Structure via PubChem · Public domain (PubChem)
oxiglutatione
Sign in to saveAlso known as glutathione disulfide, Navstel®, glutathione disulphide, Oxidized glutathione, (2S)-2-amino-4-[[(1R)-2-[(2R)-2-[[(4S)-4-amino-4-carboxy-butanoyl]amino]-2-(carboxymethylcarbamoyl)ethyl]disulfanyl-1-(carboxymethylcarbamoyl)ethyl]carbamoyl]butanoic acid, (2S)-2-amino-4-[[[(1R)-2-[(2R)-2-[[(4S)-4-amino-4-carboxy-1-oxo-butyl]amino]-2-[(carboxymethylamino)-oxo-methyl]ethyl]disulfanyl-1-[(carboxymethylamino)-oxo-methyl]ethyl]amino]-oxo-methyl]butanoic acid, L(-)-Glutathione(oxidized), 2-amino-4-[(2-{[2-(4-amino-4-carboxybutanamido)-2-[(carboxymethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl)carbamoyl]butanoic acid
chemical compound
Chemical data
- Formula
- C20H32N6O12S2
- Molecular weight
- 612.6 g/mol
- IUPAC name
- (2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
- SMILES
- 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
- InChIKey
- YPZRWBKMTBYPTK-BJDJZHNGSA-N
- XLogP
- -9.1
- Polar surface area
- 368 Ų
- H-bond donors
- 10
- H-bond acceptors
- 16
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Indications
- myelodysplastic syndrome, leukemia, non-small cell lung carcinoma, breast cancer
via ChEMBL · EBI
Research
10,777 papers- The antioxidant glutathione.Vitamins and hormones · 2023
- Glutathione.Annual review of biochemistry · 1983
- Assay for quantitative determination of glutathione and glutathione disulfide levels using enzymatic recycling method.Nature protocols · 2006
- [Measurement of glutathione].Nihon rinsho. Japanese journal of clinical medicine · 2004
- Redox biology of the intestine.Free radical research · 2011
via PubMed
Wikidata facts
- Mass
- 612.152
- Has use
- medication
Show 8 more facts
- Commons category
- Glutathione disulfide
- chemical formula
- C₂₀H₃₂N₆O₁₂S₂
- canonical SMILES
- 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
- isomeric SMILES
- 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
- physically interacts with
- Glutathione-disulfide reductase
- found in taxon
- Caenorhabditis elegans
- subject has role
- primary metabolite
- World Health Organisation international non-proprietary name
- oxiglutatione
Sources (5)
via Wikidata · CC0