It's an oxidation product of β-caryophyllene, which can occur during the harvest's cure. Molecular Formula. In chewing gum, caryophyllene has always been used as a flavoring agent to optimize a citrusy or spicy flavor profile. 1). This 99% pure oxide compound is very much Caryophyllene (C 15 H 24) → caryophyllene oxide (C 15 H 24 O) → 14-hydroxycaryophyllene (C 15 H 24 O) → 14-hydroxycaryophyllene oxide (C 15 H 24 O 2). Synonym(s): β-Caryophyllene epoxide, (−)-Epoxydihydrocaryophyllene, trans-Caryophyllene oxide, (1R,4R,6R,10S)-9-Methylene-4,12,12-trimethyl-5-oxatricyclo[8.2.. 4 . Caryophyllene is a potent component in anti-inflammatory salves and topicals and also has potential anticancer, antibacterial, antifungal, and antiseptic properties. 61791-12-6; ICI Surfactants, Essen, Germany), which did not influence contraction force in the final concentrations used. This activity can be explained by the chemical constituents of known antibacterial activity such as caryophyllene oxide (4.1%), [beta]-caryophyllene (16.1%), and a-humulene (11.9%) present in the oil (Moreira et al., 2014). Beta-Caryophyllene Cancer, Alzheimer's Disease, and Multiple Sclerosis: A 2007 study published in the Journal of Pharmacy and Pharmacology indicated that when Beta-caryophyllene is used in conjunction with the anti-cancer agent paclitaxel, it increased paclitaxel's activity ten-fold in colon cancer cells. Molecular Formula: C 15 H 24 O. Myrtenal and β-caryophyllene oxide in PEL inhibited IL-1β and TNF-α production in RA-FLS. These activities of Caryophyllene oxide were comparable with the standard drug used in the respective experiments. It is most commonly found in black pepper, cinnamon, and hops. β-Caryophyllene oxide (Sigma, Deisenhofen, Germany), β-caryophyllene, and eugenol acetate (Roth, Karlsruhe, Germany) were dissolved in Krebs-Henseleit solution by means of Arlatone 285 (castor oil, ethoxylated, CAS-No. day −1, against amastigotes, the parasite form present in the mammalian host and the one responsible for . showed significant central as well as peripheral analgesic, along with anti-inflammatory, activity. β-caryophyllene oxide evidenced potent cytotoxic activity against HepG2, AGS, HeLa, SNU-1, and SNU-16 cells, with IC50 values of 3.95, 12.6, 13.55, 16.79, and 27.39 µM, respectively. Caryophyllene oxide at the doses of 12.5 and 25mg/kg body wt. It is an oxygenated form of the sesquiterpene which exists as white crystalline solid with a melting point of 62 C. Caryophyllene oxide is a bicyclic sesquiterpene, found as the majority compound in the SFB.3 sub-fraction with a relative abundance of 24.95%. Caryophyllene oxide, an oxygenated terpenoid, well known as preservative in food, drugs and cosmetics, has been tested in vitro as an antifungal against dermatophytes. Caryophyllene comes in several forms (called isomers), most commonly β-caryophyllene (BCP), its oxide (BCPO), or α-humulene. Caryophyllene oxide: 3: 29: Other Names for Ocimum tenuiflorum . Caryophyllene not only plays an important role in creating the telltale smell and taste of certain plants, but it also has the capability of binding with the human body's endocrine CB2 receptors. - PubMed - NCBI . Caryophyllene oxide is an oxygenated terpenoid, usually a metabolic by product of caryophyllene. Gautam Budh Nagar, Uttar Pradesh. The yield is about 77%. It induces calcium currents in HL-60 cells expressing CB 2 receptors but also does so in CB 2-deficient cells. Introduction. At Figure 2, it is possible to visualize the mass spectrum comparison of caryophyllene oxide present in the sample, with the spectrum appearing at NIST Library and the peak of molecular ion in m/z . Beta-Caryophyllene Is A Very Common Cannabinoid β-caryophyllene is a FDA-approved food additive that can activate the endocannabinoid system. Substances used. Caryophyllene, more formally known as beta or b caryophyllene, is an extremely common terpene found in cannabis that is known for its herbal spiciness with hints of wood. Prominent in the industry of chemicals, we present for our clients an excellent stock of Caryophyllene Oxide. Caryophyllene is one of the more abundant terpenes found in nature. It is an "isomer" of BCP. Caryophyllene is a hemp terpene frequently used as a natural food additive. It has a woody smell and is often used in perfumes and cosmetics. 