Glutathione

Glutathione^[1]
Names
	IUPAC name γ-Glutamylcysteinylglycine
	Systematic IUPAC name (2S)-2-Amino-5-({(2R)-1-[(carboxymethyl)amino]-1-oxo-3-sulfanylpropan-2-yl}amino)-5-oxopentanoic acid
	Other names γ-L-Glutamyl-L-cysteinylglycine; (2S)-2-Amino-4-({(1R)-1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl}carbamoyl)butanoic acid
Identifiers
CAS Number	70-18-8 ;
3D model (JSmol)	Interactive image;
Abbreviations	GSH
ChEBI	CHEBI:16856 ;
ChEMBL	ChEMBL1543 ;
ChemSpider	111188 ;
DrugBank	DB00143 ;
ECHA InfoCard	100.000.660
IUPHAR/BPS	6737;
KEGG	C00051 ;
MeSH	Glutathione
PubChem CID	124886;
UNII	GAN16C9B8O ;
CompTox Dashboard (EPA)	DTXSID6023101 ;
	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 Key: RWSXRVCMGQZWBV-WDSKDSINSA-N ;
	SMILES C(CC(=O)N[C@@H](CS)C(=O)NCC(=O)O)[C@@H](C(=O)O)N;
Properties
Chemical formula	C10H17N3O6S
Molar mass	307.32 g·mol−1
Melting point	195 °C (383 °F; 468 K)
Solubility in water	Freely soluble
Solubility in methanol, diethyl ether	Insoluble
Pharmacology
ATC code	V03AB32 (WHO)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Glutathione (GSH, /ˌɡluːtəˈθaɪoʊn/) is an organic compound with the chemical formula HOCOCH(NH₂)CH₂CH₂CONHCH(CH₂SH)CONHCH₂COOH. It is an antioxidant in plants, animals, fungi, and some bacteria and archaea. Glutathione is capable of preventing damage to important cellular components caused by sources such as reactive oxygen species, free radicals, peroxides, lipid peroxides, and heavy metals.^[2] It is a tripeptide with a gamma peptide linkage between the carboxyl group of the glutamate side chain and cysteine. The carboxyl group of the cysteine residue is attached by normal peptide linkage to glycine.

^ ^a ^b ^c ^d Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 3.284. ISBN 9781498754293.
^ Pompella A, Visvikis A, Paolicchi A, De Tata V, Casini AF (October 2003). "The changing faces of glutathione, a cellular protagonist". Biochemical Pharmacology. 66 (8): 1499–1503. doi:10.1016/S0006-2952(03)00504-5. PMID 14555227.