Terpinolene

• CAT Number: M002129
• CAS Number: 586-62-9
• Molecular Formula: C10H16
• Molecular Weight: 136.238
• Purity: ≥95%
• Storage: Store at -20C
• IUPAC Name: 1-methyl-4-propan-2-ylidenecyclohexene
• InChI: InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
• InChIKey: MOYAFQVGZZPNRA-UHFFFAOYSA-N
• SMILES: CC1=CCC(=C(C)C)CC1

Terpinolene (CAS 586-62-9) is a monoterpene found in the essential oils of various plants with antiproliferative and antioxidant properties.

Reference

1.Macedo EM, Santos WC, Sousa BP Neto, Lopes EM, Piauilino CA, Cunha FV, Sousa DP, Oliveira FA, Almeida FR. Association of terpinolene and diclofenac presents antinociceptive and anti-inflammatory synergistic effects in a model of chronic inflammation. Braz J Med Biol Res. 2016 Jun 20;49(7). pii: S0100-879X2016000700602. doi: 10.1590/1414-431X20165103. PubMed PMID: 27332775; PubMed Central PMCID: PMC4918787.
2.Fujita K, Bunyu Y, Kuroda K, Ashitani T, Shigeto J, Tsutsumi Y. A novel synthetic pathway for tropolone ring formation via the olefin monoterpene intermediate terpinolene in cultured Cupressus lusitanica cells. J Plant Physiol. 2014 May 1;171(8):610-4. doi: 10.1016/j.jplph.2013.12.016. Epub 2014 Mar 20. PubMed PMID: 24709152.
3.Turkez H, Aydın E, Geyikoglu F, Cetin D. Genotoxic and oxidative damage potentials in human lymphocytes after exposure to terpinolene in vitro. Cytotechnology. 2015 May;67(3):409-18. doi: 10.1007/s10616-014-9698-z. Epub 2014 Mar 4. PubMed PMID: 24590926; PubMed Central PMCID: PMC4371562.
4.Harrison JC, Wells JR. Investigation of terpinolene + ozone or terpinolene + nitrate radical reaction products using denuder/filter apparatus. Atmos Environ (1994). 2013 Dec;80:524-532. PubMed PMID: 26527171; PubMed Central PMCID: PMC4624623.
5.Okumura, Naoko, et al. "Terpinolene, a component of herbal sage, downregulates AKT1 expression in K562 cells." Oncology letters 3.2 (2012): 321-324.
6.Ramos, Eduardo HS, et al. "Chemical composition, leishmanicidal and cytotoxic activities of the essential oils from Mangifera indica L. var. Rosa and Espada." BioMed research international 2014 (2014).
7.Turkez, Hasan, et al. "Genotoxic and oxidative damage potentials in human lymphocytes after exposure to terpinolene in vitro." Cytotechnology 67.3 (2015): 409-418.