S-Gboxin - ≥96% , CAS No.2101317-21-7

CAS: 2101317-21-7 Cat. No.: S412174 Formula: C₂₇H₃₂F₃IN₂O₂ Molecular Weight: 600.45 PubChem CID: 137628665

GRADE & PURITY ≥96%

Synonyms

AKOS037649109 | A936428 | 2101317-21-7 (iodide) | BS-16592 | 2101317-21-7 | EX-A2979 | [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-[3-methyl-2-[3-(trifluoromethyl)phenyl]benzimidazol-3-ium-1-yl]acetate;iodide | 3-(2-(((1R,2S,5R)-2-isopropyl-5-methylcy

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

S-Gboxin S-Gboxin, a functional analogue of Gboxin, is an oxidative phosphorylation (OXPHOS) inhibitor which inhibits growth of mouse and human glioblastoma (GBM) with IC50 of 470 nM.

Targets

OXPHOS ; GBM (Cell-based assay) ; 470 nM

Specifications

Synonyms

AKOS037649109 | A936428 | 2101317-21-7 (iodide) | BS-16592 | 2101317-21-7 | EX-A2979 | [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-[3-methyl-2-[3-(trifluoromethyl)phenyl]benzimidazol-3-ium-1-yl]acetate;iodide | 3-(2-(((1R,2S,5R)-2-isopropyl-5-methylcy

Specifications & Purity

≥96%

Biochemical and Physiological Mechanisms

S-Gboxin, a functional analogue of Gboxin, is an oxidative phosphorylation (OXPHOS) inhibitor which inhibits growth of mouse and human glioblastoma (GBM) with IC50 of 470 nM.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥96%

Product Properties

• ALogP: 4.587
• Rotatable Bond: 7

Names and Identifiers

• Pubchem Sid: 504773503
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773503
• Canonical Smiles: CC1CCC(C(C1)OC(=O)CN2C3=CC=CC=C3[N+](=C2C4=CC(=CC=C4)C(F)(F)F)C)C(C)C.[I-]
• IUPAC Name: [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-[3-methyl-2-[3-(trifluoromethyl)phenyl]benzimidazol-3-ium-1-yl]acetate;iodide
• InChIKey: DCAJNAWCJSUZDG-DZJKTSMVSA-M
• INCHI: 1S/C27H32F3N2O2.HI/c1-17(2)21-13-12-18(3)14-24(21)34-25(33)16-32-23-11-6-5-10-22(23)31(4)26(32)19-8-7-9-20(15-19)27(28,29)30;/h5-11,15,17-18,21,24H,12-14,16H2,1-4H3;1H/q+1;/p-1/t18-,21+,24-;/m1./s1
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H](C1)OC(=O)CN2C3=CC=CC=C3[N+](=C2C4=CC(=CC=C4)C(F)(F)F)C)C(C)C.[I-]
• PubChem CID: 137628665
• Molecular Weight: 600.45

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Phenylimidazoles Trifluoromethylbenzenes Menthane monoterpenoids Bicyclic monoterpenoids Aromatic monoterpenoids Benzimidazoles N-substituted imidazoles Heteroaromatic compounds Carboxylic acid esters Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboximidamides Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organofluorides Organic oxides Organic iodide salts Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid ester - 2-phenylimidazole - Trifluoromethylbenzene - P-menthane monoterpenoid - Monoterpenoid - Bicyclic monoterpenoid - Aromatic monoterpenoid - Benzimidazole - Benzenoid - N-substituted imidazole - Monocyclic benzene moiety - Heteroaromatic compound - Imidazole - Azole - Carboxylic acid ester - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic iodide salt - Organic salt - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Alkyl halide - Alkyl fluoride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (166.54 mM); Ethanol: 100 mg/mL (166.54 mM); Water: ˂1 mg/mL
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 166.541760346407
• Water(mg / mL) Max Solubility: ˂1
• Molecular Weight: 600.500 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 600.146 Da
• Monoisotopic Mass: 600.146 Da
• Topological Polar Surface Area: 35.100 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 700.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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: 2

XLogP3

References

1. Zhuojia Xie, Zhengguang Zou, Changji Xu, Shenglin Zhong, Min Feng, Xinyu Jiang, Weijian Zhang, Xiuxin Zheng, Wenbin He.  (2024)  Changes in microstructure, magnetocaloric effect and critical behavior of La0.8Sr0.2MnO3 manganites by K/Co doping.  CHINESE JOURNAL OF PHYSICS,      [PMID:] [10.1016/j.cjph.2024.05.038]