LIPID MAPS

Carvacrol is a monoterpene that has been found in O. vulgare, and has diverse biological activities.¹ It induces currents in HEK293 cells expressing mouse transient receptor potential vanilloid 3 (TRPV3) or rat TRP ankyrin A1 (TRPA1) when used at concentrations of 500 and 250 µM, respectively.² It also inhibits constitutive activation of TRP melastatin 7 (TRPM7) expressed in HEK293 cells (IC50 = 306 µM).³ Carvacrol is active against various strains of P. aeruginosa (MICs = 0.3-0.13 µg/ml) and a variety of plant pathogenic fungi, including A. niger, A. ochraceus, Cladosporium, and F. oxysporum (MICs = 50, 100, 100, and 125 µg/ml, respectively).4,5. It decreases rat brain, liver, and kidney levels of malondialdehyde (MDA), as well as increases superoxide dismutase (SOD), glutathione peroxidase (GPX), glutathione reductase (GR), and catalase activities in the same tissues when administered at a dose of 40 mg/kg.⁶ Carvacrol (15 mg/kg) decreases the number of liver tumor nodules in a rat model of diethylnitrosamine-induced hepatocarcinogenesis.⁷ Formulations containing carvacrol have been used as flavoring agents.

This information has been provided by Cayman Chemical

References

1. Abbaszadeh, S., Sharifzadeh, A., Shokri, H., et al. Antifungal efficacy of thymol, carvacrol, eugenol and menthol as alternative agents to control the growth of food-relevant fungi. J. Mycol. Med. 24(2), e51-e56 (2014).

2. Jayakumar, S., Madankumar, A., Asokkumar, S., et al. Potential preventive effect of carvacrol against diethylnitrosamine-induced hepatocellular carcinoma in rats. Mol. Cell Biochem. 360(1-2), 51-60 (2012).

3. Samarghandian, S., Farkhonden, T., Samini, F., et al. Protective effects of carvacrol against oxidative stress induced by chronic stress in rat’s brain, liver, and kidney. Biochem. Res. Int. 2645237 (2016).

4. Cox, S.D., and Markham, J.L. Susceptibility and intrinsic tolerance of Pseudomonas aeruginosa to selected plant volatile compounds. J. Appl. Microbiol. 103(4), 930-936 (2007).

5. Parnas, M., Peters, M., Dadon, D., et al. Carvacrol is a novel inhibitor of Drosophila TRPL and mammalian TRPM7 channels. Cell Calcium 45(3), 300-309 (2009).

6. Xu, H., Delling, M., Jun, J.C., et al. Oregano, thyme and clove-derived flavors and skin sensitizers activate specific TRP channels. Nat. Neurosci. 9(5), 628-635 (2006).

7. Sharifi-Rad, M., Varoni, E.M., Iriti, M., et al. Carvacrol and human health: A comprehensive review. Phytother. Res. 32(9), 1675-1687 (2018).

InChiKey (Click to copy)

RECUKUPTGUEGMW-UHFFFAOYSA-N

InChi (Click to copy)

InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3

SMILES (Click to copy)

C1(C(C)C)=CC=C(C)C(O)=C1

Wikipedia

Carvacrol

KEGG ID

C09840

HMDB ID