gamma-Glutamylcysteinylglycine

Details

• Internal ID: 92eefd81-94b4-4c33-a87e-520aa4ce81e5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-amino-5-[[1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
• SMILES (Canonical): C(CC(=O)NC(CS)C(=O)NCC(=O)O)C(C(=O)O)N
• SMILES (Isomeric): C(CC(=O)NC(CS)C(=O)NCC(=O)O)C(C(=O)O)N
• 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)
• InChI Key: RWSXRVCMGQZWBV-UHFFFAOYSA-N
• Popularity: 1,184 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇N₃O₆S
• Molecular Weight: 307.33 g/mol
• Exact Mass: 307.08380644 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: -4.50

Synonyms

• 2-amino-4-({1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl}carbamoyl)butanoic acid
• NSC647529
• GLUTATHIONE REDUCED, IMMOBILIZED ON AGAROSE CL-4B
• GLUTATHIONE-(GLYCINE-13C2,15N1)
• Glycine, N-(N-DL-gamma-glutamyl-DL-cysteinyl)-
• glutathionate ion
• glutathionate anion
• 2-amino-5-[[2-(carboxymethylamino)-2-oxo-1-(sulfanylmethyl)ethyl]amino]-5-oxo-pentanoic acid
• L-Glutathione (Reduced)
• MFCD00065939
• NSC400639
• Glutathionic acid
• re-duced glutathione
• Glutathionic acid ion
• Glutathionic acid anion
• Glutathionic acid(1-)
• SCHEMBL9168
• MLS000028525
• CHEMBL100476
• DTXSID70859082
• CHEBI:177535
• AMY30103
• BCP13980
• MFCD34169301
• .gamma.-L-Glutamyl-L-cysteinylglycine
• AKOS015962125
• L-gamma-glutamyl-L-cysteinyl-glycine;
• NSC-400639
• NSC-647529
• PB43312
• AC-15843
• AC-37034
• AS-19360
• SMR000058262
• SY012937
• SY319981
• FT-0627837
• FT-0669013
• EN300-71939
• Glycine, N-(N-L-.gamma.-glutamyl-L-cysteinyl)-
• F8889-1694
• gamma-L-Glu-L-Cys-Gly;GSH; L-Glutathione; Glutathion
• Glutaramic acid, 2-amino-N-[1-[(carboxymethyl)carbamoyl]-2-mercapto-
• N~5~-(2-((Carboxymethyl)amino)-1-(mercaptomethyl)-2-oxoethyl)glutamine
• 2-amino-4-({1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl}carbamoyl)butanoicacid
• 2-amino-5-(1-(carboxymethylamino)-3-mercapto-1-oxopropan-2-ylamino)-5-oxopentanoic acid
• 2-amino-5-[[1-(carboxymethylamino)-1-oxo-3-sulanylpropan-2-yl]amino]-5-oxopentanoic acid
• (2R)-2-amino-5-[[(2S)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
• (R)-2-Amino-5-[[(S)-1-[(carboxymethyl)amino]-3-mercapto-1-oxo-2-propyl]amino]-5-oxopentanoic Acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.69%	83.82%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.62%	90.17%
CHEMBL236	P41143	Delta opioid receptor	96.34%	99.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.55%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	93.95%	92.29%
CHEMBL1255126	O15151	Protein Mdm4	93.35%	90.20%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.53%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.29%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.03%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	88.67%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.93%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.76%	91.19%
CHEMBL3784	Q09472	Histone acetyltransferase p300	85.91%	93.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.76%	96.09%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	84.15%	82.86%
CHEMBL233	P35372	Mu opioid receptor	83.94%	97.93%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.70%	97.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.35%	96.47%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	82.25%	96.28%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.18%	89.50%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.40%	89.33%

Plants that contains it

• Arabidopsis thaliana
• Rauvolfia serpentina

Cross-Links

• PubChem: 745
• LOTUS: LTS0044128
• wikiData: Q105246729