Curzerene

CAS# 17910-09-7

Curzerene

2D Structure

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3D structure

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Curzerene

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Chemical Properties of Curzerene

Cas No. 17910-09-7 SDF Download SDF
PubChem ID 5316217 Appearance Yellow oily liquid
Formula C15H20O M.Wt 216.32
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Synonyms Isofuranogermacrene; Isogermafurene; Neocurzerene
Solubility Soluble in chloroform
Chemical Name (6S)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-5,7-dihydro-4H-1-benzofuran
SMILES CC1=COC2=C1CC(C(C2)(C)C=C)C(=C)C
Standard InChIKey HICAMHOOTMOHPA-AWKYBWMHSA-N
Standard InChI InChI=1S/C15H20O/c1-6-15(5)8-14-12(11(4)9-16-14)7-13(15)10(2)3/h6,9,13H,1-2,7-8H2,3-5H3/t13?,15-/m1/s1
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 Curzerene

1 Chloranthus sp. 2 Commiphora sp. 3 Curcuma sp. 4 Eugenia sp. 5 Smyrnium sp.

Biological Activity of Curzerene

Description1. Curzerene can induce the downregulation of GSTA1 protein and mRNA expressions in SPC-A1 cells, may be used as an anti-lung adenocarcinoma drug candidate compound for further development. 2. Curzerene can cure the animal model of breast precancer rats induced by DMBA, suggests it can cure and prevent breast precancer.

Curzerene Dilution Calculator

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Curzerene Molarity Calculator

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Preparing Stock Solutions of Curzerene

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.6228 mL 23.1139 mL 46.2278 mL 92.4556 mL 115.5695 mL
5 mM 0.9246 mL 4.6228 mL 9.2456 mL 18.4911 mL 23.1139 mL
10 mM 0.4623 mL 2.3114 mL 4.6228 mL 9.2456 mL 11.557 mL
50 mM 0.0925 mL 0.4623 mL 0.9246 mL 1.8491 mL 2.3114 mL
100 mM 0.0462 mL 0.2311 mL 0.4623 mL 0.9246 mL 1.1557 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 Curzerene

Wild celery (Smyrnium olusatrum L.) oil and isofuranodiene induce apoptosis in human colon carcinoma cells.[Pubmed:24924290]

Fitoterapia. 2014 Sep;97:133-41.

Smyrnium olusatrum (Apiaceae), well known as wild celery, is a biennal celery-scented plant used for many centuries as a vegetable, then abandoned after the introduction of celery. In the present work, the essential oil obtained from inflorescences and the amounts of its main constituents isofuranodiene, Curzerene and germacrone were analyzed by GC as well as by HPLC because of their degradation (Cope rearrangement) occurring at high temperatures. The oil and the main constituents were assayed for cytotoxic activity on the human colon cancer cell line (HCT116) by MTT assay. Flower oil and isofuranodiene showed noteworthy activity on tumor cells with IC50 of 10.71 and 15.06 mug/ml, respectively. Analysis of the cytotoxic activity showed that wild celery oil and isofuranodiene are able to induce apoptosis in colon cancer cells in a time and concentration-dependent manner suggesting a potential role as models for the development of chemopreventive agents.

Efficacy of volatile oils (curzerene, furanoeudesma-1, 3-diene and lindestrene) on avian coccidiosis under laboratory conditions.[Pubmed:21268538]

J Egypt Soc Parasitol. 2010 Dec;40(3):699-706.

The coccidicidal efficacy of volatile oils (Curzerene, furanoeudesma-1, 3-diene and lindestrene) against unsporulated and sporulated chicken Eimeria species oocysts was tested in three concentrations: 1, 2 & 3 microg/ml. Marked reduction in the number of living oocysts was recorded in exposed groups. The concentration of 3 microg/ml volatile oils induced the highest destructive effect. 58.1% of viable unsporulated oocysts were destroyed. A mean number of 153,800 oocysts was the difference between the total number of the produced oocysts per gram faeces in the group infected with exposed oocysts and that of the group infected with non exposed oocysts being less in the exposed group with more reduction in the vitality of shedding oocysts in the former group. At the meantime, the postmortem and histopathological microscopical examination of the intestine and caecum of the tested group revealed a reduction in the intestinal lesions in the group infected with the exposed oocysts.

Cytotoxic and Antitumor Effects of Curzerene from Curcuma longa.[Pubmed:27286338]

Planta Med. 2017 Jan;83(1-02):23-29.

Curzerene is a sesquiterpene and component used in oriental medicine. It was originally isolated from the traditional Chinese herbal medicine Curcuma rhizomes. In this study, anticancer activity of Curzerene was examined in both in vitro and in vivo models. The result of the MTT assay showed that Curzerene exhibited antiproliferative effects in SPC-A1 human lung adenocarcinoma cells in a time-dependent and dose-dependent manner. The anticancer IC50s were 403.8, 154.8, and 47.0 microM for 24, 48, and 72 hours, respectively. The flow cytometry analysis indicated Curzerene arrested the cells in the G2/M cell cycle and promoted or induced apoptosis of SPC-A1 cells. The percentage of cells arrested in the G2/M phase increased from 9.26 % in the control group cells to 17.57 % in the cells treated with the highest dose (100 microM) of Curzerene. Western blot and RT-PCR analysis demonstrated that Curzerene induced the downregulation of GSTA1 protein and mRNA expressions in SPC-A1 cells. Tumor growth was significantly inhibited in SPC-A1 cell-bearing nude mice by using Curzerene (135 mg/kg daily), meanwhile, Curzerene did not significantly affect body mass and the organs of the mice, which may indicate that Curzerene has limited toxicity and side effects in vivo. In conclusion, Curzerene could inhibit the proliferation of SPC-A1 human lung adenocarcinoma cells line in both in vitro and in vivo models. Focusing on its relationship with GSTA1, Curzerene could induce the downregulation of GSTA1 protein and mRNA expressions in SPC-A1 cells. Curzerene might be used as an anti-lung adenocarcinoma drug candidate compound for further development.

Description

Curzerene is a sesquiterpene is isolated from the rhizome of Curculigo orchioides Gaertn with anti-cancer activity. Curzerene inhibits glutathione S-transferase A1 (GSTA1) mRNA and protein expression. Curzerene induces cell apoptosis.

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