5-L-glutamyl-taurine
Grundinformationen
- CAS
56488-60-9- Standard-SMILES
N[C@@H](CCC(=O)NCCS(=O)(=O)O)C(=O)O- InChIKey
WGXUDTHMEITUBO-YFKPBYRVSA-N- Summenformel
- C7H14N2O6S
- Durchschnittliche Molmasse
- 254,26 g/mol
- Monoisotopische Masse
- 254,05725717
Überblick
Glutaurine is a dipeptide resulting from the formal condensation of the amino group of taurine with the gamma-carboxy group of L-glutamic acid. It was initially found in the parathyroid in 1980 and later in the brain of mammals. It has a role as a hormone, an anxiolytic drug, an anticonvulsant, a mammalian metabolite, a mouse metabolite and a human metabolite. It is a L-glutamine derivative, a sulfonic acid and a dipeptide. It is functionally related to a taurine. It is a tautomer of a glutaurine zwitterion.
Namen und Bezeichner
- Bevorzugter Name
- 5-L-glutamyl-taurine
- IUPAC
- (2S)-2-amino-5-oxo-5-(2-sulfoethylamino)pentanoic acid
- Englischer Name
- Glutaurine
- Summenformel
- C7H14N2O6S
- Molmasse
- 254.26
Namen und Synonyme
5-L-Glutamyl-taurine(2S)-2-amino-4-[(2-sulfoethyl)carbamoyl]butanoic acid(2S)-2-amino-4-((2-sulfoethyl)carbamoyl)butanoic acidRefChem:1073049Glutaurine56488-60-9Litoralongamma-GlutamyltaurineGlutaurinagamma-L-Glutamyltaurine5-Glutamyl-taurineGlutaurine [INN]
Weitere Namen anzeigen
γ-Glutamyltaurineγ-Glu-TauSulfoglutamideGlutaurine sodiumL-γ-Glutamyltaurine
N-(2-Sulfoethyl)-L-glutamineGlutaurinumGlutaurine Sodium Salt(2S)-2-amino-5-oxo-5-(2-sulfoethylamino)pentanoic acid(S)-2-Amino-5-oxo-5-((2-sulfoethyl)amino)pentanoic acidB5T2Z06Y9NGlutaurina [Spanish]Glutaurin
Datenbank-Bezeichner
- CAS
56488-60-9- PubChem CID
- 68759
- DTXSID
DTXSID20205030- ChEMBL
CHEMBL2106758- ChEBI
CHEBI:27694- UNII
- B5T2Z06Y9N
- Nikkaji
- J12.619E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -4,9
- Polarare Oberfläche (TPSA)
- 155 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 16
- Formalladung
- 0
- Komplexität
- 346
Experimentelle und physikochemische Eigenschaften
Physical DescriptionSolid
Physikochemische Eigenschaften
- Schmelzpunkt
- 223 · 223-226 °C
- Dichte
- 1.52 · 1.520±0.06 g/cm3(Predicted)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2–8 °C
- Löslichkeit
- 1 mg/ml; · DMF: insol; DMSO: 1 mg/ml; Ethanol: insol; PBS (pH 7.2): 5 mg/ml
- Aggregatzustand
- A solid
- pka
- 1.4 · 1.40±0.50(Predicted)
- Farbe
- White to off-white
- Wasserlöslichkeit
- 125 mg/mL · Water : 125 mg/mL (491.62 mM; Need ultrasonic)
Sicherheit und Regulatorisches
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302
Chemie und Industrie
Pharmakologische Informationen
Metabolite PathwaysTaurine and Hypotaurine Metabolism
Anwendungen
VerwendenGlutaurine has been observed to display antiepileptic effects with anti-amnesia properties. Mimics anxiolytic drug Diazepam (D416855).
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