Alpha-msh
Grundinformationen
- CAS
581-05-5- Standard-SMILES
CSCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(C)=O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(N)=O)C(C)C- InChIKey
WHNFPRLDDSXQCL-UAZQEYIDSA-N- Summenformel
- C77H109N21O19S
- Durchschnittliche Molmasse
- 1.664,9 g/mol
- Monoisotopische Masse
- 1.663,79293151
Überblick
Alpha-melanocyte stimulating hormone is a thirteen amino acid peptide hormone consisting of N-acetyl-L-Ser, L-Tyr, L-Ser, L-Met, L-Glu, L-His, L-Phe, L-Arg, L-Trp, Gly, L-Lys, L-Pro and L-valinamide units joined in sequence by peptide linkages. It is an endogenous melanocortin receptor agonist that exhibits anti-inflammatory activity. It has a role as an anti-inflammatory agent.
Namen und Bezeichner
- Bevorzugter Name
- Alpha-msh
- IUPAC
- (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
- Englischer Name
- ALPHA-MSH
- Summenformel
- C77H109N21O19S
- Molmasse
- 1664.89
Namen und Synonyme
581-05-5Alpha mshalpha IntermedinIntermedin, alphaMSH, alphaMSH, Des-AcetylDesacetyl alpha MSHDesacetyl alpha-MSH(Desacetyl)alpha-MSHalpha-MSH, DesacetylRefChem:915559Alpha-msh
Weitere Namen anzeigen
a-MSHC02758ALFA-MSH-MSHα-MSH, amideα-Melanotropinalpha-IntermedinALPHA-MSH, AMIDEALPHA-MSN, HUMAN
a-Melanotropin (swine).alpha.-msh.alpha.-melanotropin.alpha.-melanotropin (ox).alpha.-melanotropin (human).alpha.-melanotropin (sheep)alpha-Melanotropin (pig)alpha-Melanotropin (swine)
Datenbank-Bezeichner
- CAS
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -4,3
- Polarare Oberfläche (TPSA)
- 668 Ų
- H-Brücken-Donoren
- 23
- H-Brücken-Akzeptoren
- 23
- Frei drehbare Bindungen
- 51
- Schwere Atome
- 118
- Formalladung
- 0
- Komplexität
- 3.370
Physikochemische Eigenschaften
- Dichte
- 1.48 · 1.48±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 10.44 mg/mL · insoluble in EtOH; ≥10.44 mg/mL in H2O with ultrasonic; ≥166.5 mg/mL in DMSO with gentle warming
- Aggregatzustand
- Lyophilized
- pka
- 4.43 · 4.43±0.10(Predicted)
- Farbe
- White to off-white
- Wasserlöslichkeit
- Soluble in water (~1 mg/ml).
- BRN
- 741840 · 741840
- InChIKey
- WHNFPRLDDSXQCL-UAZQEYIDSA-N
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- safety_code
- 22-24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Chemical substances having a specific regulatory effect on the activity of a certain organ or organs. The term was originally applied to substances secreted by various ENDOCRINE GLANDS and transported in the bloodstream to the target organs. It is sometimes extended to include those substances that are not produced by the endocrine glands but that have similar effects.
Anwendungen
Verwendenalpha-Melanocyte Stimulating Hormone amide is an endogenous melanocortin receptor agonist (Ki values are 0.12, 31, 660 and 5700 nM for MC1, MC3, MC4 and MC5 receptors respectively). Anti-inflammatory peptide; antagonizes proinflammatory mediators, including TNF-α, IL-6 and NO and induces anti-inflammatory cytokine IL-10. Inhibits food intake and induces penile erections following i.c.v. administration.
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