Dihydrocapsaicin

Chemodex
Product Code: CDX-D0679
Supplier: Chemodex
CodeSizePrice
CDX-D0679-M0055 mg£35.00
Quantity:
CDX-D0679-M02525 mg£114.00
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

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
6,7-Dihydrocapsaicin; 8-Methyl-N-vanillylnonanamide; N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonenamide
Appearance:
White to off-white powder.
CAS:
19408-84-5
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Handling Advice:
Protect from light and moisture.
Hazards:
H301-H315-H319-H335
InChi:
InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)
InChiKey:
XJQPQKLURWNAAH-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 19408-84-5. Formula: C18H29NO3. MW: 307.43. Isolated from plant source. Dihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (capsicum). Dihydrocapsaicin accounts for about 10% of the total capsaicinoid mixture and separation by HPLC is required in order to obtain pure dihydrocapsaicin. Dihydrocapsaicin, similar as capsaicin elicits a sensation of burning pain by activation of VR1 on small, non-myelinated polymodal C-type nociceptive nerve fibers. VR1 (vanilloid receptor 1) is a heat activated calcium ion channel which functions as a part of the normal nociceptive pain pathway. Shown to be analgesic against arthritis pain and inflammation and protective effects against high cholesterol levels and obesity. Induced autophagy, apoptosis in glioma cells via ROS-dependent pathways.
MDL:
MFCD00057794
Molecular Formula:
C18H29NO3
Molecular Weight:
307.43
Package Type:
Vial
PG:
II
Precautions:
P261-P301 + P310-P305 + P351 + P338
Product Description:
Dihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (capsicum). Dihydrocapsaicin accounts for about 10% of the total capsaicinoid mixture and separation by HPLC is required in order to obtain pure dihydrocapsaicin. Dihydrocapsaicin, similar as capsaicin elicits a sensation of burning pain by activation of VR1 on small, non-myelinated polymodal C-type nociceptive nerve fibers. VR1 (vanilloid receptor 1) is a heat activated calcium ion channel which functions as a part of the normal nociceptive pain pathway. Shown to be analgesic against arthritis pain and inflammation and protective effects against high cholesterol levels and obesity. Induced autophagy, apoptosis in glioma cells via ROS-dependent pathways.
Purity:
>97% (HPLC)
Signal word:
Danger
SMILES:
OC1=C(OC)C=C(CNC(CCCCCCC(C)C)=O)C=C1
Solubility Chemicals:
Soluble in ethanol, DMSO or DMF (30mg/ml).
Source / Host:
Isolated from plant source.
Transportation:
Excepted Quantity
UN Nummer:
3462
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) E. Leete & W.C. Louden; JACS 90, 6837 (1968) | (2) M.S. Miller, et al.; Eur. J. Pharmacol. 83, 289 (1982) | (3) P.M. Gannett, et al.; J. Org. Chem. 53, 1064 (1988) | (4) M.J. Caterina, et al.; Nature 389, 816 (1997) | (5) J. Szocsany; Neuropeptides 38, 377 (2004) | (6) R. Kempaiah, et al.; Mol. Cell. Biol. 275, 7 (2005) | (7) S.H. Oh, et al.; Autophagy 4, 1009 (2008) | (8) M. Halme, et al.; J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1009-1010, 17 (2016) | (9) J.J. Zhao, et al.; Arch. Biochem. Biophys. 604, 27 (2016) | (10) L. Xie, et al.; Mol. Med. Rep. 14, 4198 (2016)