Grundinformationen
- Standard-SMILES
CSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O- InChIKey
YFGBQHOOROIVKG-FKBYEOEOSA-N- Summenformel
- C27H35N5O7S
- Durchschnittliche Molmasse
- 573,7 g/mol
- Monoisotopische Masse
- 573,22571965
Namen und Bezeichner
- Bevorzugter Name
- Metenkefalin
- IUPAC
- (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
- Lokaler Name
- N-[N-[N-(N-L-Tyrosylglycyl)glycyl]-L-phenylalanyl]-L-methionin
- Englischer Name
- H-Tyr-Gly-Gly-Phe-Met-OH
- Summenformel
- C27H35N5O7S
- Molmasse
- 573.66
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
58569-55-4- PubChem CID
- 443363
- DTXSID
DTXSID90974125- ChEMBL
CHEMBL13786- UNII
- 9JEZ9OD3AS
- EC Number
- 261-335-8
- Nikkaji
- J246.108K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,1
- Polarare Oberfläche (TPSA)
- 225 Ų
- H-Brücken-Donoren
- 7
- H-Brücken-Akzeptoren
- 9
- Frei drehbare Bindungen
- 16
- Schwere Atome
- 40
- Formalladung
- 0
- Komplexität
- 847
Physikochemische Eigenschaften
- Schmelzpunkt
- 174 · 174-177 °C
- Siedepunkt
- 1052.9 · 1052.9±65.0 °C(Predicted)
- Dichte
- 1.324 · 1.324±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly, Heated, Sonicated), Water (Slightly)
- Aggregatzustand
- powder
- pka
- 3.23 · 3.23±0.10(Predicted)
- Farbe
- white
- Stabilität
- Unstable in alkaline solution
Sicherheit und Regulatorisches
Sicherheitsdaten
- F
- 3-10-21
- wgk
- 3
- safety_code
- 22-24/25
Chemie und Industrie
Pharmakologische Informationen
Mechanism of Action
Metenkefalin is an agonist of µ and δ opioid receptors. It also causes immunostimulation at low doses and immunosuppression at higher doses. Metenkefalin can also inhibit the production of aldosterone, deoxycorticosterone, and corticosterone. Unfortunately, the mechanisms by which these effects occur have not been well described in the literature.
MeSH Pharmacological Classification
Substances used for their pharmacological actions on any aspect of neurotransmitter systems. Neurotransmitter agents include agonists, antagonists, degradation inhibitors, uptake inhibitors, depleters, precursors, and modulators of receptor function.
Anwendungen
VerwendenEndogenous opioid peptide that also functions as a growth factor on many cell types at a receptor that is distinct from the neuronal opioid receptors
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