A cyclic monoterpene with antifungal activity
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(±)-Limonene

Item No. 25773

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-methyl-4-(1-methylethenyl)-cyclohexene
CAS Number
138-86-3
Synonyms
  • (±)-Dipentene
  • DL-Limonene
  • NSC 844
  • NSC 21446
Molecular Formula
C10H16
Formula Weight
136.2
Purity
≥95%
Formulation (Request formulation change)
An oil
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly Soluble
SMILES
CC1=CCC(C(C)=C)CC1
InChi Code
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3
InChi Key
XMGQYMWWDOXHJM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $29

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    Product Description

    (±)-Limonene is a cyclic monoterpene that has been found in various plant oils and Cannabis and has antifungal activity.1,2,3,4 It completely inhibits mycelial growth and aflatoxin B1 (Item No. 11293) production in A. flavus when used at concentrations of 500 and 250 ppm, respectively.2 (±)-Limonene also inhibits the growth of various additional fungi in vitro, including S. cerevisiae, R. glutinis, and K. thermotolerans (MICs = 500-4,000 μg/ml).4 It has been identified as a contact dermatitis allergen in honing oil, paint thinner, and turpentine.5,6,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fischedick, J.T. Identification of terpenoid chemotypes among high (–)-trans-Δ9-tetrahydrocannabinol-producing Cannabis sativa L. cultivars. Cannabis Cannabinoid Res. 2(1), 34-47 (2017).

    2. Singh, P., Shukla, R., Prakash, B., et al. Chemical profile, antifungal, antiaflatoxigenic and antioxidant activity of Citrus maxima burm. and Citrus sinensis (L.) osbeck essential oils and their cyclic monoterpene, DL-limonene. Food Chem. Toxicol. 48(6), 1734-1740 (2010).

    3. Cachão, P., Menezes Brandão, F., Carmo, M., et al. Allergy to oil of turpentine in Portugal. Contact Dermatitis 14(4), 205-208 (1986).

    4. Ünal, M.Ü., Uçan, F., Şener, A., et al. Research on antifungal and inhibitory effects of DL-limonene on some yeasts. Turk. J. Agric. For. 36, 576-582 (2012).

    5. Rycroft, R.J. Allergic contact dermatitis from dipentene in honing oil. Contact Dermatitis 6(5), 325-329 (1980).

    6. Calnan, C.D. Unusual hydroxycitronellal perfume dermatitis. Contact Dermatitis 5(2), 123 (1979).