Glutathione reduced ethyl ester - ≥90% , CAS No.92614-59-0

CAS: 92614-59-0 Cat. No.: G121372 Peso molecular: 335.38

GRADE & PURITY ≥90%

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

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Sinónimos

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

Especificaciones y pureza

≥90%

Mecanismos bioquímicos y fisiológicos

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

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥90%

Nombres e identificadores

• Pubchem Sid: 504757308
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757308
• Sonrisas canónicas: CCOC(=O)CNC(=O)C(CS)NC(=O)CCC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-5-[[(2R)-1-[(2-ethoxy-2-oxoethyl)amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
• InChIKey: JKRODHBGNBKZLE-YUMQZZPRSA-N
• 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
• Isómeros SMILES: CCOC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@@H](C(=O)O)N
• WGK Alemania: 3
• Peso molecular: 335.38
• Reaxy-Rn: 25642856
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25642856&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: 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
• Descripción: 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.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

PAM Tchem Peptidyl-glycine alpha-amidating monooxygenase (90 Activities)

Discover Target: PAM

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Peso molecular: 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

Referencias

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,      [PMID:36905973] [10.1016/j.toxlet.2023.03.003]

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,      [PMID:35367474] [10.1016/j.taap.2022.116007]

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).  [PMID:34723421] [10.1002/smll.202103984]

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,      [PMID:33463161] [10.1021/acsbiomaterials.0c00073]

5. Yan Jiang, Xiuzhen Wang, Xin Liu, Wei Lv, Hongjuan Zhang, Mingwan Zhang, Xinrui Li, Hongliang Xin, Qunwei Xu.  (2016)  Enhanced Antiglioma Efficacy of Ultrahigh Loading Capacity Paclitaxel Prodrug Conjugate Self-Assembled Targeted Nanoparticles.  ACS Applied Materials & Interfaces,      [PMID:27976583] [10.1021/acsami.6b13805]

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).  [PMID:32263274] [10.1039/C5TB02548F]

7. Shiyu Zhang, Bowen Gong, Rong Tan, Yufen Liao, Xin Wang, Xu Wang, Ying Liu, Ting Liu, Jun Luo, Weiwei Li, Jia Yu, Ying Peng, Jiang Zheng.  (2025)  8-Epidiosbulbin E acetate triggers apoptosis via metabolic activation-mediated crosstalk between mitochondria and endoplasmic reticulum.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:40627913] [10.1016/j.ecoenv.2025.118614]

8. Dan Ma, Hai Zhang, An-ru Liao, Qian-rong Peng, Min Yang.  (2025)  A bifunctional drug delivery system with targeting and glutathione-responsivity amphiphiles for effective tumor therapy.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.jddst.2025.107041]

9. Guangrong Zheng, Tengfei Ke, Hongjin Wang, Hong Huang, Ying Zhang, Guanghai Fei, Chengde Liao, Haiyan Yang.  (2026)  Tumor cell membrane camouflaged liposomal pharmaceuticals for cascade catalysis-driven redox modulation and synergistic ROS/RNS antitumor therapy.  VIEW,      [PMID:] [10.1002/VIW.20250198]