUPAC Name	(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
Molecular Formula	C18H27NO3
Molecular Weight	305.4
XLogP	3.6
Topological Polar Surface Area	58.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	9
Heavy Atom Count	22
Formal Charge	0
Complexity	341

SMILES

CC(C)/C=C/CCCCC(=O)NCC1=CC(=C(C=C1)O)OC

InChI

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+

InChIKey

YKPUWZUDDOIDPM-SOFGYWHQSA-N

Chemical Structure

2D Structure

CAS: 404-86-4

CID: 1548943

Formula: C18H27NO3

MW: 305.4

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	305.4
XLogP3	3.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	9
Exact Mass	305.19909372
Monoisotopic Mass	305.19909372
Topological Polar Surface Area	58.6 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	341
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
TB0818-0025	Capsaicin

Capsaicin

Chemical Information

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