Basic information
- CAS
118421-50-4- Standard SMILES
CCOC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(=O)O- InChIKey
JKRODHBGNBKZLE-YUMQZZPRSA-N- Molecular formula
- C12H21N3O6S
- Average molar mass
- 335.38 g/mol
- Monoisotopic mass
- 335.11510657
Names & identifiers
- Preferred name
- Glutathione Ethyl Ester
- IUPAC
- (2S)-2-amino-5-[[(2R)-1-[(2-ethoxy-2-oxoethyl)amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
- English name
- Glutathione Ethyl Ester
- Molecular formula
- C12H21N3O6S
- Molecular weight
- 335.38
Names & synonyms
Glutathione ethyl ester92614-59-0Glutathione monoethyl esterN-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester118421-50-4Glycine, L-gamma-glutamyl-L-cysteinyl-, 3-ethyl esterGlycine, N-(N-L-gamma-glutamyl-L-cysteinyl)-, monoethyl esterRefChem:346211Glutathione reduced ethyl esterGSH-MEEGSH-OEtGlutathione-monoethyl ester (reduced)
Show more names
GSH monoethylesterH-γGlu-Cys-Gly-OEtL-αGlu-L-Cys-Gly-OEtL-αGlu-L-Cys-Gly-Ethyl OHγ-Glu-Cys-Gly-OEt, GSH-MEEGLUTATHIONE MON ETHYL ESTERGlutatione Reduced Ethyl EsterGLUTATHIONE REDUCED FORM, ETHYL ESTE
MFCD00156117glutathione-reduced-ethyl-ester(2S)-2-amino-5-[[(2R)-1-[(2-ethoxy-2-oxoethyl)amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid(S)-2-Amino-5-(((R)-1-((2-ethoxy-2-oxoethyl)amino)-3-mercapto-1-oxopropan-2-yl)amino)-5-oxopentanoic acidgamma-Glu-Cys-Gly-OEtGlutathione reduced ethyl ester, >=90% (TLC)H-Glu(Cys-Gly-OEt)-OHCHEMBL511330
Database identifiers
- CAS
118421-50-4、92614-59-0- PubChem CID
- 147253
- DTXSID
DTXSID20922674- ChEMBL
CHEMBL511330- Nikkaji
- J1.559.940E
Properties
Computed structural properties
- XLogP
- -3.8
- Topological polar surface area
- 149 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 11
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 418
Physicochemical properties
- Boiling point
- 644.3 · 644.3±55.0 °C(Predicted)
- Density
- 1.314 · 1.314±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- PBS (pH 7.2): 10 mg/ml; Water: 20 mg/ml
- form
- A crystalline solid
- pka
- 2.21 · 2.21±0.10(Predicted)
- color
- White to off-white
- InChI
- 1S/C12H21N3O6S/c1-2-21-10(17)5-14-11(18)8(6-22)15-9(16)4-3-7(13)12(19)20/h7-8,22H,2-6,13H2,1H3,(H,14,18)(H,15,16)(H,19,20)/t7-,8-/m0/s1
- InChIKey
- JKRODHBGNBKZLE-YUMQZZPRSA-N
- SMILES
- CCOC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(O)=O
- UNSPSC Code
- 12161504 · 12161504
- NACRES
- 26 · NA.26
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- WGK Germany
- 3 · 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
DescriptionGlutathione (GSH) serves as a nucleophilic co-substrate to glutathione transferase in the detoxification of xenobiotics and is an essential electron donor to glutathione peroxidases in the reduction of hydroperoxides. GSH ethyl ester is a cell-permeable derivative of GSH that undergoes hydrolysis by intracellular esterases to release GSH. Effective transport of GSH ethyl ester has been used to protect cells against damage from radiation, oxidants, and various toxic compounds including heavy metals.
UsesGlutathione (GSH) serves as a nucleophilic co-substrate to glutathione transferase in the detoxification of xenobiotics and is an essential electron donor to glutathione peroxidases in the reduction of hydroperoxides. GSH ethyl ester is a cell permeable derivative of GSH that undergoes hydrolysis by intracellular esterases to release GSH. Effective transport of GSH ethyl ester has been used to protect cells against damage from radiation, oxidants, and various toxic compounds including heavy metals.
UsesGlutathione reduced ethyl ester has been used:to increase intracellular glutathione levels in mouse fibroblast L929 cellsas a medium supplement in Spodoptera frugiperda (Sf)9 cellsto evaluate its effect on lipid peroxidation after spinal cord injury
Suppliers6 total
怀化市冰峰化工有限公司0745-2866851 17711757908 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
沈阳莫德医药科技有限公司024-23982345 · [email protected]
山西诺诚生物科技有限公司17835231871 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
Related reactions
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Compound notes
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