Melanotan I is a synthetic analogue of α-melanocyte stimulating hormone (α-MSH) and a potent non-selective melanocortin receptor (MCR) agonist. It is designed to stimulate melanogenesis, the process responsible for skin pigmentation, by mimicking the actions of α-MSH on melanocortin type 1 receptors (MC1R) in melanocytes. This property makes Melanotan I a subject of interest in research related to sun-induced skin cancer, melanoma, inflammation, and male erectile dysfunction.
In clinical trials, Melanotan I has demonstrated its ability to enhance tanning when combined with UV-B light or sunlight. Studies have shown that it can achieve significant tanning with reduced sun exposure, and the tan is maintained longer compared to sunlight exposure alone.
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| Other Names | Melanotan I, Melanotan-1, NDP-alpha-MSH, 4-Nle-7-phe-alpha-msh |
|---|---|
| IUPAC Name | (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]-5-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-2-oxoethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid |
| CAS | 75921-69-6 |
| Molecular Weight | 1646.8 |
| Molecular Formula | C78H111N21O19 |
| SMILES | CCCC[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N5CCC[C@H]5C(=O)N[C@@H](C(C)C)C(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC6=CC=C(C=C6)O)NC(=O)[C@H](CO)NC(=O)C |