Cyasterone CAS NO.17086-76-9

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ProName: Cyasterone
CasNo: 17086-76-9
Molecular Formula: C29H44O8=520.65
Appearance: detailed see specifications
Application: analysis,activity test,Botanical Refer...
DeliveryTime: 1-3?working?days?after?confirming?the?...
PackAge: According to the clients requirement.
Port: China main port
ProductionCapacity: 1 Metric Ton/Day
Purity: ≥98%
Storage: Store at 2~8°C
Transportation: by air or by ocean shipping
LimitNum: 10 Milligram
Plant of Origin: Chinese herbal medicine
Testing Method: NMR/MS/HPLC
Product Ecification: 1mg-1kg
Heavy Metal: <10ppm
Voluntary Standards: company standard
Storage: Store in dry, dark and ventilated plac...
PackAge: Brown vial HDPE plastic bottle

Superiority

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers.
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.

Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

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.

Details

Chemical Properties of Cyasterone

Cas No.	17086-76-9	SDF
PubChem ID	119444	Appearance	Powder
Formula	C₂₉H₄₄O₈	M.Wt	520.65
Type of Compound	Steroids	Storage	Desiccate at -20°C
Solubility	Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name	(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one
SMILES	CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
Standard InChIKey	NEFYSBQJYCICOG-YSEUJXISSA-N
Standard InChI	InChI=1S/C29H44O8/c1-14-16(15(2)37-25(14)34)10-24(33)28(5,35)23-7-9-29(36)18-11-20(30)19-12-21(31)22(32)13-26(19,3)17(18)6-8-27(23,29)4/h11,14-17,19,21-24,31-33,35-36H,6-10,12-13H2,1-5H3/t14-,15+,16-,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/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 Cyasterone

The roots of Cyathula officinalis Kuan.

Biological Activity of Cyasterone

Description

Cyasterone, a natural EGFR inhibitor, can inhibit growth of A549 and MGC823 cells, via regulating EGFR signaling pathway, it maybe a promising anti-cancer agent; it also has antifeeding activity.

Targets

EGFR | Akt

In vitro

Effects of cyasterone on growth and development of diamondback moth, Plutella xylostella (L.)[Reference: WebLink]

Insect Sci., 2001, 8(3):233-9.

Cyasterone is the main phytoecdysteroid component from cultured plants of Ajuga nipponensis, and common in other Ajuga species.
METHODS AND RESULTS:
Results showed that when treated with 50 mg/L Cyasterone, the egg hatching of diamondback moth was retarded. The total percentage of eggs hatched in treatment was 94.7%, significantly less than that in control, which was 100%. Low toxicity and good antifeeding activity to the 3rd instar larvae were exhibited, which are dependent upon concentration. The growth and development of diamondback moth were affected by Cyasterone. It was found that, at concentrations higher than 50 mg/L Cyasterone, the larval growth and egg production were inhibited; while promoted at lower concentrations.
CONCLUSIONS:
This dual role of Cyasterone might be attributed to its hormonal activity and antifeeding activity, which resulted in poor nutrition. The pupation and eclosion were hindered by treatment of larvae. This insect species was more susceptible to Cyasterone than 20-hydroxyecdysone.

Anti-proliferation effects, efficacy of cyasterone in vitro and in vivo and its mechanism.[Pubmed: 27668532 ]

Biomed. Pharmacother., 2016, 84:330-9.

Cyasterone was demonstrated potential inhibition effect in mouse skin carcinoma cells in published report. However, the molecular mechanisms of the Cyasterone on cells remain unknown.
METHODS AND RESULTS:
Herein, we investigated the effects of Cyasterone-induced apoptosis in A549 and MGC823 cells in vitro. MTT assay showed that Cyasterone caused a significantly decreasing of the proliferation of A549 and MGC823 cells in a time-and dose-dependent manner with IC50 values of 38.50±3.73μg/mL on A549 cells and 32.96±1.24μg/mL on MGC823 cells at 48h, respectively. Hoechst staining and TUNEL staining results indicated the quintessential apoptosis features in immunofluorescence image. Apoptosis and cell cycle were determined by flow cytometry. Cyasterone treatment triggered inhibition of epidermal growth factor receptor- phosphatidylinositol 3 kinase/protein kinase B (EGFR-AKT) signaling pathways and activation of P38 pathways. Furthermore, Cyasterone inhibited MGC823 cells xenografted tumor growth in vivo with few changes in body weights.
CONCLUSIONS:
In conclusion, our findings provide the evidence that Cyasterone inhibits growth of A549 and MGC823 cells, via regulating EGFR signaling pathway. Our results indicated that Cyasterone, a natural EGFR inhibitor, maybe a promising anti-cancer agent.

Protocol of Cyasterone

Structure Identification

J Org Chem. 2014 Jun 20;79(12):5471-7.

Stereochemical assignment of C-24 and C-25 of amarasterone A, a putative biosynthetic intermediate of cyasterone.[Pubmed: 24824008 ]

A C29 phytoecdysteroid named amarasterone A (1) has been isolated from Cyathula capitata (Amaranthaceae), Leuzea carthamoides (Asteraceae), and Microsorum scolopendria (Polypodiaceae). We recently isolated amarasterone A from C. officinalis. Amarasterone A has been postulated as a biosynthetic intermediate of Cyasterone in Cyathula sp.
METHODS AND RESULTS:
The stereochemistry at the C-24 and C-25 positions of these amarasterone A samples was investigated by comparing the NMR spectroscopic data with those of stereodefined model compounds, (24R,25S)-, (24R,25R)-, (24S,25S)-, and (24S,25R)-isomers of (20R,22R)-3β-methoxystigmast-5-ene-20,22,26-triol (2a-d), which were synthesized in the present study. Amarasterone A isolated from Cyathula officinalis was determined to be the (24R,25S)-isomer (1a), while amarasterone A from L. carthamoides was found to be the (24R,25R)-isomer (1b). Amarasterone A from M. scolopendria was found to be a mixture of 1a and 1b.
CONCLUSIONS:
The biosynthesis of Cyasterone in Cyathula sp. is discussed on the basis of the identical C-24 configuration of sitosterol and amarasterone A.

Preparing Stock Solutions of Cyasterone

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	1.9207 mL	9.6034 mL	19.2068 mL	38.4135 mL	48.0169 mL
5 mM	0.3841 mL	1.9207 mL	3.8414 mL	7.6827 mL	9.6034 mL
10 mM	0.1921 mL	0.9603 mL	1.9207 mL	3.8414 mL	4.8017 mL
50 mM	0.0384 mL	0.1921 mL	0.3841 mL	0.7683 mL	0.9603 mL
100 mM	0.0192 mL	0.096 mL	0.1921 mL	0.3841 mL	0.4802 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.