A sesquiterpene with diverse biological activities
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Thujopsene

Item No. 35270

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1aS,4aS,8aS)-1,1a,4,4a,5,6,7,8-octahydro-2,4a,8,8-tetramethyl-cyclopropa[d]naphthalene
CAS Number
470-40-6
Synonyms
  • NSC 44707
  • cis-(–)-Thujopsene
Molecular Formula
C15H24
Formula Weight
204.4
Purity
≥85%
Formulation (Request formulation change)
A 1 mg/ml solution in dichloromethane
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleDichloromethane: Slightly soluble
SMILES
C[C@@]12[C@]3(C(C)(CCC2)C)[C@@](C(C)=CC1)([H])C3
InChi Code
InChI=1S/C15H24/c1-11-6-9-14(4)8-5-7-13(2,3)15(14)10-12(11)15/h6,12H,5,7-10H2,1-4H3/t12-,14-,15-/m0/s1
InChi Key
WXQGPFZDVCRBME-QEJZJMRPSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $49

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    1 mg

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    Product Description

    Thujopsene is a sesquiterpene that has been found in T. dolabrata and has diverse biological activities.1,2,3,4,5 It inhibits the Na+/K+-ATPase (IC50 = 25.9 µg/ml) and cytochrome P450 (CYP) isoform CYP2B6 (Ki = 0.8 µM).1,2 Thujopsene is active against Gram-positive and Gram-negative bacteria, including S. aureus, M. luteus, and S. typhimurium (MICs = 25-50 µg/ml).1 It inhibits antigen-induced β-hexosaminidase release from IgE-sensitized RBL-2H3 mast cells (IC50 = 25.1 µM) and is cytotoxic to A549 non-small cell lung cancer (NSCLC) cells with an LC50 value of 35.27 µg/ml.3,4 Thujopsene induces mortality in the mites D. farniae and T. putrescentiae (LC50s = 9.82 and 10.92 µg/cm2, respectively).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Oh, I., Yang, W.-Y., Park, J., et al. In vitro Na+/K+-ATPase inhibitory activity and antimicrobial activity of sesquiterpenes isolated from Thujopsis dolabrata. Arch. Pharm. Res. 34(12), 2141-2147 (2011).

    2. Jeong, H.U., Kwon, S.S., Kong, T.Y., et al. Inhibitory effects of cedrol, β-cedrene, and thujopsene on cytochrome P450 enzyme activities in human liver microsomes. J. Toxicol. Environ. Health A 77(22-24), 1522-1532 (2014).

    3. Kim, C.-H., Lee, T., Oh, I., et al. Mast cell stabilizing effect of (–)-Elema-1,3,11(13)-trien-12-ol and thujopsene from Thujopsis dolabrata is mediated by down-regulation of interleukin-4 secretion in antigen-induced RBL-2H3 cells. Biol. Pharm. Bull. 36(3), 339-345 (2013).

    4. Bordoloi, M., Saikia, S., Kolita, B., et al. Volatile inhibitors of phosphatidylinositol-3-kinase (PI3K) pathway: Anticancer potential of aroma compounds of plant essential oils. Anticancer Agents Med. Chem. 18(1), 87-109 (2018).

    5. Kim, J.-R., Perumalsamy, H., Kwon, M.J., et al. Toxicity of hiba oil constituents and spray formulations to American house dust mites and copra mites. Pest Manag. Sci. 71(5), 737-743 (2015).