Muristerone A
Product Code: AG-CN2-0070
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0070-C250 | 250 ug | £65.00 |
Quantity:
| AG-CN2-0070-M001 | 1 mg | £160.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
2beta,3beta,5beta,11alpha,14alpha,20R,22R-Heptahydroxycholest-7-en-6-one
Appearance:
White to off-white solid.
CAS:
38778-30-2
EClass:
32160000
Form (Short):
liquid
InChi:
InChI=1S/C27H44O8/c1-14(2)6-7-20(31)25(5,33)19-8-9-26(34)15-10-21(32)27(35)13-17(29)16(28)11-24(27,4)22(15)18(30)12-23(19,26)3/h10,14,16-20,22,28-31,33-35H,6-9,11-13H2,1-5H3/t16-,17+,18+,19-,20+,22?,23+,24+,25+,26+,27+/m0/s1
InChiKey:
LRJUYAVTHIEHAI-LDJCFVSYSA-N
Long Description:
Chemical. CAS: 38778-30-2. Formula: C27H44O8. MW: 496.6. Isolated from Ipomoea hederacea seeds. Potent member of the ecdysteroid family. Ecdysone receptor (EcR) agonist. Analog of ecdysone with similar properties to ponasterone A (Prod. No. AG-CN2-0053 http://www.adipogen.com/ag-cn2-0053/ponasterone-a.html ). Inducer of ecdysone-inducible gene expression systems in mammalian cells and transgenic animals. Induces apoptosis in cells transfected with wild-type Bax. Induces expression of beta-galactosidase. Stimulates Bcl-XL mRNA transcription and inhibits TRAIL- and hFasL-induced apoptosis in RKO cells. Insect steroid hormone involved in regulating metamorphosis, causing a response to G2 cell cycle arrest. Major molting hormone in some insects. Has protective effects in plants.
MDL:
MFCD00056450
Molecular Formula:
C27H44O8
Molecular Weight:
496.6
Other data:
To prepare a 1mM stock solution (1.1mM) in 100% ethanol: Add 2ml of 100% ethanol to 1mg muristerone A (2µmol). Gently mix to dissolve the product (5 to 10min.). Do not heat solution to dissolve the product. Store the 1mM stock solution at +4°C or at -20°C.
Package Type:
Vial
Product Description:
Potent member of the ecdysteroid family. Ecdysone receptor (EcR) agonist. Analog of ecdysone with similar properties to ponasterone A (Prod. No. AG-CN2-0053 http://www.adipogen.com/ag-cn2-0053/ponasterone-a.html ). Inducer of ecdysone-inducible gene expression systems in mammalian cells and transgenic animals. Induces apoptosis in cells transfected with wild-type Bax. Induces expression of beta-galactosidase. Stimulates Bcl-XL mRNA transcription and inhibits TRAIL- and hFasL-induced apoptosis in RKO cells. Insect steroid hormone involved in regulating metamorphosis, causing a response to G2 cell cycle arrest. Major molting hormone in some insects. Has protective effects in plants.
Purity:
>95% (HPLC)
SMILES:
[H][C@@]1(CC[C@@]2(O)C3=CC(=O)[C@]4(O)C[C@@H](O)[C@@H](O)C[C@]4(C)C3[C@H](O)C[C@]12C)[C@@](C)(O)[C@H](O)CCC(C)C
Solubility Chemicals:
Soluble in acetic acid, ethanol, methanol or DMSO. Insoluble in water.
Source / Host:
Isolated from Ipomoea hederacea seeds.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Structure of muristerone A, a new phytoecdysone: L. Canonica, et al.; J. C. S. Chem. Commun. 1060 (1972) | New phytoecdysones from kaladana. I. Structure of muristerone A and kaladasterone: L. Canonica, et al.; Gazz. Chim. Ital. 107, 123 (1977) | Characterization and partial purification of the Drosophila Kc cell ecdysteroid receptor: T.M. Landon, et al.; J. Biol. Chem. 263, 4693 (1988) | Ecdysteroid-Dependent Regulation of Genes in Mammalian Cells by a Drosophila Ecdysone Receptor and Chimeric Transactivators: K. Christopherson, et al.; PNAS 89, 6314 (1992) | Ecdysone-inducible gene expression in mammalian cells and transgenic mice: D. No, et al.; PNAS 93, 3346 (1996) | The overexpression of Bax produces cell death upon induction of the mitochondrial permeability transition: J.G. Pastorino, et al.; J. Biol. Chem. 273, 7770 (1998) | Impairment of the proapoptotic activity of Bax by missense mutations found in gastrointestinal cancers: J. Gil, et al.; Cancer Res. 59, 2034 (1999) | Identification of ligands and coligands for the ecdysone-regulated gene switch: E. Saez, et al.; PNAS 97, 14512 (2000) | Ectopic expression of cyclin D1 impairs the proliferation and enhances the apoptosis of a murine lymphoid cell line: F. Duquesne, et al.; Cell Death Differ. 8, 51 (2001) | The ecdysone inducible gene expression system: unexpected effects of muristerone A and ponasterone A on cytokine signaling in mammalian cells: S. Constantino, et al.; Eur. Cytokine Netw. 12, 365 (2001) | Muristerone A-induced nerve growth factor release from genetically engineered human dermal fibroblasts for peripheral nerve tissue engineering: C.W. Patrick, et al.; Tissue Eng. 7, 303 (2001) | Agonists of an ecdysone-inducible mammalian expression system inhibit Fas-ligand- and TRAIL-induced apoptosis in the human colon carcinoma cell line RKO: I Oehme, et al.; Cell Death Diff. 13, 189 (2005) | Selected technologies to control genes and their products for experimental and clinical purposes: H.K. Alexander, et al.; Arch. Immunol. Ther. Exp. 55, 139 (2007) (Review)
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