Lanreotide (acetate)

Lanreotide is a peptide analog of somatostatin that binds to somatostatin receptors (SSTRs) with a higher affinity for the somatostatin subgroup 2 receptors SST2, SST3, and SST5 (IC50s = 0.5-1.8, 43-107, and 5.6-32 nM, respectively) than for the subgroup 1 receptors, SST1 and SST4 (IC50s = 500-2,330 and 66-2,100 nM, respectively). Lanreotide (100 nM) inhibits the release of growth hormone from patient-derived pituitary adenoma cells in vitro. It also inhibits tumor growth in human small cell lung cancer (SCLC) mouse xenograft models when administered at a dose of 250 µg, twice daily. Formulations containing lanreotide have been used in the treatment of acromegaly and neuroendocrine tumors.Formal Name: 3-(2-naphthalenyl)-D-alanyl-L-cysteinyl-L-tyrosyl-D-tryptophyl-L-lysyl-L-valyl-L-cysteinyl-cyclic (2->7)-disulfide, L-threoninamide, acetate. CAS Number: 127984-74-1. Synonyms: BIM23014. Molecular Formula: C54H69N11O10S2 . XC2H4O2. Formula Weight: 1096.3. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: Slightly Soluble, Methanol: Slightly Soluble. SMILES: O=C1[C@H](C(C)C)NC([C@@](CCCCN)([H])NC([C@@H](CC2=CNC3=C2C=CC=C3)NC([C@H](CC4=CC=C(O)C=C4)NC([C@](NC([C@H](N)CC5=CC(C=CC=C6)=C6C=C5)=O)([H])CSSC[C@@H](C(N[C@@H]([C@@H](C)O)C(N)=O)=O)N1)=O)=O)=O)=O.OC(C)=O. InChi Code: InChI=1S/C54H69N11O10S2.C2H4O2/c1-29(2)45-54(75)63-44(53(74)65-46(30(3)66)47(57)68)28-77-76-27-43(62-48(69)38(56)23-32-15-18-33-10-4-5-11-34(33)22-32)52(73)60-41(24-31-16-19-36(67)20-17-31)50(71)61-42(25-35-26-58-39-13-7-6-12-37(35)39)51(72)59-40(49(70)64-45)14-8-9-21-55,1-2(3)4/h4-7,10-13,15-20,22,26,29-30,38,40-46,58,66-67H,8-9,14,21,23-25,27-28,55-56H2,1-3H3,(H2,57,68)(H,59,72)(H,60,73)(H,61,71)(H,62,69)(H,63,75)(H,64,70)(H,65,74),1H3,(H,3,4)/t30-,38-,40+,41+,42-,43+,44+,45+,46+,/m1./s1. InChi Key: DEXPIBGCLCPUHE-UISHROKMSA-N.