Glutathion

2-Azaniumyl-5-((1-(Carboxymethylamino)-1-Oxo-3-Sulfanylpropan-2-Yl)Amino)-5-Oxopentanoate

HCID 745CAS 70-18-8

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: NC(CCC(=O)NC(CS)C(=O)NCC(=O)O)C(=O)O
InChIKey: RWSXRVCMGQZWBV-UHFFFAOYSA-N
Summenformel: C10H17N3O6S
Durchschnittliche Molmasse: 307,33 g/mol
Monoisotopische Masse: 307,08380626

Überblick

L-Glutathione (reduced) is an oligopeptide.

Namen und Bezeichner

Bevorzugter Name: 2-Azaniumyl-5-((1-(Carboxymethylamino)-1-Oxo-3-Sulfanylpropan-2-Yl)Amino)-5-Oxopentanoate
IUPAC: 2-amino-5-[[1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
Lokaler Name: Glutathion
Englischer Name: Glutathione
Summenformel: C10H17N3O6S
Molmasse: 307.32

Namen und Synonyme

RefChem:10622762-Azaniumyl-5-((1-(Carboxymethylamino)-1-Oxo-3-Sulfanylpropan-2-Yl)Amino)-5-Oxopentanoate76946-74-22-amino-4-({1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl}carbamoyl)butanoic acidNSC6475292-amino-5-[[2-(carboxymethylamino)-2-oxo-1-(sulfanylmethyl)ethyl]amino]-5-oxo-pentanoic acidL-GlutationeC10H17N3O6Sglutathionate ionGlutathione reduced formglutathionate anionL-Glutathione (Reduced)

Weitere Namen anzeigen

GSHL-GLUTATHIONE REDUCEDREDUCED GLUTATHIONEglutationeGlutathionLiposomal GlutathioneGlutathione powderglutideL-GLUTATHIONE (REDUCED FORM)

Glutathionic acid2-Amino-4-([1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl]carbamoyl)butanoic acidre-duced glutathioneGlutathionic acid ionGLUTATHIONE REDUCED, IMMOBILIZED ON AGAROSE CL-4BGlutathionic acid anionGlutathionic acid(1-)SCHEMBL9168

Datenbank-Bezeichner

CAS: 70-18-8
PubChem CID: 745
DTXSID: DTXSID70859082
ChEMBL: CHEMBL100476
ChEBI: CHEBI:177535
Nikkaji: J1.025.254G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -4,5
Polarare Oberfläche (TPSA): 160 Å²
H-Brücken-Donoren: 6
H-Brücken-Akzeptoren: 8
Frei drehbare Bindungen: 9
Schwere Atome: 20
Formalladung: 0
Komplexität: 389

Physikochemische Eigenschaften

Schmelzpunkt: 192 · 192-195 °C (dec.) (lit.)
Siedepunkt: 754.5 · 754.5±60.0 °C(Predicted)
Dichte: 1.4482 · 1.4482 (rough estimate)
Brechungsindex: -17 ° · -17 ° (C=2, H2O)
storage temp.: 2 · 2-8°C
Löslichkeit: 2 O: · H2O: 50 mg/mL
Aggregatzustand: powder
pka: 1 · pK1 2.12; pK2 3.53; pK3 8.66; pK4 9.12(at 25℃)
Farbe: White
PH: 3 · 3 (10g/l, H2O, 20°C)
Geruch (Odor): Odorless
Wasserlöslichkeit: soluble
Merck: 14 · 14,4475
BRN: 1729812 · 1729812
Stabilität: Stable. Incompatible with strong oxidizing agents.
Kosmetik-Inhaltsstoffe Funktionen: REDUCING
InChI: 1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1
InChIKey: RWSXRVCMGQZWBV-WDSKDSINSA-N
SMILES: N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O
LogP: -1.645 · -1.645 (est)
CAS Datenbank: 70 · 70-18-8(CAS DataBase Reference)
EPA chemische Informationen: Glutathione (70-18-8)

Sicherheit und Regulatorisches

Sicherheitsdaten

F: 9-23
wgk: 2
tsca: TSCA listed
hs_code: 29309070
RTECS-Nr.: MC0556000
risk_code: 68-36/37/38
hazard_code: Xi
safety_code: 24/25-36/37/39-27-26
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

BeschreibungGlutathione (GSH) is a tripeptide (γ-glutamylcysteinylglycine) widely distributed in both plants and animals. GSH serves as a nucleophilic co-substrate to glutathione transferases in the detoxification of xenobiotics and is an essential electron donor to glutathione peroxidases in the reduction of hydroperoxides. GSH is also involved in amino acid transport and maintenance of protein sulfhydryl reduction status. The concentration of GSH ranges from a few micromolar in plasma to several millimolar in tissues such as liver.