GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

STS 557 | 2-((8S,13S,14S,17R)-17-hydroxy-13-methyl-3-oxo-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)acetonitrile

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Dienogest (STS 557) is an orally active synthetic progesterone, used for contraception and the treatment of endometriosis.
In vitro

Dienogest activates progesterone receptor (EC50=3.4 or 10.5 nM) with antagonistic activity on androgen receptor (EC50=420.6 or 775.0 nM) but not agonistic nor antagonistic action on GR, MR (3000 nM). Dienogest combined with Oestradiol leads to an increase in the levels of prolactin mRNA and prolactin production in a dose-dependent manner in human endometrial stromal cells (ESC). Dienogest directly acts on endometrial tissue in progestogenic response, such as decidualization, increases prolactin production and growth retardation. Dienogest at concentration of 0.1 μM and 1 μM significantly inhibits BrdU incorporation into DNA at 24 and 48 hours in the cultured endometriotic stromal cells. Dienogest significantly increases the cells in G0/G1 phase and reduces the cells in S phase and G2/M phase in 24 and 48 hours in the cultured endometriotic stromal cells.

In vivo

Dienogest (0.1-1 mg/kg per day, p.o.) reduces the endometrial implant volume to the same extent as Danazol (100 mg/kg per day, p.o.) in rats. Dienogest ameliorates the endometrial implant-induced alterations of the immune system: i.e. it increases the natural killer activity of peritoneal fluid cells and splenic cells, decreases the number of peritoneal fluid cells, and decreases interleukin-1beta production by peritoneal macrophages. Dienogest (0.1 mg/kg per day) combined with Buserelin (0.3 mg/kg per day) suppresses the bone mineral loss induced by buserelin alone, with no reduction of the effect on endometrial implants.
Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Synonyms

STS 557 | 2-((8S, 13S, 14S, 17R)-17-hydroxy-13-methyl-3-oxo-2, 3, 6, 7, 8, 11, 12, 13, 14, 15, 16, 17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)acetonitrile

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Dienogest (STS 557) is an orally active synthetic progesterone, used for contraception and the treatment of endometriosis.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Product Properties

• ALogP: 1.8

Names and Identifiers

• Isomeric SMILES: C[C@]12CCC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(CC#N)O
• Alternate CAS: 65928-58-7
• PubChem CID: 68861
• MeSH Entry Terms: 17 alpha-cyanomethyl-17 beta-hydroxy-13 beta-methylgona-4,9-dien-3-one;17 alpha-cyanomethyl-17 beta-hydroxyestra-4,9(10)-diene-3-one;19-norpregna-4,9-diene-21-nitrile, 17-hydroxy-3-oxo-, (17alpha)-;dienogest;STS 557;STS-557
• Molecular Weight: 311.42

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 30 mg/mL (197.12 mM)
• Specific Rotation[α]: -307° (C=1,CHCl3)
• Melt Point(°C): 215 °C