CAS 581-05-5|α-MSH trifluoroacetate salt
| Common Name | α-MSH trifluoroacetate salt | ||
|---|---|---|---|
| CAS Number | 581-05-5 | Molecular Weight | 1664.884 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C77H109N21O19S | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | / |
Names
| Name | α-Melanocyte stimulating hormone |
|---|---|
| Synonym | More Synonyms |
α-MSH trifluoroacetate salt BiologicalActivity
| Description | α-Melanocyte-Stimulating Hormone (MSH), amide stimulates melanocortin 1 receptor that results in the activation of adenylyl cyclase. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>Adenylate CyclaseResearch Areas >>Metabolic DiseasePeptides |
| Target | Melanocortin 1 receptor[1] Adenylyl cyclase[1] |
| In Vitro | α-Melanocyte-Stimulating Hormone (MSH), amide is an ancient tridecapeptide with potent inhibitory activity in all major forms of inflammation. α-Melanocyte-stimulating hormone (α-MSH) acts as an anti-inflammatory agent via down regulating the production and activity of the pro-inflammatory cytokines interleukin-1 (IL-1), tumor necrosis factor (TNF)-α and IL-6 expressed in various cells of the immune system. It also controls the nitric oxide production associated with inflammation. α−MSH inhibits nuclear factor-κB (NF-κB)-dependent gene transcription and NF-κB pathway induced by TNF and other inflammatory agents. This activity of α-MSH is mediated through the production of cyclic adenosine monophosphate (cAMP) and activation of protein kinase A (PKA) enzyme. α–MSH functions as a potent therapeutics for various conditions resulted through NF-κB activation including, inflammatory diseases, human immunodeficiency virus (HIV) replication in AIDS (acquired immunodeficiency syndrome), and septic shock[2]. |
| In Vivo | α-Melanocyte-Stimulating Hormone (MSH), amide (α-MSH) has an essential role to play in melanin production in animals. α-MSH regulates development of several skin diseases, including cutaneous inflammation and hyper-proliferative skin diseases[2]. |
| References | [1]. Jo H, et al. Synthesis and biological evaluation of caffeic acid derivatives as potent inhibitors of α-MSH-stimulated melanogenesis. Bioorg Med Chem Lett. 2017 Aug 1;27(15):3374-3377. [2]. Lu XY, et al. Interaction between alpha-melanocyte-stimulating hormone and corticotropin-releasing hormone in the regulation of feeding and hypothalamo-pituitary-adrenal responses. J Neurosci. 2003 Aug 27;23(21):7863-72. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Molecular Formula | C77H109N21O19S |
| Molecular Weight | 1664.884 |
| Exact Mass | 1663.792969 |
| PSA | 668.28000 |
| LogP | -1.77 |
| Index of Refraction | 1.682 |
| InChIKey | WHNFPRLDDSXQCL-QLUMQNPSSA-N |
| SMILES | CSCCC(NC(=O)C(CO)NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(CO)NC(C)=O)C(=O)NC(CCC(=O)O)C(=O)NC(Cc1c[nH]cn1)C(=O)NC(Cc1ccccc1)C(=O)NC(CCCNC(=N)N)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NCC(=O)NC(CCCCN)C(=O)N1CCCC1C(=O)NC(C(N)=O)C(C)C |
| Storage condition | 2-8°C |
| Water Solubility | Soluble in water (~1 mg/ml). |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | N |
| Safety Phrases | 22-24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
Articles85
More Articles| Triterpene glycosides and other polar constituents of shea (Vitellaria paradoxa) kernels and their bioactivities. Phytochemistry 108 , 157-70, (2014) The MeOH extract of defatted shea (Vitellaria paradoxa; Sapotaceae) kernels was investigated for its constituents, and fifteen oleanane-type triterpene acids and glycosides, two steroid glucosides, tw... | |
| Reduced melanocortin production causes sexual dysfunction in male mice with POMC neuronal insulin and leptin insensitivity. Endocrinology 156(4) , 1372-85, (2015) Proopiomelanocortin (POMC)-derived peptides like α-melanocyte-stimulating hormone (MSH) substantially improve hepatic insulin sensitivity and regulate energy expenditure. Melanocortinergic agents are ... | |
| Effect of barodenervation on cardiovascular responses elicited from the hypothalamic arcuate nucleus of the rat. PLoS ONE 7(12) , e53111, (2012) We have previously reported that chemical stimulation of the hypothalamic arcuate nucleus (ARCN) in the rat elicited increases as well as decreases in blood pressure (BP) and sympathetic nerve activit... |
Synonyms
| N-Acetyl-L-seryl-L-tyrosyl-L-seryl-L-methionyl-L-α-glutamyl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycyl-L-lysyl-L-prolyl-L-valinamide |
| α-Melanocyte Stimulating Hormone |
| MFCD00133062 |
| L-Valinamide, N-acetyl-L-seryl-L-tyrosyl-L-seryl-L-methionyl-L-α-glutamyl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycyl-L-lysyl-L-prolyl- |
| α-MSH |
