Promegestone

Alias: Surgestone; Promegestone; R 5020; R-5020; R5020; RU 5020; RU5020; RU-5020; U56217;U 56217; U-56217
Cat No.:V5585 Purity: ≥98%
Promegestone (R-5020; RU-5020; trade name Surgestone) is a progestin medication and a synthetic progestogen acting as an agonist of the progesterone receptor.
Promegestone Chemical Structure CAS No.: 34184-77-5
Product category: Progesterone Receptor
This product is for research use only, not for human use. We do not sell to patients.
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Product Description

Promegestone (R-5020; RU-5020; trade name Surgestone) is a synthetic progestogen that functions as an agonist of the progesterone receptor and a progestin drug. It's been applied to the treatment of gynecological disorders and menopausal hormone therapy.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Promegestone (R-5020; 1 nM) is an effective ligand in HELN-hPR, exhibiting a complete agonist response profile and a low EC50 of 0.33 nM. However, in U2OS-zfPR, it only partially induced luciferase activity (EC50=1.93 nM)[1]. Promegestone is inactive in HeLa cells with luciferase expression but no functional receptor[1]. Promegestone (10 nM) robustly increases the expression of SLC37A2 in T47D cell models in cells expressing SUMO-deficient PR, but not in cells expressing WT PR[3].
ln Vivo
Promegestone (R-5020; 8 mg/kg; intramuscularly)-treated pregnant mice have the highest cell density and the least amount of extracellular collagen deterioration (lowest OD) on day 18 postbreeding when compared to other groups on the day before birth[2].
References

[1]. Human and Zebrafish Nuclear Progesterone Receptors Are Differently Activated by Manifold Progestins. Environ Sci Technol. 2020 Aug 4;54(15):9510-9518.

[2]. Progesterone Receptor-Mediated Actions Regulate Remodeling of the Cervix in Preparation for Preterm Parturition. Reprod Sci. 2016 Nov;23(11):1473-1483.

[3]. Posttranslationally modified progesterone receptors direct ligand-specific expression of breast cancer stem cell-associated gene programs. J Hematol Oncol. 2017 Apr 17;10(1):89.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H30O2
Molecular Weight
326.48
Exact Mass
326.2246
Elemental Analysis
C, 80.94; H, 9.26; O, 9.80
CAS #
34184-77-5
Appearance
Solid powder
SMILES
CCC(=O)[C@]1(CC[C@@H]2[C@@]1(CCC3=C4CCC(=O)C=C4CC[C@@H]23)C)C
InChi Key
QFFCYTLOTYIJMR-XMGTWHOFSA-N
InChi Code
InChI=1S/C22H30O2/c1-4-20(24)22(3)12-10-19-18-7-5-14-13-15(23)6-8-16(14)17(18)9-11-21(19,22)2/h13,18-19H,4-12H2,1-3H3/t18-,19+,21+,22-/m1/s1
Chemical Name
(8S,13S,14S,17S)-13,17-dimethyl-17-propanoyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
Synonyms
Surgestone; Promegestone; R 5020; R-5020; R5020; RU 5020; RU5020; RU-5020; U56217;U 56217; U-56217
HS Tariff Code
2934.99.03.00
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.0630 mL 15.3149 mL 30.6297 mL
5 mM 0.6126 mL 3.0630 mL 6.1259 mL
10 mM 0.3063 mL 1.5315 mL 3.0630 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

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