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Chamazulene

CAS# 529-05-5

Chamazulene

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Chemical structure

Chamazulene

3D structure

Chemical Properties of Chamazulene

Cas No. 529-05-5 SDF Download SDF
PubChem ID 10719 Appearance Dark blue oily liquid
Formula C14H16 M.Wt 184.3
Type of Compound Isoprenoids Storage Desiccate at -20°C
Synonyms Dimethulene
Solubility Soluble in ethanol; very slightly soluble in water
Chemical Name 7-ethyl-1,4-dimethylazulene
SMILES CCC1=CC2=C(C=CC2=C(C=C1)C)C
Standard InChIKey GXGJIOMUZAGVEH-UHFFFAOYSA-N
Standard InChI InChI=1S/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3
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.
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.
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.

Source of Chamazulene

1 Chamaemelum sp. 2 Chamomilla sp. 3 Dendranthema sp. 4 Ferula sp. 5 Tanacetum sp.

Chamazulene Dilution Calculator

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Chamazulene Molarity Calculator

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Preparing Stock Solutions of Chamazulene

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.4259 mL 27.1297 mL 54.2594 mL 108.5187 mL 135.6484 mL
5 mM 1.0852 mL 5.4259 mL 10.8519 mL 21.7037 mL 27.1297 mL
10 mM 0.5426 mL 2.713 mL 5.4259 mL 10.8519 mL 13.5648 mL
50 mM 0.1085 mL 0.5426 mL 1.0852 mL 2.1704 mL 2.713 mL
100 mM 0.0543 mL 0.2713 mL 0.5426 mL 1.0852 mL 1.3565 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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References on Chamazulene

Chamazulene Attenuates ROS Levels in Bovine Aortic Endothelial Cells Exposed to High Glucose Concentrations and Hydrogen Peroxide.[Pubmed:29615934]

Front Physiol. 2018 Mar 20;9:246.

Endothelial cells surround the lumen of blood vessels and modulate many physiological processes, including vascular tone, blood fluidity, inflammation, immunity and neovascularization. Many pathological conditions, including hyperglycemia, may alter endothelial function through oxidative stress, leading to impaired nitric oxide bioavailability and to the onset of an inflammatory state. As widely shown in the last decade, dietary intervention could represent a good strategy to control endothelial dysfunction and atherosclerosis. In particular, extensive research in the field of antioxidant natural derivatives has been conducted. In this study, we evaluated the capability of Chamazulene (Cham), an azulene compound from chamomile essential oil, to attenuate ROS levels in bovine aortic endothelial cells (BAECs) stressed with either high glucose or H2O2. Cell viability at different concentrations of Cham was evaluated through the WST-1 assay, while ROS production acutely induced by High Glucose (HG, 4.5 g/L) treatment or H2O2 (0.5 mM) for 3 h, was quantified with 2'-7'-Dichlorofluorescein diacetate (DCFH-DA) probe using confocal microscopy and flow cytometry. Our results showed a reduction in ROS produced after simultaneous treatment with High Glucose or H2O2 and Cham, thus suggesting an in vitro antioxidant activity of the compound. On the whole, this study shows for the first time the potential role of Cham as a scavenging molecule, suggesting its possible use to prevent the rise of endothelial ROS levels and the consequent vascular damage.

Increase of Chamazulene and alpha-Bisabolol Contents of the Essential Oil of German Chamomile (Matricaria chamomilla L.) Using Salicylic Acid Treatments under Normal and Heat Stress Conditions.[Pubmed:28231151]

Foods. 2016 Aug 27;5(3). pii: foods5030056.

The Chamazulene and alpha-(-)-bisabolol contents and quality of the chamomile oil are affected by genetic background and environmental conditions. Salicylic acid (SA), as a signaling molecule, plays a significant role in the plant physiological processes. The aim of this study was to evaluate the chemical profile, quantity, and improve the essential oil quality as a consequence of the increase of Chamazulene and alpha-(-)-bisabol using salicylic acid under normal and heat stress conditions by the gas chromatography-mass spectrometry (GC-MS) technique. The factorial experiments were carried out during the 2011-2012 hot season using a randomized complete block design with three replications. The factors include four salicylic acid concentrations (0 (control), 10, 25 and 100 mg.L(-1)), and three chamomile cultivars (Bushehr, Bona, Bodegold) were sown on two different planting dates under field conditions. Fourteen compounds were identified from the extracted oil of the samples treated with salicylic acid under normal and heat stress conditions. The major identified oil compositions from chamomile cultivars treated with salicylic acid were Chamazulene, alpha-(-)-bisabolol, bisabolone oxide, beta-farnesene, en-yn-dicycloether, and bisabolol oxide A and B. Analysis of variance showed that the simple effects (environmental conditions, cultivar and salicylic acid) and their interaction were significant on all identified compounds, but the environmental conditions had no significant effect on bisabolol oxide A. The greatest amount of Chamazulene obtained was 6.66% at the concentration of 10 mg.L(-1) SA for the Bona cultivar under heat stress conditions, whereas the highest alpha-(-)-bisabolol amount attained was 3.41% at the concentration of 100 mg.L(-1) SA for the Bona cultivar under normal conditions. The results demonstrated that the application of exogenous salicylic acid increases the quantity and essential oil quality as a consequence of the increase of Chamazulene and alpha-(-)-bisabolol under normal and heat stress conditions.

Correction: Ghasemi, M., et al. Increase of Chamazulene and alpha-Bisabolol Contents of the Essential Oil of German Chamomile (Matricaria chamomilla L.) Using Salicylic Acid Treatments under Normal and Heat Stress Conditions Foods 2016, 5, 56.[Pubmed:28231090]

Foods. 2017 Feb 8;6(2). pii: foods6020011.

The authors wish to make the following corrections to their paper [...].

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