A monoterpene with diverse biological activities
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(+)-Limonene

Item No. 21719

Technical Information
Formal Name
1-methyl-4R-(1-methylethenyl)-cyclohexene
CAS Number
5989-27-5
Synonyms
  • (+)-Dipentene
  • D-Limonene
  • (R)-(+)-Limonene
Molecular Formula
C10H16
Formula Weight
Purity
≥98%
A neat oil
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.33 mg/ml
λmax
203 nm
SMILES
CC1=CC[C@H](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/t10-/m0/s1
InChi Key
XMGQYMWWDOXHJM-JTQLQIEISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (+)-Limonene is a monoterpene that has been found in citrus oils and Cannabis and has diverse biological activities.1,2,3,4 It is active against S. aureus, B. cereus, E. faecalis, E. coli, P. aeruginosa, K. pneumoniae, M. catarrhalis, and C. neoformans (MICs = 3-27 mg/ml).1 In a human BGC-823 gastric cancer nude mouse orthotopic transplantation model, (+)-limonene inhibits tumor growth by 47.6% and reduces the number of metastases in the liver, peritoneum, and other organs when administered by gastric perfusion at a dose of 15 ml/kg.5 Dietary administration of (+)-limonene (5 and 10% in chow) reverses doxorubicin-induced decreases in glutathione (GSH) levels in rat kidney.3 (+)-Limonene is toxic to cockroaches and house flies (LD50s = 700 and 90 µg/insect, respectively).6 Formulations containing (+)-limonene have been used as flavoring and fragrance agents, in the treatment of gallstones, heartburn, and gastroesophageal reflux disorder, as well as in the control of insects and algae.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Vuuren, S.F., and Viljoen, A.M. Antimicrobial activity of limonene enantiomers and 1,8-cineole alone and in combination. Flavor and Frag. J. 22(6), 540-544 (2007).

    2. Sun, J. D-Limonene: Safety and clinical applications. Altern. Med. Rev. 12(3), 259-264 (2007).

    3. Rehman, M.U., Tahir, M., Khan, A.Q., et alD-limonene suppresses doxorubicin-induced oxidative stress and inflammation via repression of COX-2, iNOS, and NFκB in kidneys of Wistar rats. Exp. Biol. Med. (Maywood) 239(4), 465-476 (2014).

    4.  Handbook of Cannabis therapeutics from bench to bedside. (2010).

    5. Lu, X.-G., Zhan, L.-B., Feng, B.-A., et alInhibition of growth and metastasis of human gastric cancer implanted in nude mice by d-limonene. World J. Gastroenterol. 10(14), 2140-2144 (2004).

    6. Karr, J.R., and Coats, J.R. Insecticidal properties of d-limonene. J. Pesticide Sci. 12(2), 287-290 (1988).