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    trans-Caryophyllene
    Information
    CAS No. 87-44-5 Price $40 / 20mg
    Catalog No.CFN90502Purity>=98%
    Molecular Weight204.36Type of CompoundSesquiterpenoids
    FormulaC15H24Physical DescriptionOil
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    Biological Activity
    Description: trans-Caryophyllene, a PPAR-α agonist, which has neuroprotective effects in various neurological disorders, such as chemical induced seizure and brain damage. trans-Caryophyllene suppresses the hypoxia-induced neuroinflammatory response through inhibition of NF-κB activation in microglia.trans-Caryophyllene also reduces both acute and chronic pain in mice, which may be mediated through the opioid and endocannabinoid systems.
    Targets: PPAR | IL Receptor | TNF-α | SOD | ROS | NF-kB
    In vitro:
    Biochem Biophys Res Commun. 2014 Feb 21;444(4):451-4.
    A role for trans-caryophyllene in the moderation of insulin secretion.[Pubmed: 24486541]
    Glucose-stimulated insulin secretion (GSIS) is essential for the control of metabolic fuel homeostasis and its impairment is a key element in the failure of β-cells in type 2 diabetes.
    METHODS AND RESULTS:
    trans-Caryophyllene (TC), an important constituent of the essential oil of several species of plants, has been reported to activate the type 2 cannabinoid receptor (CB2R). The effects of TC on GSIS are still unknown. Our results demonstrate that administration of TC in MIN6 cells promotes GSIS in a dose dependent manner. However, inhibition of CB2R by a specific inhibitor or specific RNA interference abolished the effects of TC on GSIS, which suggests that the effects of TC on GSIS are dependent on activation of CB2R. Further study demonstrated that treatment with TC leads to the activation of small G protein Arf6 as well as Rac1 and Cdc42. Importantly, Arf6 silencing abolished the effects of TC on GSIS, which suggests that Arf6 participates in mediating the effects of TC on GSIS.
    CONCLUSIONS:
    We conclude from these data that TC has a novel role in regulating GSIS in pancreatic β-cells.
    J Mol Neurosci. 2014 Sep;54(1):41-8.
    Trans-caryophyllene suppresses hypoxia-induced neuroinflammatory responses by inhibiting NF-κB activation in microglia.[Pubmed: 24488604]
    trans-Caryophyllene (TC), may have protective effects against hypoxia-induced neuroinflammatory responses.
    METHODS AND RESULTS:
    In this study, trans-Caryophyllene was found to significantly inhibit hypoxia-induced cytotoxicity as well as the release of proinflammatory cytokines, including IL-1β, TNF-α, and IL-6, through activation of BV2 microglia following hypoxic exposure (1 % O2, 24 h). Furthermore, trans-Caryophyllene significantly inhibited hypoxia-induced generation of reactive oxygen species (ROS) in mitochondria as well as the activation of nuclear factor kappa B (NF-κB) in microglia. Importantly, trans-Caryophyllene 's effects on inhibiting the activation of NF-κB and the secretion of inflammatory cytokines can be abolished by muting the CB2R using small RNA interference.
    CONCLUSIONS:
    These observations indicate that trans-Caryophyllene suppresses the hypoxia-induced neuroinflammatory response through inhibition of NF-κB activation in microglia. Therefore, trans-Caryophyllene may be beneficial in preventing hypoxia-induced neuroinflammation.
    In vivo:
    Neurochem Res. 2015 Jan;40(1):118-23.
    Neuroprotective effects of trans-caryophyllene against kainic acid induced seizure activity and oxidative stress in mice.[Pubmed: 25417010]
    trans-Caryophyllene (TC), a component of essential oil found in many flowering plants, has shown its neuroprotective effects in various neurological disorders. However, the effects of TC on epilepsy haven't been reported before.
