Capsaicin-d₇  (Synonyms: (E)-Capsaicin-d₇)

Capsaicin-d₇ is deuterated labeled Capsaicin (HY-10448). Capsaicin ((E)-Capsaicin), an active component of chili peppers, is a TRPV1 agonist. Capsaicin induces a nociceptive response by binding to its receptors. Capsaicin has analgesic effects on neurological disorders. Capsaicin has antioxidant, anti-inflammatory, anti-cancer effects^[1][2].

1. This compound can be used as a tracer.
2. This compound can be used as an internal standard for quantitative analysis by NMR, GC-MS, or LC-MS.

Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs^[1].
Capsaicin (50-300 μM; 24-72 hours) shows an augmented decrease in cell growth in a dose- and time-dependent manner. The observed IC50 value is around 150 μM^[3].
Capsaicin (50-300 μM; 24-72 hours) shows increase in cytosolic cytochrome c, activation of caspase 3 and PARP (p85) levels, and decreases anti-apoptotic Bcl-2 protein and increases pro-apoptotic Bad/Bax expression^[3].
Capsaicin increases the nuclear condensation, nuclear DNA fragmentation and sub-G1 DNA content^[3].
Capsaicin suppresses the cell cycle progression at the G1/S phase in FaDu cells by decreasing the expression of the regulators of cyclin B1 and D1, as well as cyclin-dependent protein kinases cdk-1, cdk-2 and cdk-4^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Capsaicin suppresses the development of lung carcinoma by amending the protein expressions of apoptotic regulators p53, Bcl-2, Bax and caspase-3^[3].
Capsaicin (2 μg in 40 μL per mice, injected into the plantar surface of the left hind paw) induces pain-related behaviour in mice^[5].
Capsaicin (3-30 μg in 10 μL per rat, plantar injection) induces secondary mechanical hypersensitivity (SMH) (used clinically as a model to potentially predict neuropathic pain) in rats^[6].
Capsaicin (0-500 μg in 25 μL per rat, injected subcutaneously into the center of the right vibrissae pad) induces pain in the orofacial region or rats^[7].
In high dose, Capsaicin may should be adminstered under anesthesia condition^[8][9].
Capsaicin is more pungent than Dihydrocapsaicin (HY-N0361) ^[10].
Note: The spicy taste is choking, please take precautions.

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

312.46

C₁₈H₂₀D₇NO₃

404-86-4

[2H]C(/C=C/CCCCC(NCC1=CC=C(C(OC)=C1)O)=O)(C([2H])([2H])[2H])C([2H])([2H])[2H]

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.  [Content Brief]

  [2]. 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.  [Content Brief]

  [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.  [Content Brief]

  [4]. Shin YH, et al. The Effect of Capsaicin on Salivary Gland Dysfunction. Molecules. 2016 Jun 25;21(7).  [Content Brief]