12. Uses of Bicyclo[7.2.0]undec-4-ene,4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-: it can be used to produce Caryophyllenoxid at the temperature of -20 °C. Use this list to discover caryophyllene-dominant weed strains and their effects. - Mechanism of Action & Protocol. Strains containing Caryophyllene Oxide include: Durban Poison. In English, it is known as Holy basil. β-Caryophyllene oxide (Sigma, Deisenhofen, Germany), β-caryophyllene, and eugenol acetate (Roth, Karlsruhe, Germany) were dissolved in Krebs-Henseleit solution by means of Arlatone 285 (castor oil, ethoxylated, CAS-No. Caryophyllene-Oxide Natural is a bicyclic sesquiterpene that can be found in a variety of essential oils - it is most commonly pulled from clove, cannabis sativa, rosemary, and hops. Caryophyllene is commonly found in black pepper, cloves, and cinnamon. It . This terpene interacts with the endocannabinoid system by biding directly with CB2 receptors. Caryophylene oxide. The results also showed that β-caryophyllene oxide evidenced cytotoxicity in both a dose-dependent and time-dependent manner. Caryophyllene ≥92% as beta-Caryophyllene, Biobased 100%: Odor Description: Woody-spicy, dry and tenacious Used in spice blends and citrus flavors, especially in chewing gum. It's use as an antifungal is highly effective with certain species. The sesquiterpene caryophyllene is found in large amounts in the essential oils of many different spice and food plants , such as oregano, thyme, rosemary, cinnamon, curry and black peper. Caryophyllene Oxide and lupenone have synergistic effect against Trypanosoma cruzi. day −1, against amastigotes, the parasite form present in the mammalian host and the one responsible for . Log Octanol-Water Partition Coef (SRC): Log Kow (KOWWIN v1.67 estimate) = 4.91 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42): Boiling Pt (deg C): 263.48 (Adapted Stein & Brown method) Melting Pt (deg C): 62.95 (Mean or Weighted MP) VP(mm Hg,25 deg C): 0.01 (Modified Grain method) MP . New Window. Caryophyllene oxide is an oxygenated terpenoid, usually a metabolic by product of caryophyllene. These results indicate that SWE is an efficient method for the extraction of caryophyllene oxide and caryophyllene with high physiological activity. Caryophyllene oxide, [17] in which the alkene group of caryophyllene has become an epoxide , is the component responsible for cannabis identification by drug-sniffing dogs [18] [19] and is . (-)-Caryophyllene oxide analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination. Caryophyllene-Oxide is the only terpene that can bind with the CB2 receptors in the human body, which makes it highly beneficial for medicinal use. The entire formulation process for this Caryophyllene Oxide is carried out in accordance with the industrial standard and norms. and unsaponified petroleum ether extract at a dose of 50mg/kg body wt. β-caryophyllene (BCP) is a plant compound, a member of bicyclic sesquiterpene.In nature, it mainly occurs as trans-caryophyllene ((E)-BCP) mixed with small amounts of its isomers, (Z)-β-caryophyllene (iso-caryophyllene) and α-humulene (α-caryophyllene), as well as its oxidation derivative—β-caryophyllene oxide (BCPO) (Fig. (−)-Caryophyllene oxide (BCPO) belongs to the class of flavor and fragrance standards used for the quality control of food and cosmetic products. . Attributes: Pain Relief , Anti-Inflammatory , Antifungal , Antioxidant This terpene may be added in multiple topical skin products, hair conditioners, shampoos, cooking sauces and detergents as well. caryophyllene oxide. A-38, Phase 2nd, Sector 80, Noida - 201305, Dist. The major constituents were geranial (25-53%), neral (20-45%), caryophyllene oxide (1.3-7.2%), and t-caryophyllene (0.3-2.2%). The solubility of (−)-caryophyllene oxide in these solvents is approximately 30, 10, and 20 mg/ml, respectively. Contact Supplier Request a quote. It is a dietary phytocannabinoid approved by US-FDA. Also used in soaps and detergents. 8.1 Metabolism/Metabolites. EC Inventory: Listed. It is known to help relieve anxiety and pain, reduce cholesterol, prevent Osteoporosis, and treat seizures. In Tamil, it is known as Thulasi. In Telugu, it is known as Thulasi Aakulu. ß-Caryophyllene. It is an oxidation derivative of β-caryophyllene (BCP), and a bicyclic sesquiterpene molecule, identified as an important component of essential oils from various medicinal and edible plants . New Window. 1,2 Unlike β-caryophyllene, (−)-caryophyllene oxide does not bind to the cannabinoid (CB) receptor CB 2 (K i = >20 µM). Synonyms. Subpart F--Flavoring Agents and Related Substances. 1).In this review, we will focus on two . Depending on concentration, its scent is described as spicy, peppery, with a strong warm, wooden aroma and an undertone of citrus.It is not uncommon for beta-caryophyllene to be the predominant terpenoid in cannabis. Caryophyllene-Oxide is the only terpene that can bind with the CB2 receptors in the human body, which makes it highly beneficial for medicinal use. Application: (−)-Caryophyllene oxide is a carefully purified sesquiterpene. New Zealand Inventory of Chemicals (NZIoC) Listed. (-)-Caryophyllene oxide (-)-Caryophyllene oxide: 1139-30-6: none: European Inventory of Existing Commercial Chemical Substances (EINECS) Listed. For research use only. Humulene: A Caryophyllene Isomer. Help. Both BCP and BCPO are thought to have cancer-fighting properties, and so are the most . 