A β-triketone with diverse biological activities
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Isomer(s)
44965Isoleptospermone
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Leptospermone

Item No. 45456

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,2,4,4-tetramethyl-6-(3-methyl-1-oxobutyl)-1,3,5-cyclohexanetrione
CAS Number
567-75-9
Molecular Formula
C15H22O4
Formula Weight
266.3
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in ethyl acetate
Solubility(Learn about Variance in Solubility)
Ethyl Acetate: Soluble: ≥10 mg/ml
SMILES
O=C(C1C(C(C)(C)C(C(C)(C)C1=O)=O)=O)CC(C)C
InChi Code
InChI=1S/C15H22O4/c1-8(2)7-9(16)10-11(17)14(3,4)13(19)15(5,6)12(10)18/h8,10H,7H2,1-6H3
InChi Key
YDWYMAHAWHBPPT-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $75

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    Product Description

    Leptospermone is a polyketide synthase-derived β-triketone that has been found in L. scoparium and has diverse biological activities.1,2,3,4 It inhibits 4-hydrophyphenylpyruvate dioxygenase (HPPD; IC50 = 11.8 µM for the A. thaliana enzyme).1 Leptospermone is active against B. subtilis and T. mentagrophytes (MICs = 2 and 3 µg/ml, respectively).2 It is lethal to T. ni and C. includens third-instar larvae (LD50s = 20.5 and 28.2 µg/larva, respectively) and induces foliar damage in cabbage, soybean, and corn.3 Leptospermone is also active against S. scabiei mites, young eggs, and mature eggs (LC50s = 61.7, 33.6, and 75.9 mM, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dayan, F.E., Singh, N., McCurdy, C.R., et al. β-triketone inhibitors of plant p-hydroxyphenylpyruvate dioxygenase: Modeling and comparative molecular field analysis of their interactions. J. Agric. Food Chem. 57(12), 5194-5200 (2009).

    2. van Klink, J.W., Larsen, L., Perry, N.B., et al. Triketones active against antibiotic-resistant bacteria: Synthesis, structure-activity relationships, and mode of action. Bioorg. Med. Chem. 13(24), 6651-6662 (2005).

    3. Muturi, E.J., Neidmann, M.A., Ribeiro, V.P., et al. Insecticidal activity of manuka essential oil triketones against two major lepidopteran pests. Pest Manag. Sci. 82(4), 3717-3724 (2026).

    4. Nammunige, N.A., Agnew-Francis, K.A., Fernando, D.D., et al. β-Triketones from Leptospermum scoparium (mānuka) oil show potential as scabicides. Phytomedicine 136, 156321 (2025).