Capsaicin from Capsicum annuum

Chemodex
Product Code: CDX-C0941
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-C0941-M05050 mg£65.00
Quantity:
CDX-C0941-M250250 mg£230.00
Quantity:
CDX-C0941-G0011 g£474.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +20°C, Long Term: +4°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
8-Methyl-N-vanillyl-trans-6-nonenamide; N-[(4-hydroxy-3-methoxyphenyl)methyl]-6E-8-methyl-nonenamide; NSC 56353
Appearance:
White crystalline solid.
CAS:
404-86-4
Class:
6.1
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS06, GHS08
Handling Advice:
Keep cool and dry. Protect from light and moisture.
Hazards:
H301, H315, H317, H319, H334, H335
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
Long Description:
Chemical. CAS: 404-86-4. Formula: C18H27NO3. MW: 305.41. Synthetic. Primary active component of the heat and pain-eliciting lipid-soluble fraction of Capsicum pepper. Acts as an agonist at the vanilloid receptor (VR1; TRPV1) receptor, a ligand-gated non-selective cation channel. Capsaicin elicits a sensation of burning pain by activation of TRPV1 on small, non-myelinated polymodal C-type nociceptive nerve fibers. It has been shown to have antinociceptive, anti-inflammatory, anti-obesity, neuroprotective and anticancer effects.
MDL:
MFCD00017259
Molecular Formula:
C18H27NO3
Molecular Weight:
305.41
Package Type:
Vial
PG:
III
Precautions:
P261, P280, P301+P310, P305+P351+P338, P342+P311
Product Description:
Primary active component of the heat and pain-eliciting lipid-soluble fraction of Capsicum pepper. Acts as an agonist at the vanilloid receptor (VR1; TRPV1) receptor, a ligand-gated non-selective cation channel. Capsaicin elicits a sensation of burning pain by activation of TRPV1 on small, non-myelinated polymodal C-type nociceptive nerve fibers. It has been shown to have antinociceptive, anti-inflammatory, anti-obesity, neuroprotective and anticancer effects.
Purity:
>95% (HPLC)
Signal word:
Danger
SMILES:
COC1=C(O)C=CC(CNC(=O)CCCCC=CC(C)C)=C1
Solubility Chemicals:
Soluble in ethanol, benzene, ether or chloroform.
Source / Host:
Isolated from Capsicum annuum.
Transportation:
Excepted Quantity
UN Nummer:
UN 2811
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) P.G. Hoffman, et al.; J. Agric. Food Chem. 31, 1326 (1983) | (2) P.M. Gannett, et al.; J. Org. Chem. 53, 1064 (1988) | (3) B. Lynn; Pain 41, 61 (1990) | (4) P. Holzer; Adv. Exp. Med. Biol. 298, 3 (1991) | (5) Y.J. Surh & S.S. Lee; Life Sci. 56, 1845 (1995) | (6) M.J. Caterina, et al.; Nature 389, 816 (1997) | (7) S.C. Pingle, et al.; Handb. Exp. Pharmacol. 179, 155 (2007) | (8) S.J. Conway; Chem. Soc. Rev. 37, 1530 (2008) | (9) F.W. Leung; Prog. Drug Res. 68, 171 (2014) | (10) Y. Deng, et al.; Autoimmun. Rev. (2016)