Umirolimus

Umirolimus is a semisynthetic macrocyclic lactone and a derivative of rapamycin (Cay-13346) that has immunosuppressive and anti-inflammatory effects. It halts the cell cycle at the G1 phase through an IL-2/mTOR-mediated pathway and inhibits proliferation of human smooth muscle cells. In a porcine overstretch model, coronary stents containing umirolimus for localized delivery to the vessel wall reduced stenosis by 50% and led to less thickening of the vessel wall than a bare metal stent. Rapamycin, and likely its derivatives, binds to the cytosolic FK-binding protein 12 (FKBP12) to inhibit the mammalian target of rapamycin (mTOR) pathway. Formulations containing umirolimus have been used in coronary stents for localized delivery to the vessel wall.Formal Name: 42-O-(2-ethoxyethyl)-rapamycin. CAS Number: 851536-75-9. Molecular Formula: C55H87NO14. Formula Weight: 986.3. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: Soluble, DMSO: Soluble, Ethanol: Soluble, Methanol: Soluble. SMILES: O=C([C@]1([H])CCCCN1C(C([C@@]2(O)[C@H](C)CC[C@](C[C@H](OC)/C(C)=C/C=C/C=C/[C@H](C3)C)([H])O2)=O)=O)O[C@](CC([C@H](C)/C=C(C)/[C@@H](O)[C@@H](OC)C([C@@H]3C)=O)=O)([H])[C@H](C)C[C@@H]4CC[C@@H](OCCOCC)[C@H](OC)C4. InChi Code: InChI=1S/C55H87NO14/c1-12-67-26-27-68-45-24-22-41(31-48(45)65-10)30-37(5)47-33-44(57)36(4)29-39(7)50(59)51(66-11)49(58)38(6)28-34(2)18-14-13-15-19-35(3)46(64-9)32-42-23-21-40(8)55(63,70-42)52(60)53(61)56-25-17-16-20-43(56)54(62)69-47/h13-15,18-19,29,34,36-38,40-43,45-48,50-51,59,63H,12,16-17,20-28,30-33H2,1-11H3/b15-13+,18-14+,35-19+,39-29+/t34-,36-,37-,38-,40-,41+,42+,43+,45-,46+,47+,48-,50-,51+,55-/m1/s1. InChi Key: YYSFXUWWPNHNAZ-PKJQJFMNSA-N.