A monoterpene with diverse biological activities
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Terpinolene

Item No. 21712

Technical Information
Formal Name
1-methyl-4-(1-methylethylidene)-cyclohexene
CAS Number
586-62-9
Synonyms
  • 4-Isopropylidene-1-Methylcyclohexene
  • p-Meth-1-en-8-yl-formate
  • δ-Terpinene
  • α-Terpinolene
Molecular Formula
C10H16
Formula Weight
Purity
≥85%
Chloroform: Slightly SolubleMethanol: Slightly Soluble
SMILES
C/C(C)=C1CC=C(C)CC/1
InChi Code
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
InChi Key
MOYAFQVGZZPNRA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Terpinolene is a monoterpene found in the essential oils of various plants, including C. sativa, and has diverse biological activities including antiproliferative and antioxidant properties.1,2,3,4,5 It inhibits expression of AKT1 in Jurkat and K562 cells by 95% when used at a concentration of 0.05% and inhibits the growth of K562 cells when used at a concentration of 0.01%.3 Terpinolene also inhibits the growth of HT-29, Hep-2, NCI-292, and HL-60 cells (IC50s = 16.7, 13.7, 17.4, and 28.8 μg/ml, respectively).4 In cultured human blood cells, terpinolene (10-75 mg/L) increases total antioxidant capacity (TAC), but decreases cell viability when used at a concentration of ≥150 mg/L.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ross, S.A., and ElSohly, M.A. The volatile oil composition of fresh and air-dried buds of Cannabis sativa. J. Nat. Prod. 59(1), 49-51 (1996).

    2. Elzinga, S., Fischedick, J., Podkolinski, R., et alCannabinoids and terpenes as chemotaxonomic markers in Cannabis. Nat. Prod. Chem. Res. 3(4), 181 (2015).

    3. Okumura, N., Yoshida, H., Nishimura, Y., et alTerpinolene, a component of herbal sage, downregulates AKT1 expression in K562 cells. Oncol. Lett. 3(2), 321-324 (2012).

    4. Ramos, E.H., Moraes, M.M., Nerys, L.L., et alChemical composition, leishmanicidal and cytotoxic activities of the essential oils from Mangifera indica L. var. Rosa and Espada. Biomed. Res. Int. 2014:734946, (2014).

    5. Turkez, H., Aydın, E., Geyikoglu, F., et alGenotoxic and oxidative damage potentials in human lymphocytes after exposure to terpinolene in vitro. Cytotechnology 67(3), 409-418 (2015).