Ipamorelin (acetate)

Ipamorelin is a pentapeptide growth hormone secretagogue (GHS) and GHS receptor 1a (GHS-R1a) agonist. It binds to COS-7 cells expressing GHS-R1a (Ki = 63.4 nM), induces inositol-1,4,5-triphosphate (IP3) accumulation in BHK cells expressing GHS-R1a (EC50 = 46.9 nM), and induces GH release in primary rat pituitary cells (EC50 = 1.3 nM). Ipamorelin increases plasma levels of GH in rats and pigs (ED50s = 80 and 2.3 nmol/kg, respectively) but does not increase plasma levels of follicle-stimulating hormone (FSH), luteinizing hormone (LH), prolactin, or thyroid stimulating hormone (TSH) in pigs when administered at a dose of 420 nmol/kg. It increases gastric emptying in a rat model of postoperative ileus induced by laparotomy and intestinal manipulation when administered at doses of 0.014 or 0.14 µmol/kg. Ipamorelin (18-450 µg/animal) increases body weight and longitudinal bone growth in rats.Formal Name: 2-methylalanyl-L-histidyl-3-(2-naphthalenyl)-D-alanyl-D-phenylalanyl-L-lysinamide, acetate. Synonyms: Aib-His-D-2-Nal-D-Phe-Lys-NH2, NNC 26-0161. Molecular Formula: C38H49N9O5 . XC2H4O2. Formula Weight: 711.9. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 10 mg/ml. SMILES: O=C(N[C@@H](C(N[C@H](C(N)=O)CCCCN)=O)CC1=CC=CC=C1)[C@H](NC([C@@H](NC(C(N)(C)C)=O)CC2=CN=CN2)=O)CC3=CC(C=CC=C4)=C4C=C3.CC(O)=O. InChi Code: InChI=1S/C38H49N9O5.C2H4O2/c1-38(2,41)37(52)47-32(21-28-22-42-23-43-28)36(51)46-31(20-25-15-16-26-12-6-7-13-27(26)18-25)35(50)45-30(19-24-10-4-3-5-11-24)34(49)44-29(33(40)48)14-8-9-17-39,1-2(3)4/h3-7,10-13,15-16,18,22-23,29-32H,8-9,14,17,19-21,39,41H2,1-2H3,(H2,40,48)(H,42,43)(H,44,49)(H,45,50)(H,46,51)(H,47,52),1H3,(H,3,4)/t29-,30+,31+,32-,/m0./s1. InChi Key: LEAUURKOJDDXDT-GXYURGKRSA-N.