    METHODS AND RESULTS:
    In this study, we investigated the effect of TC on kainic acid-induced seizure activity caused by oxidative stress and pro-inflammation. We found that TC pretreatment significantly decreased seizure activity score compared to kainic acid treated group. Importantly, TC pretreatment leads to lowering the mortality in kainic acid treated mice. In addition, TC was found to significantly inhibit KA-induced generation of malondialdehyde. TC pretreatment also preserved the activity of GPx, SOD, and CAT. Notably, our data shows that an important property of TC is its capacity to exert cerebral anti-inflammatory effects by mitigating the expression of proinflammatory cytokines, such as TNF-α and IL-1β.
    CONCLUSIONS:
    These data suggest that TC has a potential protective effect on chemical induced seizure and brain damage.
    trans-Caryophyllene Description
    Source: The seeds of Alpinia katsumadai Hayata.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.

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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 4.8933 mL 24.4666 mL 48.9333 mL 97.8665 mL 122.3331 mL
    5 mM 0.9787 mL 4.8933 mL 9.7867 mL 19.5733 mL 24.4666 mL
    10 mM 0.4893 mL 2.4467 mL 4.8933 mL 9.7867 mL 12.2333 mL
    50 mM 0.0979 mL 0.4893 mL 0.9787 mL 1.9573 mL 2.4467 mL
    100 mM 0.0489 mL 0.2447 mL 0.4893 mL 0.9787 mL 1.2233 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Kinase Assay:
    Bioorg Med Chem Lett. 2014 Jul 15;24(14):3168-74.
    trans-Caryophyllene is a natural agonistic ligand for peroxisome proliferator-activated receptor-α.[Pubmed: 24856059]
    Intake of dietary aroma compounds may regulate cellular lipid metabolism. We demonstrated that trans-Caryophyllene, a flavor compound in plant foods and teas, activates peroxisome proliferator-activated receptor (PPAR)-α through direct interaction with the ligand-binding domain of PPAR-α.
    METHODS AND RESULTS:
    The agonistic activity of trans-Caryophyllene was investigated by the luciferase reporter assay, surface plasmon resonance, and time-resolved fluorescence resonance energy transfer assay. Following the stimulation of cells with trans-Caryophyllene, intracellular triglyceride concentrations were significantly reduced by 17%, and hepatic fatty acid uptake was significantly increased by 31%. The rate of fatty acid oxidation was also significantly increased. The expressions of PPAR-α and its target genes and proteins in fatty acid uptake and oxidation were significantly up-regulated as well. In HepG2 cells transfected with small interfering RNA of PPAR-α, the effects of trans-Caryophyllene on PPAR-α responsive gene expressions, intracellular triglyceride, fatty acid uptake and oxidation were disappeared.
    CONCLUSIONS:
    These results indicate that the aroma compound, trans-Caryophyllene, is PPAR-α agonist thus regulates cellular lipid metabolism in PPAR-α dependent manners.
    Animal Research:
    Phytomedicine. 2014 Feb 15;21(3):356-62.
    The oral administration of trans-caryophyllene attenuates acute and chronic pain in mice.[Pubmed: 24055516]
    trans-Caryophyllene is a sesquiterpene present in many medicinal plants' essential oils, such as Ocimum gratissimum and Cannabis sativa.
    METHODS AND RESULTS:
    In this study, we evaluated the antinociceptive activity of trans-Caryophyllene in murine models of acute and chronic pain and the involvement of trans-Caryophyllene in the opioid and endocannabinoid systems. Acute pain was determined using the hot plate test (thermal nociception) and the formalin test (inflammatory pain). The chronic constriction injury (CCI) of the sciatic nerve induced hypernociception was measured by the hot plate and von Frey tests. To elucidate the mechanism of action, mice were pre-treated with naloxone or AM630 30 min before the trans-Caryophyllene treatment. Afterwards, thermal nociception was evaluated. The levels of IL-1β were measured in CCI-mice by ELISA. trans-Caryophyllene administration significantly minimized the pain in both the acute and chronic pain models. The antinociceptive effect observed during the hot plate test was reversed by naloxone and AM630, indicating the participation of both the opioid and endocannabinoid system. trans-Caryophyllene treatment also decreased the IL-1β levels.
    CONCLUSIONS:
    These results demonstrate that trans-Caryophyllene reduced both acute and chronic pain in mice, which may be mediated through the opioid and endocannabinoid systems.