Alpha-caryophylleneCAS# 6753-98-6 |
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| Cas No. | 6753-98-6 | SDF | Download SDF |
| PubChem ID | 5281520 | Appearance | Yellowish clear liquid |
| Formula | C15H24 | M.Wt | 204.4 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Synonyms | α-Caryophyllene | ||
| Solubility | Soluble in ethanol; insoluble in water | ||
| Chemical Name | (1E,4E,8E)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene | ||
| SMILES | CC1=CCC(C=CCC(=CCC1)C)(C)C | ||
| Standard InChIKey | FAMPSKZZVDUYOS-HRGUGZIWSA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Alpha-humulene and trans-caryophyllene extracted from S.officinalis essential oil can inhibit tumor cell growth; they also show marked anti-inflammatory effects, probably by interfering with TNFalpha production. |
| Targets | TNF-α |
| In vitro | Cytotoxic activity of alpha-humulene and trans-caryophyllene from Salvia officinalis in animal and human tumor cells[Reference: WebLink]An. Real Acad. F., 2010, 76(3):343-56.The purpose of the present work is two-fold: the fractionation of Salvia officinalis essential oil and the cytotoxic study of this oil with its fractions "in vitro" tumor cell lines. |
Alpha-caryophyllene Dilution Calculator
Alpha-caryophyllene Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.8924 mL | 24.4618 mL | 48.9237 mL | 97.8474 mL | 122.3092 mL |
| 5 mM | 0.9785 mL | 4.8924 mL | 9.7847 mL | 19.5695 mL | 24.4618 mL |
| 10 mM | 0.4892 mL | 2.4462 mL | 4.8924 mL | 9.7847 mL | 12.2309 mL |
| 50 mM | 0.0978 mL | 0.4892 mL | 0.9785 mL | 1.9569 mL | 2.4462 mL |
| 100 mM | 0.0489 mL | 0.2446 mL | 0.4892 mL | 0.9785 mL | 1.2231 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Identification of glucosyl transferase inhibitors from Psidium guajava against Streptococcus mutans in dental caries.[Pubmed:30963047]
J Tradit Complement Med. 2018 May 1;9(2):124-137.
Dental caries is a multi factorial disease that starts with microbiological shifts affected by salivary flow, composition, exposure to fluoride, consumption of dietary sugars, and preventive behaviours. The Streptococcus mutans (S. mutans) is an initiator of caries because there is a variety of a virulence factor unique to the bacterium that has been isolated and plays an important role in caries formation. The aim of the present study is to identify the beneficial effect of bioactive compounds in Psidium guajava (P. guajava) and its inhibitory role against S. mutans in dental caries. The methanolic extract was used for analysis of GC-MS for the identification of bioactive compounds. The results confirm the existence of 7 different compounds. The identified bioactive compounds were corynan-17-ol, 18,19-didehydro-10-methyoxy-acetate, Copaene, 3Bicyclo(5.2.0)nonane, 2-methylene-4,8,8-trimethyl-4-vinyl,Azulene,1,2,3a,4,5,6,7-octahydro-1,4-dimethyl -7-methylethenyl) [1R- (1a,3aa',4a',7a')], Alpha-caryophyllene, Alloaromadendrene oxide-(1) and Androstan-17-one, 3-ethyl-3-hydroxy-, (5a). The saliva of dental caries during and after treatment of aqueous leaf extract was used for the analysis of bacterial load and determining the activity of Glucosyl transferase (GTF). The result obtained at different time intervals, showed significant decrease (P < 0.01) in the bacterial load of saliva on P. guajava treatment. The molecular docking studies identified the interaction between GTF and the bioactive compounds of P. guajava. The anticariogenic active compounds interacted through active sites of sucrose and inhibit the formation of glucan. The study suggested that it could be maximized the anticariogenic effect of the selected medicinal plant, and further focus is needed to identify the combined plant extract to explore the additional protection against dental caries.
Essential oil from Artemisia annua aerial parts: composition and repellent activity against two storage pests.[Pubmed:30961365]
Nat Prod Res. 2019 Apr 8:1-4.
As a medicinal plant, Artemisia annua is widely distributed in China. The purpose of this work was to analyze the chemical composition of essential oil from A. annua aerial portions, as well as to assess its repellent activity against Lasioderma serricorne and Tribolium castaneum adults. GC-FID and GC-MS analyses enabled the identification of 15 components representing 90.1% of the essential oil. The main components included artemisia ketone (70.6%), Alpha-caryophyllene (5.1%) and germacrene D (3.8%). The essential oil was found to possess considerable ability to repel the two storage pests. This paper provided some evidence for the exploitation and utilization of A. annua resources as a natural repellent.
Host Selection Behavior of the Green Peach Aphid, Myzus persicae, in Response to Volatile Organic Compounds and Nitrogen Contents of Cabbage Cultivars.[Pubmed:30930910]
Front Plant Sci. 2019 Mar 12;10:79.
Plants emit volatile organic compounds (VOCs) in response to herbivore attack. VOCs emitted from the Chinese cabbage cultivars in response to the damage by the green peach aphid, Myzus persicae, were unknown. Using a solid-phase microextraction-based headspace collection method, we investigated and compared the emissions of VOCs from seven Chinese cabbage cultivars (Qibao, Qingan 80, Lvlong, Yuanbao, Qingan 70, Jinlv, and Lvqiu 66) in response to M. persicae attack. Our results showed that the VOCs emitted from the cultivars Qingan 80 and Yuanbao differed significantly from the other cultivars in response to the attraction of wingless M. persicae. Most importantly, out of the 27 detected compounds, Alpha-caryophyllene was detected only in Qingan 80 and Qibao, but not in the other five cultivars. Among the compounds detected, 2 monoterpene and 12 terpenes were predominant in all cabbage cultivars. Furthermore, the wingless M. persicae showed preference to Qingan 80 while it had the highest nitrogen content among the tested cultivars. Moreover, we found a remarkable relationship among M. persicae attraction, plant nitrogen content, and total volatile emissions. Nitrogen content of the plants has a significant impact on volatile emission and preference behavior of M. persicae. Our results indicate that the wingless M. persicae were efficient in their interspecific host selection with an ability to distinguish plant cultivar differences by leaf nitrogen content. This study will be helpful in understanding aphid host selection, and sets a stage to further study the attractant-based integrated aphid management programs.
Effect of jasmonic acid on major terpenes and density of glandular trichomes in Lippia graveolens kunth (Verbenaceae).[Pubmed:30724587]
Nat Prod Res. 2019 Feb 6:1-5.
The effect of exogenous application of jasmonic acid (JA) on the concentration of main terpenes and density of glandular trichomes was investigated in the Mexican oregano, propagated from seeds from 3 localities. JA 1 mM was applied locally and to the whole plant. JA locally applied increased the number of trichomes, with a mean of 20 trichomes more with respect to the controls in plants from Tecomavaca and Zapotitlan Salinas, and significantly increased the thymol concentration by 185% systemically and 255% locally, compared to the control. JA applied to the whole plant decreased the number of trichomes and increased the concentration of caryophyllene from 0.79 to 1.7 mg g(-1), and Alpha-caryophyllene from 0.3 to 0.8 mg g(-1) in plants from San Rafael with reference to water control. The results suggest a plasticity of morphologic and phytochemical responses, and a potential use of JA to improve phenolic monoterpenes and sesquiterpenes production.
