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    Dienogest (STS-557)
    Dienogest (STS-557)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1727
    CAS #: 65928-58-7Purity ≥98%

    Description: Dienogest (also known as STS 557) is a synthetic, potent and orally bioavailable synthetic progesterone that is used for contraception and the treatment of endometriosis. It is available for use as an oral contraceptive in combination with ethinylestradiol. It has antiandrogenic activity and as a result can improve androgenic symptoms. It is a non-ethinylated progestin which is structurally related to testosterone.

    References: Steroids. 2008 Feb;73(2):222-31; Eur J Endocrinol. 1998 Feb;138(2):216-26.

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    Molecular Weight (MW)311.42
    FormulaC20H25NO2
    CAS No.65928-58-7
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 62 mg/mL (199.1 mM)
    Water: <1 mg/mL
    Ethanol: <1 mg/mL
    Other info

    Chemical Name: 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

    InChi Key: AZFLJNIPTRTECV-FUMNGEBKSA-N

    InChi Code: InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1

    SMILES Code: N#CC[[email protected]]1(O)CC[[email protected]@]2([H])[[email protected]]3([H])CCC4=CC(CCC4=C3CC[[email protected]]12C)=O

    SynonymsSTS-557; STS 557; STS557; BAY86-5258; BAY 86-5258; BAY-86-5258; Dinagest; Endometrion; M 18575; MJR-35; Visanne; ZK 37659. 


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    In Vitro

    In vitro activity: 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 VivoDienogest (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.
    Animal modelRats
    Formulation & Dosage0.1-1 mg/kg per day, p.o.
    References

    Steroids. 2008 Feb;73(2):222-31; Eur J Endocrinol. 1998 Feb;138(2):216-26.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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