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Cyasterone

$113

  • Brand : BIOFRON

  • Catalogue Number : BF-C3003

  • Specification : 95%

  • CAS number : 17086-76-9

  • Formula : C29H44O8

  • Molecular Weight : 520.65

  • PUBCHEM ID : 119444

  • Volume : 20mg

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Catalogue Number

BF-C3003

Analysis Method

HPLC,NMR,MS

Specification

95%

Storage

2-8°C

Molecular Weight

520.65

Appearance

White crystalline powder

Botanical Source

Cyathula officinalis,Camellia sinensis,Ajuga ciliata

Structure Type

Others

Category

Standards;Natural Pytochemical;API

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

Synonyms

(2β,3β,5β,22R,24S,25S,28R)-2,3,14,20,22-Pentahydroxy-26,28-epoxystigmast-7-ene-6,26-dione/(2β,3β,5β,23R,24ξ,25S,28R)-2,3,14,20,23-Pentahydroxy-26,28-epoxystigmast-7-ene-6,26-dione/Stigmast-7-ene-6,26-dione, 26,28-epoxy-2,3,14,20,23-pentahydroxy-, (2β,3β,5β,23R,24ξ,25S,28R)-/cyasteron/Stigmast-7-ene-6,26-dione, 26,28-epoxy-2,3,14,20,22-pentahydroxy-, (2β,3β,5β,22R,24S,25S,28R)-/Cyasterone

IUPAC Name

Density

1.3±0.1 g/cm3

Solubility

Methanol

Flash Point

242.0±26.4 °C

Boiling Point

742.8±60.0 °C at 760 mmHg

Melting Point

InChl

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

InChl Key

NEFYSBQJYCICOG-YSEUJXISSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:17086-76-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

15785811

Abstract

Chemical investigation of ecdysteroidal constituents of the roots and stems of Cyathula officinalis led to the isolation of two cyasterone stereoisomers, 2 and 3, together with the known cyasterone 1. The structures of compounds 2 and 3 were determined to be 28-epi-cyasterone and 25-epi-28-epi-cyasterone, respectively, by means of spectroscopic analysis. X-Ray structures of 1 and 2 confirmed the 24S,25S,28R configuration for 1 and 24S,25S,28S for 2.

Title

Structure Elucidation of Cyasterone Stereoisomers Isolated From Cyathula Officinalis

Author

Keiko Okuzumi 1 , Noriyuki Hara, Hidehiro Uekusa, Yoshinori Fujimoto

Publish date

2005 Apr 7

PMID

27668532

Abstract

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. 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. 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.

Title

Anti-proliferation Effects, Efficacy of Cyasterone in Vitro and in Vivo and Its Mechanism

Author

XinGang Lu 1 , HongFu Qiu 2 , Liu Yang 3 , JieYing Zhang 4 , ShuJie Ma 5 , Lan Zhen 6

Publish date

2016 Dec

PMID

26390114

Abstract

A simple, specific, and sensitive liquid chromatography-mass spectrometry (LC-MS) method for determination of cyasterone in rat plasma was developed in our laboratory. Cucurbitacin B was used as an internal standard (IS). After protein precipitation with twofold volume of acetonitrile, the analyte and IS were separated on a Luna C18 column (100 × 4.6 mm, i.d., 3.0 µm; Phenomenex) by isocratic elution with acetonitrile-water (80:20, v/v) as the mobile phase at a flow rate of 0.4 mL/min. An electrospray ionization source was applied and operated in the positive ion mode; selected ion monitoring scan mode was used for quantification, and the target ions m/z 543.3 for cyasterone and m/z 581.3 for IS were chosen. Good linearity was observed in the concentration range of 0.40-400 ng/mL for cyasterone in rat plasma. Intra-day and inter-day precision were both <7.4%. This method was proved to be suitable for pharmacokinetic studies after oral (5.0 mg/kg) or intravenous (0.5 mg/kg) administration of cyasterone in rats. Copyright © 2015 John Wiley & Sons, Ltd

KEYWORDS

LC-MS; cyasterone; pharmacokinetic study; rat plasma.

Title

A Simple LC-MS Method for Determination of Cyasterone in Rat Plasma: Application to a Pilot Pharmacokinetic Study

Author

Fuqiang Li 1 , Guangyu Li 1 , Jinsong Zhao 1 , Jun Xiao 1 , Zaoxia Liu 1 , Guanfang Su 1

Publish date

2016 Jun


Description :

Cyasterone, a natural EGFR inhibitor, mainly isolated from Ajuga decumbens Thunb (Labiatae).Cyasterone manifests anti-proliferation effect by induced apoptosis and cell cycle arrests. Cyasterone may serves as a clinical therapeutic anti-tumor agent against human tumors[1].