Metapristone

Metapristone is an active metabolite of the glucocorticoid, progesterone, and androgen receptor antagonist mifepristone (Cay-10006317). It is formed from mifepristone by the cytochrome P450 (CYP) isoform CYP3A4. Metapristone is an antagonist of human glucocorticoid and progesterone receptors with relative affinities of 61 and 21%, respectively, compared to mifepristone. It decreases the proliferation of A375 human and B16/F10 murine melanoma cells (IC50s = 57.4 and 75.8 µM, respectively). It induces cell cycle arrest at the G1 phase in B16/F10 cells when used at a concentration of 80 µM. Metapristone (2.5, 10, and 50 mg/kg per day) decreases the number of lung metastases in a B16/F10 murine model of lung metastasis.Formal Name: (11beta,17beta)-17-hydroxy-11-[4-(methylamino)phenyl]-17-(1-propyn-1-yl)-estra-4,9-dien-3-one. CAS Number: 104004-96-8. Synonyms: N-desmethyl Mifepristone, RU-42633, N-desmethyl RU-486. Molecular Formula: C28H33NO2. Formula Weight: 415.6. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: Slightly soluble, Methanol: Slightly soluble. lambdamax: 255, 303 nm. SMILES: C[C@@]12[C@](CC[C@@]2(O)C#CC)([H])[C@@]3([H])C([C@](C4=CC=C(C=C4)NC)([H])C1)=C5C(CC3)=CC(CC5)=O. InChi Code: InChI=1S/C28H33NO2/c1-4-14-28(31)15-13-25-23-11-7-19-16-21(30)10-12-22(19)26(23)24(17-27(25,28)2)18-5-8-20(29-3)9-6-18/h5-6,8-9,16,23-25,29,31H,7,10-13,15,17H2,1-3H3/t23-,24+,25-,27-,28-/m0/s1. InChi Key: IBLXOBHABOVXDY-WKWWZUSTSA-N.