Cinene

Catalog No.S5140 Synonyms: Limonene, Dipentene, Cyclohexene, Eulimen|

For research use only.

Cinene (Limonene, Dipentene) is a clear, colorless liquid hydrocarbon classified as a cyclic monoterpene, and is the major component in oil of citrus fruit peels. It is usually used to make fragrances and flavors.

Cinene Chemical Structure

CAS No. 138-86-3

Purity & Quality Control

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Biological Activity

Description Cinene (Limonene, Dipentene) is a clear, colorless liquid hydrocarbon classified as a cyclic monoterpene, and is the major component in oil of citrus fruit peels. It is usually used to make fragrances and flavors.
In vitro

Cinene (Limonene, Dipentene) treatment significantly elevates collagen synthesis, alkaline phosphatase activity, osteocalcin synthesis, and mineralization in osteoblastic cells. Limonene decreases interleukin (IL)-1 β-induced NF-κB, JNK and p38 activation and the expression of inflammatory (iNOS) and catabolic (MMP-1 and MMP-13) genes, while increasing the activation of anti-catabolic genes (TIMP-1) and ERK1/2 relative to IL-1β-treated cells in a cellular model of osteoarthritis. Limonene effectively protectes human lymphatic endothelial cells from H2O2-induced oxidative stress, and that its antioxidant effect is significant, increasing cell survival rate[1]. Limonene could inhibit LPS-induced production of nitric oxide, prostaglandin E2, and proinflammatory cytokines in RAW264.7 macrophages[2].

In vivo In a mouse model of acute lung injury, limonene pretreatment at doses of 25, 50, and 75 mg/kg decreases LPS-induced evident lung histopathological changes, lung wet-to-dry weight ratio, and lung myeloperoxidase activity. In addition, pretreatment with limonene inhibits in flammatory cells and proin flammatory cytokines including tumor necrosis factor-α, interleukin-1β, and interleukin-6 in BALF (bronchoalveolar lavage fluid). Limonene blocks the phosphorylation of IκBα, nuclear factor-κB (NF-κB) p65, p38 mitogen-activated protein kinase (MAPK), c-Jun NH2-terminal kinase, and extracellular signal-regulated kinase in LPS-induced acute lung injury. It improves the pulmonary functions[2].

Protocol (from reference)

Cell Research:

[1]

  • Cell lines: MC3T3-E1 osteoblastic cells
  • Concentrations: 0.01-1 μM
  • Incubation Time: 3 days
  • Method:

    MC3T3-E1 cells are cultured at 37°C in a 5% CO2 atmosphere in α-MEM. The media contained 10% heat-inactivated FBS, 100 U/ml penicillin and 100 mg/ml streptomycin. The cells are treated at confluence with culture media containing 5 mM β-glycerophosphate and 50 μg/ml ascorbic acid to initiate differentiation. After 3 days (for collagen content and alkaline phosphatase (ALP) activity) or 14 days (for osteocalcin and calcium deposition assay), the cells are incubated with limonene for 3 days.

  • (Only for Reference)
Animal Research:

[2]

  • Animal Models: BALB/c mice
  • Dosages: 25, 50 and 75 mg/kg
  • Administration: i.p.
  • (Only for Reference)

Chemical Information

Molecular Weight 136.23
Formula

C10H16

CAS No. 138-86-3
Storage 3 years -20°C powder
2 years -80°C in solvent
Smiles CC(=C)C1CCC(=CC1)C

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Clinical Trial Information

NCT Number Recruitment Interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05078723 Recruiting Dietary Supplement: Limonene CYP2C19 Genetic Variants Stanford University October 30 2021 Not Applicable
NCT01046929 Completed Dietary Supplement: limonene Breast Cancer University of Arizona|National Cancer Institute (NCI) August 2009 Phase 1

(data from https://clinicaltrials.gov, updated on 2022-01-17)

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