A monoterpene alcohol with diverse biological activities
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Terpineol

Item No. 23173

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α,α,4-trimethyl-3-cyclohexene-1-methanol, 1-methyl-4-(1-methylethenyl)-cyclohexanol, 1-methyl-4-(1-methylethylidene)-cyclohexanol
CAS Number
8000-41-7
Molecular Formula
C10H18O
Formula Weight
154.3
Purity
≥90% (mixture of isomers)
Formulation (Request formulation change)
An oil
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleEthanol: Slightly solubleMethanol: Slightly soluble
SMILES
CC(O)(C)C1CCC(C)=CC1.C=C(C)C2CCC(C)(O)CC2.C/C(C)=C3CCC(C)(O)CC/3
InChi Code
InChI=1S/3C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11;2*1-8(2)9-4-6-10(3,11)7-5-9/h4,9,11H,5-7H2,1-3H3;11H,4-7H2,1-3H3;9,11H,1,4-7H2,2-3H3
InChi Key
NGVQETRGDCKEAH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $63

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    5 g

    $257

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    10 g

    $454

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    Product Description

    Terpineol is a monoterpene alcohol that has been found in a variety of plants, including Cannabis, and has diverse biological activities.1 α-Terpineol has antibacterial and antinociceptive properties.2,3 It is active against a variety of periodontopathic and cariogenic bacteria, including strains of P. gingivalis, F. nucleatum, and A. actinomycetemcomitans (MICs = 0.1-0.8 mg/ml), however, it is toxic to KB cells when used at a concentration of 0.8 mg/ml.2 It also reduces mechanical hyperalgesia, as well as spontaneous and palpation-induced nociception, in a mouse model of cancer-induced pain beginning on day 5 when administered at a dose of 50 mg/kg per day.3 Terpinen-4-ol has anticonvulsant properties, inhibiting pentylenetetrazol-induced seizures in mice when used at doses ranging from 50 to 200 mg/kg.4 α-Terpineol and terpinen-4-ol also have anti-inflammatory properties, reducing LPS-induced production of IL-1β, IL-6, and IL-10, but not TNF-α, in U937 cells.5 This product is a mixture of α-, β-, and γ-terpineol.

    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. Park, S.-N., Lim, Y.K., Freire, M.O., et al. Antimicrobial effect of linalool and α-terpineol against periodontopathic and cariogenic bacteria. Anaerobe 18(3), 369-372 (2012).

    3. Gouveia, D.N., Costa, J.S., Oliveira, M.A., et al. α-Terpineol reduces cancer pain via modulation of oxidative stress and inhibition of iNOS. Biomed. Pharmacother. 105, 652-661 (2018).

    4. Nóbrega, F.F.F., Salvadori, M.G.S.S., Masson, C.J., et al. Monoterpenoid terpinen-4-ol exhibits anticonvulsant activity in behavioural and electrophysiological studies. Oxid. Med. Cell. Longev. 703848 (2014).

    5. Nogueira, M.N.M., Aquino, S.G., Rossa Junior, C., et al. Terpinen-4-ol and alpha-terpineol (tea tree oil components) inhibit the production of IL-1β, IL-6 and IL-10 on human macrophages. Inflamm. Res. 63(9), 769-778 (2014).