gamma-L-Glutamyl-L-cysteine

γ-L-Glutamyl-L-cysteine

Stereo, skeletal formula of gamma-glutamylcysteine ((2S)-2-amino, -[(1R)-1-carboxy])
Names
Systematic IUPAC name (2S)-2-Amino-5-[[(1R)-1-carboxy-2-sulfanylethyl]amino]-5-oxopentanoic acid
Other names gamma-Glutamylcysteine
Identifiers
CAS Number	686-58-8 Y
3DMet	B01305
Beilstein Reference	1729154
ChEBI	CHEBI:17515 Y
ChEMBL	ChEMBL460831 Y
ChemSpider	110467 Y
DrugBank	DB03408 Y
Jmol 3D model	Interactive image
KEGG	C00669 Y
MeSH	gamma-glutamylcysteine
PubChem	123938
InChI InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1 Y Key: RITKHVBHSGLULN-WHFBIAKZSA-N Y
SMILES C(CC(=O)N[C@@H](CS)C(=O)O)[C@@H](C(=O)O)N
Properties
Chemical formula	C8H14N2O5S
Molar mass	250.27 g·mol−1
Appearance	White, opaque crystals
log P	−1.168
Acidity (pKa)	2.214
Basicity (pKb)	11.783
Related compounds
Related alkanoic acids	Tiopronin Bucillamine Oxalyldiaminopropionic acid N(6)-Carboxymethyllysine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

γ-L-Glutamyl-L-cysteine (also known as γ-glutamylcysteine) is a precursor of glutathione. It is formed by glutamate—cysteine ligase and used by glutathione synthetase to form glutathione.