Glutathione: Chemical Properties
20 Citas PubMedRevisado por EspecialistasCertificado GMPÚltima Revisión: abril de 2026
Propiedades Químicas
| Molecular Formula | C₁₀H₁₇N₃O₆S |
| Molecular Weight | 307.32 g/mol |
| CAS Number | 70-18-8 |
| PubChem CID | 124886 |
| Sequence (3-Letter) | γ-Glu-Cys-Gly |
| Sequence (1-Letter) | γ-E-C-G |
| IUPAC Name | (2S)-2-Amino-5-({(2R)-1-[(carboxymethyl)amino]-1-oxo-3-sulfanylpropan-2-yl}amino)-5-oxopentanoic acid |
| Structure | Tripéptido con enlace gamma-peptídico entre el γ-carboxilo del glutamato y el α-amino de la cisteína; contiene grupo tiol (sulfhidrilo) libre; forma enlace disulfuro intermolecular (GSSG) al oxidarse |
| Origin | Tripéptido endógeno sintetizado en prácticamente todas las células de mamíferos a partir de L-glutamato, L-cisteína y glicina mediante un proceso enzimático de dos pasos dependiente de ATP (GCL y GS) |
| Classification | Antioxidante Tripeptídico Endógeno / Modulador Redox / Compuesto de Investigación |
| Half-Life | Vida media plasmática < 3 minutos (administración IV); recambio intracelular regulado por el ciclo γ-glutamilo |
| Bioavailability | Baja biodisponibilidad oral debido a la hidrólisis intestinal por la γ-glutamil transpeptidasa (GGT); mejorada mediante administración liposomal o sublingual |
Identificadores
| Purity Standard | ≥98% by HPLC |
| Synonyms | GSH, L-Glutathione, Reduced Glutathione, γ-L-glutamyl-L-cysteinylglycine, Isethion, Tathione, Glutatiol |
| InChI Key | RWSXRVCMGQZWBV-WDSKDSINSA-N |
| SMILES | N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O |
| InChI | 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 |
Referencias
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