A progesterone receptor agonist
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Medroxyprogesterone

Item No. 24908

Technical Information
Formal Name
17-hydroxy-6α-methyl-pregn-4-ene-3,20-dione
CAS Number
520-85-4
Synonyms
  • NSC 27408
Molecular Formula
C22H32O3
Formula Weight
Purity
≥98%
A crystalline solid
Acetonitrile: 1 mg/mLEthanol: 1 mg/mLMethanol: 1 mg/mL
λmax
240 nm
SMILES
C[C@@]12[C@](CC[C@]2(O)C(C)=O)([H])[C@]3([H])C[C@H](C)C4=CC(CC[C@]4(C)[C@@]3([H])CC1)=O
InChi Code
InChI=1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1
InChi Key
FRQMUZJSZHZSGN-HBNHAYAOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Medroxyprogesterone is a progesterone receptor agonist (Ki = 241 nM) and a metabolite of medroxyprogesterone 17-acetate (Item No. 23664).1,2,3 It induces a conformational change in the C-terminal domain of the progesterone receptor (EC50 = 47.3 nM) and increases alkaline phosphatase activity in T47D breast cancer cells (EC50 = 23 nM).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pullen, M.A., Laping, N., Edwards, R., et alDetermination of conformational changes in the progesterone receptor using ELISA-like assays. Steroids 71(9), 792-798 (2006).

    2. Ishihara, M., Kirdani, Y., Osawa, Y., et alThe metabolic fate of medroxyprogesterone acetate in the baboon. J. Steroid Biochem. 7(1), 65-70 (1976).

    3. Sturm, G., Häberlein, H., Bauer, T.L., et alMass spectrometric and high-performance liquid chromatographic studies of medroxyprogesterone acetate metabolites in human plasma. J. Chromatogr. 562(1-2), 351-362 (1991).