61791-12-6; ICI Surfactants, Essen, Germany), which did not influence contraction force in the final concentrations used. Not Intended for Diagnostic or Therapeutic Use. Whilst the CLP regulation does not contain clear criteria for classification for skin sensitisation based on human data, the two studies detailed substantiate the absence of significant sensitisation and non . In fact, it's so abundant that caryophyllene oxide is what drug-sniffing dogs smell when they identify cannabis. Additionally, when used together with . β-caryophyllene has the distinction of being the first known "dietary cannabinoid," a common component of food that has gras (generally recognized as safe) status and is approved by the fda for food use. We make use of only highly effective compounds for formulating this oxide. Caryophyllene is one of the most abundant terpenes found in cannabis. The results demonstrated that more than 90% of caryophyllene oxide already evaporated in the air before the mice are inserted, thus confirming that the sedative activity observed is due to the action of caryophyllene oxide. It's considered non-toxic and has been studied a lot recently thanks to . β‐caryophyllene (BCP) is a plant compound, a member of bicyclic sesquiterpene. Call +91-8046070297. Immensely suppllied to . Caryophyllene Oxide Caryophyllene oxide is widely used in industry as a flavour and fragrance compound and recently has been patented as antitumor agent. Caryophyllene oxide gave positive reactions in only 2 out of 8 patients also reacting to the mixture of oxidised caryophyllene. Caryophyllene Oxide is a chemical compound having molecular formula C15H24 with a molar mass of 204.357 g/mol. Caryophyllene, more formally known as beta or b caryophyllene, is an extremely common terpene found in cannabis that is known for its herbal spiciness with hints of wood. A particularly interesting, but little known fact, is that Caryophyllene oxide is the compound responsible for identification of cannabis by drug-sniffing dogs. Both BCP and BCPO are thought to have cancer-fighting properties, and so are the most . FDA Regulation: FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION. FDA Center for Food Safety and Applied Nutrition (CFSAN) 8 Pharmacology and Biochemistry. Robertet: Caryophyllene nat 100% Pure & Natural, Kosher: Odor Description: Spicy, terpenic: Moellhausen: beta-CARYOPHYLLENE 80% Natural Among the various biological activities, BCP exerts anti-inflammatory action via inhibiting the main inflammatory mediators, such as inducible nitric oxide synthase (iNOS . Substances used. Caryophyllene epoxide. Beta-Caryophyllene Benefits: Due to its unique ability to bind with CB2 receptors, Beta-caryophyllene has potent anti-inflammatory, antimicrobial, antibacterial, and antioxidant properties. To verify if myrtenal and β-caryophyllene oxide are active ingredients of LF in the treatment of RA, we used the RA-FLS model to evaluate the inhibitory effects of myrtenal and β-caryophyllene oxide on the production of IL-1β and TNF-α [36,37,38 . (-)-Caryophyllene oxide Revision Date 19-Jan-2018 Other Adverse Effects The toxicological properties have not been fully investigated. In Hindi, it is known as Tulsi. In Malayalam, it is known as Sivatulasi. In addition, caryophyllene oxide has also been indicated as an anticoagulant with platelets ATTRIBUTES Sources Molecular Weight: 220.35. Its antifungal activity has been compared to ciclopiroxolamine and sulconazole, commonly used in onychomycosis treatment and chosen because of their very different chemical structures. Caryophyllene oxide. & Verma, R. S. Synergistic interaction of β-caryophyllene with aromadendrene oxide 2 and phytol induces apoptosis on skin epidermoid cancer cells. It has a woody smell and is often used in perfumes and cosmetics. It is found in many plants, fragerances, preservatives, additives, and flavoring agents. β‐caryophyllene and β‐caryophyllene oxide—natural compounds of anticancer and analgesic properties - 2016; β-Caryophyllene, a CB2 receptor agonist produces multiple behavioral changes relevant to anxiety and depression in mice - 2014; Toxicological Evaluation of β-Caryophyllene Oil: Subchronic Toxicity in Rats. In Marathi, it is known as Tulshi. It isn't psychogenic due to the absence of an affinity to cannabinoid receptor type 1 (CB1). Purity (GC) ≥90% bibliography It is well-studied and offers some exciting medical potential, particularly for people dealing with pain, cancer, or alcohol abuse. It's use as an antifungal is highly effective with certain species. Caryophyllene Oxide is a sesquiterpene that occurs when b-Caryophyllene becomes