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Glutathione reduced ethyl ester - 90%, high purity , CAS No.92614-59-0
Basic Description
Synonyms
GSH-OEt | W-200037 | Glutathione monoethyl ester | Glycine, L-gamma-glutamyl-L-cysteinyl-, 3-ethyl ester | Glutathione reduced ethyl ester, >=90% (TLC) | glutathione-reduced-ethyl-ester | N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester | DTXSID2
Specifications & Purity
≥90%
Biochemical and Physiological Mechanisms
Glutathione reduced ethyl ester is cell permeable and has been used to protect cells against radiation damage, oxidants and various toxic compounds including heavy metals. Glutathione reduced ethyl ester is a derivative of GSH that may be used to partiall
Storage Temp
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Subclass
Amino acids, peptides, and analogues
Intermediate Tree Nodes
Peptides
Direct Parent
Oligopeptides
Alternative Parents
Gamma-glutamyl peptides Glutamine and derivatives Alpha amino acid esters N-acyl-alpha amino acids and derivatives Alpha amino acid amides Cysteine and derivatives L-alpha-amino acids Dicarboxylic acids and derivatives Fatty acids and conjugates N-acyl amines Secondary carboxylic acid amides Carboxylic acid esters Amino acids Alkylthiols Carboxylic acids Organic oxides Carbonyl compounds Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
Molecular Framework
Aliphatic acyclic compounds
Substituents
Alpha-oligopeptide - Gamma-glutamyl alpha peptide - Glutamine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid ester - Alpha-amino acid amide - Cysteine or derivatives - N-substituted-alpha-amino acid - L-alpha-amino acid - Alpha-amino acid or derivatives - Alpha-amino acid - Fatty acyl - Fatty acid - Dicarboxylic acid or derivatives - N-acyl-amine - Fatty amide - Amino acid - Secondary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Carboxylic acid ester - Carboxylic acid - Alkylthiol - Organic nitrogen compound - Primary aliphatic amine - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organosulfur compound - Amine - Primary amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aliphatic acyclic compound
Description
This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
Pubchem Sid
504757308
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504757308
IUPAC Name
(2S)-2-amino-5-[[(2R)-1-[(2-ethoxy-2-oxoethyl)amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
INCHI
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(CS)NC(=O)CCC(C(=O)O)N
Isomeric SMILES
CCOC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@@H](C(=O)O)N
WGK Germany
3
Molecular Weight
335.38
Reaxy-Rn
25642856
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25642856&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Molecular Weight
335.380 g/mol
XLogP3
-3.800
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
11
Exact Mass
335.115 Da
Monoisotopic Mass
335.115 Da
Topological Polar Surface Area
149.000 Ų
Heavy Atom Count
22
Formal Charge
0
Complexity
418.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
2
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Yufen Liao, Xin Wang, Guangyun Ran, Shiyu Zhang, Chutian Wu, Rong Tan, Ying Liu, Yan He, Ting Liu, Zhongxiu Wu, Ying Peng, Weiwei Li, Jiang Zheng.
(2023)
DNA damage and up-regulation of PARP-1 induced by columbin in vitro and in vivo. TOXICOLOGY LETTERS,
379
(20).
2.
Shiyu Zhang, Ying Liu, Ting Liu, Jie Pan, Rong Tan, Zixia Hu, Bowen Gong, Yufen Liao, Peng Luo, Qibing Zeng, Weiwei Li, Jiang Zheng.
(2022)
DNA damage by reactive oxygen species resulting from metabolic activation of 8-epidiosbulbin E acetate in vitro and in vivo. TOXICOLOGY AND APPLIED PHARMACOLOGY,
443
(116007).
3.
Xianya Qin, Conglian Yang, Hongbo Xu, Runzan Zhang, Dan Zhang, Jingyao Tu, Yuanyuan Guo, Boning Niu, Li Kong, Zhiping Zhang.
(2021)
Cell-Derived Biogenetic Gold Nanoparticles for Sensitizing Radiotherapy and Boosting Immune Response against Cancer. Small,
17
(50):
(2103984).
4.
Zhongyin Chen, Lihui Wan, Ye Yuan, Ying Kuang, Xiangyu Xu, Tao Liao, Jia Liu, Zi-Qiang Xu, Bingbing Jiang, Cao Li.
(2020)
pH/GSH-Dual-Sensitive Hollow Mesoporous Silica Nanoparticle-Based Drug Delivery System for Targeted Cancer Therapy. ACS Biomaterials Science & Engineering,
6
(6):
(3375–3387).
5.
Yan Jiang, Xiuzhen Wang, Xin Liu, Wei Lv, Hongjuan Zhang, Mingwan Zhang, Xinrui Li, Hongliang Xin, Qunwei Xu.
(2017)
Enhanced Antiglioma Efficacy of Ultrahigh Loading Capacity Paclitaxel Prodrug Conjugate Self-Assembled Targeted Nanoparticles. ACS Applied Materials & Interfaces,
9
(1):
(211–217).
6.
Min Zhang, Jia Liu, Ying Kuang, Qilin Li, Hongyu Chen, Haifeng Ye, Li Guo, Yanglin Xu, Xueqin Chen, Cao Li, Bingbing Jiang.
(2016)
“Stealthy” chitosan/mesoporous silica nanoparticle based complex system for tumor-triggered intracellular drug release. Journal of Materials Chemistry B,
4
(19):
(3387-3397).
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6 Citations
G2411591