Ipamorelin: Chemical Properties
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Comprar péptido Ipamorelin 10mg21 Citas PubMedRevisado por EspecialistasÚltima Revisión: febrero de 2026
Propiedades Químicas
| Molecular Formula | C₃₈H₄₉N₉O₅ |
| Molecular Weight | 711.85 Da |
| CAS Number | 170851-70-4 |
| PubChem CID | 9831659 |
| Sequence (1-Letter) | XHXFK (X = non-proteinogenic amino acids) |
| Sequence (3-Letter) | Aib-His-D-2-Nal-D-Phe-Lys-NH₂ |
| Structure | Pentapéptido lineal; contiene Aib (α-metilalanina) y D-2-naftilalanina; amida C-terminal |
| InChI Key | NEHWBYHLYZGBNO-BVEPWEIPSA-N |
| Origin | Sintético — derivado de GHRP-1 (Novo Nordisk) |
| Classification | Secretagogo de Hormona de Crecimiento / Mimético de Grelina / Péptido de Investigación |
| Plasma Half-Life | ~2 horas (humano); ~30–60 min (rata) |
Identificadores
| Purity Standard | ≥95–98% by RP-HPLC |
| IUPAC Name | (2S)-6-Amino-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[(2-amino-2-methylpropanoyl)amino]-3-(4H-imidazol-4-yl)propanoyl]amino]-3-naphthalen-2-ylpropanoyl]amino]-3-phenylpropanoyl]amino]hexanamide |
| SMILES | CC(C)(C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@H](CC2=CC3=CC=CC=C3C=C2)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)N[C@@H](CCCCN)C(=O)N)N |
| UNII Code | Y9M3S784Z6 |
| Monoisotopic Mass | 711.385 Da |
| Solubility | Free base: 0.0032 mg/mL (water); Acetate salt: 5 mg/mL (water) |
Editorial Research Note
“Resumen de Investigación Preclínica Estudios Preclínicos Clave EstudioModeloHallazgos ClaveRef Raun et al.”
Referencias
- Raun K, Hansen BS, Johansen NL, et al. Ipamorelin, the first selective growth hormone secretagogue. European Journal of Endocrinology. 1998;139(5):552-561.
- Gobburu JVS, Agersø H, Jusko WJ, Ynddal L. Pharmaceutical Research. 1999;16(9):1412-1416.
- Johansen PB, Nowak J, Skjaerbaek C, et al. Ipamorelin, a new growth-hormone-releasing peptide, induces longitudinal bone growth in rats. Growth Hormone & IGF Research. 1999;9(2):106-113.
- Venkova K, Mann W, Nelson R, Greenwood-Van Meerveld B. JPET. 2009;329(3):1110-1116.
- Greenwood-Van Meerveld B, Tyler K, Mohammadi E, Pietra C. Journal of Experimental Pharmacology. 2012;4:149-155.
- Beck DE, Sweeney WB, McCarter MD. Int J Colorectal Dis. 2014;29(12):1527-1534.
- Jiménez-Reina L, Cañete R, de la Torre MJ, Bernal G. European Journal of Anatomy. 2002;6(1):37-45.
- Svensson J, Lall S, Dickson SL, Jansson JO. Journal of Endocrinology. 2000;165:569-577.
- Lall S, Tung LY, Ohlsson C, Jansson JO, Dickson SL. Growth hormone (GH)-independent stimulation of adiposity by GH secretagogues. BBRC. 2001;280(1):132-138.
- Adeghate E, Ponery AS. Mechanism of ipamorelin-evoked insulin release from the pancreas of normal and diabetic rats. Neuro Endocrinology Letters. 2004;25(6):403-406.
- Johansen PB, Hansen KT, Andersen JV, Johansen NL. Xenobiotica. 1998;28(11):1083-1092.
- Andersen NB, Malmlöf K, Johansen PB, Oxlund H. Growth Hormone & IGF Research. 2001;11(5):266-272.
- Hansen TK, Ankersen M, Raun K, Hansen BS. Highly Potent Growth Hormone Secretagogues: Hybrids of NN703 and Ipamorelin. Bioorganic & Medicinal Chemistry Letters. 2001;11(14):1915-1918.
- Lu Z, Ngan MP, Liu JYH, Rudd JA. Physiology & Behavior. 2024.
- Sinha DK, Balasubramanian A, Tatem AJ, et al. Translational Andrology and Urology. 2020;9(Suppl 2):S149-S159.
- Thøgersen H, Johansen NL, Lau J, et al. A New Series of Highly Potent Growth Hormone-Releasing Peptides Derived from Ipamorelin. Journal of Medicinal Chemistry. 1998;41.
- Mohammadi E, Bhatt V, Bhatt AB, Pietra C, Greenwood-Van Meerveld B. Ipamorelin attenuates visceral and somatic nociception through peripheral ghrelin receptor mechanisms. 2020.
- U.S. Food & Drug Administration. FDA Evaluation of Ipamorelin-Related Bulk Drug Substances. FDA Pharmacy Compounding Advisory Committee. 2024.
- World Anti-Doping Agency. WADA Prohibited List — S2: Peptide Hormones, Growth Factors, Related Substances, and Mimetics. 2024.
- Polvino WJ. US Patent 8,039,456 B2.
- Thøger Nielsen K, et al. Validated screening method for GH-releasing peptides using UHPLC-HRMS on dried blood spots. Drug Testing and Analysis. 2021.
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