oxidized. This forms an oxidized caryophyllene oxide which stabilize the otherwise unstable structure due to caryophyllene oxidation at high temperatures (Nguyen et al., 2009; Sinki et al., 1997). Beta-caryophyllene is a sesquiterpene that binds with CB2 receptors. C15H24O. Caryophyllene oxide, an oxygenated terpenoid existed in many plant essential oil, is well known as preservative in food, drugs and cosmetics with antifungal, acaricidal, anti-inflammatory, anti-carcinogenic, significant central as well as peripheral analgesic and skin penetration enhancing properties. No longer provide for the use of these seven synthetic flavoring substances. β-caryophyllene is the primary sesquiterpene contributing to the spiciness of black pepper; it is also a major constituent of cloves, hops, … Antibacterial and antiproliferative activities of the fresh leaf essential oil of Psidium guajava L. ascaridole, carvacrol, caryophyllene oxide, Chenopodium ambrosioides L., Leishmania, mitochondria----- This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided . China Catalog of Hazardous chemicals 2015: Not Listed. FDA Mainterm (SATF): 1139-30-6 ; BETA-CARYOPHYLLENE OXIDE. Caryophyllene oxide is present in plants' profiles like eucalyptus, lemon balm, oregano, wormwood, rosemary, guava, black pepper, and clove. United States Toxic Substances Control Act (TSCA) Inventory: Listed. Company Video. Overall, dry weight yields increased with the application of 80 kg N/ha relative to the 0 kg N/ha and with . 1139-30-6 Caryophyllene oxide, an oxygenated terpenoid existed in many plant essential oil, is well known as preservative in food, drugs and cosmetics with anti-inflammatory, anti-carcinogenic and skin penetration enhancing properties. It is commercially used as food additive and in cosmetics. The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. Solid-state13C chemical shift tensors in terpenes. It can be used as an anti-inflammatory, local anesthetic, and natural insect repellent. 2) [11]. The product contains following substances which are hazardous for the environment. It is mainly known for its insecticidal, antimicrobial, antifungal, analgesic, and antiparasitic properties [ 19 ]; alternatively, it also has anti-cancer properties [ 20 , 21 , 22 ] and can enhance the . It is found in many popular strains and is an essential element in forming the broad flavor and aromatic profile of cannabis. Caryophyllene oxide which exists as white crystalline solids with melting points of 62 °C, is widely used as an important material in perfumery industry and recently had been patented as antitumor agent. As one of the most studied hemp terpenes, it offers a multitude of research-backed beneficial properties. In addition, caryophyllene oxide is the oxidation product of β-caryophyllene. * Refer to Certificate of Analysis for lot specific data (including water content). View Mobile Number. Predicted data is generated using the US Environmental Protection Agency's EPISuite™. Caryophyllene oxide, isolated from from Annona squamosa L. Caryophyllene Oxide vs Caryophyllene Chemical Safety. Pavithra, P. S., Mehta, A. (−)-caryophyllene oxide in the solvent of choice. The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. In nature, it mainly occurs as trans‐caryophyllene ((E)‐BCP) mixed with small amounts of its isomers, (Z)‐β‐caryophyllene (iso‐caryophyllene) and α‐humulene (α‐caryophyllene), as well as its oxidation derivative—β‐caryophyllene oxide (BCPO) (Fig. Caryophyllene is a potent component in anti-inflammatory salves and topicals and also has potential anticancer, antibacterial, antifungal, and antiseptic properties. So, a new model has been tested, utilizing . Help. 17627-43-9. β-Caryophyllene (BCP), a natural bicyclic sesquiterpene, is a selective phytocannabinoid agonist of type 2 receptors (CB2-R). (−)-Caryophyllene oxide is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide, which should be purged with an inert gas. Caryophyllene oxide does not bind to either CB1 or CB2 receptor sites, exerting biological activities in the human body through different mechanisms of action. Caryophyllene Oxide ₹ 350/ Kilogram. This terpene exhibits a shaded pale yellow color and sweet flavor naturally found in fig and allspice. BETA-CARYOPHYLLENE OXIDE: Used for (Technical Effect) FLAVORING AGENT OR ADJUVANT: Document Number (21 CFR) 172.515. this typically happens during the curing process with cannabis, though it also appears in many dried spices like basil, black pepper, and oregano and is responsible for a spicy, warm, and funky aroma similar to cloves and cinnamon. It is known to be naturally present in several essential oils and has a role to play as a food flavoring agent. Biomass yields at Verona ranged from 9486 to 19,375 kg/ha, while oil yields ranged from 30 to 139 kg/ha.