GDS

OXIDIZED GLUTATHIONE DISULFIDE

Created:	1999-07-08
Last modified:	2024-09-27

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24 entries where GDS is found as a standalone ligand1 entries where GDS is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	72
Chiral Atom Count	4
Bond Count	71
Aromatic Bond Count	0

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Chemical Component Summary
Name	OXIDIZED GLUTATHIONE DISULFIDE
Systematic Name (OpenEye OEToolkits)	(2S)-2-amino-5-[[(2R)-3-[(2R)-2-[[(4S)-4-amino-5-hydroxy-5-oxo-pentanoyl]amino]-3-(carboxymethylamino)-3-oxo-propyl]disulfanyl-1-(carboxymethylamino)-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid
Formula	C₂₀ H₃₂ N₆ O₁₂ S₂
Molecular Weight	612.631
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(NC(C(=O)NCC(=O)O)CSSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)CCC(C(=O)O)N
SMILES	CACTVS	3.341	N[CH](CCC(=O)N[CH](CSSC[CH](NC(=O)CC[CH](N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	C(CC(=O)NC(CSSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)C(=O)NCC(=O)O)C(C(=O)O)N
Canonical SMILES	CACTVS	3.341	N[C@@H](CCC(=O)N[C@@H](CSSC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)C(=O)NCC(=O)O)[C@@H](C(=O)O)N
InChI	InChI	1.03	InChI=1S/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1
InChIKey	InChI	1.03	YPZRWBKMTBYPTK-BJDJZHNGSA-N

Drug Info: DrugBank

DrugBank ID	DB03310
Name	Glutathione disulfide
Groups	approved experimental investigational
Description	A GLUTATHIONE dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized.
Synonyms	Oxidized glutathione Glutathione disulphide Oxiglutatione Glutathione disulfide GSSG
Brand Names	Navstel Bss Plus Amo Endosol Extra
Categories	Amino Acids, Peptides, and Proteins Oligopeptides Peptides
CAS number	27025-41-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Glutathione peroxidase	MTTQLRVVHLLPLLLACFVQTSPKQEKMKMDCHKDEKGTIYDYEAIALNK...	unknown
Microsomal glutathione S-transferase 1	MVDLTQVMDDEVFMAFASYATIILSKMMLMSTATAFYRLTRKVFANPEDC...	unknown	activator
Glutathione S-transferases (Cytosolic)	MAEKPKLHYFNARGRMESTRWLLAAAGVEFEEKFIKSAEDLDKLRNDGYL...	unknown	activator
Glutathione S-transferase Mu 2	MPMTLGYWNIRGLAHSIRLLLEYTDSSYEEKKYTMGDAPDYDRSQWLNEK...	unknown	activator
Glutathione reductase, mitochondrial	MALLPRALSAGAGPSWRRAARAFRGFLLLLPEPAALTRALSRAMACRQEP...	unknown	substrate

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682