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ALPHA-MSH – (581-05-5)
ALPHA-MSH - (581-05-5)

ALPHA-MSH – (581-05-5)

α-Melanocyte-stimulating hormone (α-MSH) is an endogenous peptide hormone and neuropeptide of the melanocortin family. It plays a key role in melanogenesis, the process responsible for pigmentation in mammals, primarily affecting hair and skin.

α-MSH also regulates feeding behavior, energy homeostasis, sexual activity, and offers protection against ischemia and reperfusion injury. It acts as a non-selective agonist for melanocortin receptors MC1, MC3, MC4, and MC5, with its effects on pigmentation mediated through the MC1 receptor, and its regulation of appetite, metabolism, and sexual behavior through MC3 and MC4 receptors.

Synthetic analogues of α-MSH, such as afamelanotide and bremelanotide, have been developed for medical applications, including photoprotection and treatment of hypoactive sexual desire disorder.

The above information is displayed for information purpose only, and has not been reviewed by EON nor does EON attests or validates the accuracy nor does it constitutes a recommendation or validation.

SKU: 581-05-5
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α-Melanocyte-stimulating hormone (α-MSH) is an endogenous peptide hormone and neuropeptide of the melanocortin family. It plays a key role in melanogenesis, the process responsible for pigmentation in mammals, primarily affecting hair and skin.

α-MSH also regulates feeding behavior, energy homeostasis, sexual activity, and offers protection against ischemia and reperfusion injury. It acts as a non-selective agonist for melanocortin receptors MC1, MC3, MC4, and MC5, with its effects on pigmentation mediated through the MC1 receptor, and its regulation of appetite, metabolism, and sexual behavior through MC3 and MC4 receptors.

Synthetic analogues of α-MSH, such as afamelanotide and bremelanotide, have been developed for medical applications, including photoprotection and treatment of hypoactive sexual desire disorder.

The above informationis displayed for information purpose only, and has not been reviewed by EON nor does EON attests or validates the accuracy nor does it constitutes a recommendation or validation.

Sources:

https://en.wikipedia.org/wiki/%CE%91-melanocyte-stimulating_hormone
https://pubchem.ncbi.nlm.nih.gov/compound/16133793#section=Other-Identifiers
https://www.medchemexpress.com/_alpha_-Melanocyte-Stimulating_Hormone__MSH_,_amide.html
https://www.medkoo.com/products/12833
https://www.sciencedirect.com/topics/biochemistry-genetics-and-molecular-biology/alpha-melanocyte-stimulating-hormone
https://translational-medicine.biomedcentral.com/articles/10.1186/s12967-023-04405-y

Other Names

Intermedin, MELANOTROPIN, a-Melanotropin (swine), Melanotropin alpha

IUPAC Name

(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-[[(2S)-1-[[(2S)-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

581-05-5

Molecular Weight

1664.9

Molecular Formula

C77H109N21O19S

SMILES

CC(C)[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC4=CC=CC=C4)NC(=O)[C@H](CC5=CNC=N5)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CO)NC(=O)[C@H](CC6=CC=C(C=C6)O)NC(=O)[C@H](CO)NC(=O)C

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