BrBzGCp2 - ≥98% , CAS No.166038-00-2

CAS: 166038-00-2 Cat. No.: B651195 Molecular Weight: 612.58 PubChem CID: 127939

GRADE & PURITY ≥98%

Synonyms

AKOS040746203 | S-4-Bromobenzylglutathione cyclopentyl diester | Cyclopentyl N5-((R)-3-((4-bromobenzyl)thio)-1-((2-(cyclopentyloxy)-2-oxoethyl)amino)-1-oxopropan-2-yl)-L-glutaminate | HY-136684 | MS-30713 | cyclopentyl (2S)-2-amino-5-[[(2R)-3-[(4-bromophe

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

BrBzGCp2 is a Glyoxalase 1 (GLO1) inhibitor, with a GC 50 of 4.23 μM in HL-60 cells. BrBzGCp2 possesses antitumor and neuroprotective activity

In Vivo

GLO1 inhibition by BrBzGCp2 increases center time in the OF test, without changing distance traveled. GLO1 inhibition increases MG (methylglyoxal) concentration, thus reducing anxiety-like behavior. BrBzGCp2 pre-treatment decreases seizure duration. BrBzGCp2 injection alleviates the level of anxiety in mice, and mice with less anxiety and fear were more likely to explore the unknown area, implying that inhibition of GLO1 activity mitigated anxiety levels. BrBzGCp2 treatment restores the VPA-induced inhibition effect on GABA A receptor activation. BrBzGCp2 significantly lowers the blood pressure and ameliorated endothelial dysfunction in diabetic mice. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male CD-1 mice. Dosage: 50 mg/kg. Administration: IP once (Two hours post-injection, mice were sacrificed, and brains were rapidly dissected and flash-frozen on dry ice. MG concentration was measured) Result: Allowed MG levels to accumulate for 2 hours

Form:Solid

IC50& Target:GC50: 4.23 μM (GLO1)

Specifications

Synonyms

AKOS040746203 | S-4-Bromobenzylglutathione cyclopentyl diester | Cyclopentyl N5-((R)-3-((4-bromobenzyl)thio)-1-((2-(cyclopentyloxy)-2-oxoethyl)amino)-1-oxopropan-2-yl)-L-glutaminate | HY-136684 | MS-30713 | cyclopentyl (2S)-2-amino-5-[[(2R)-3-[(4-bromophe

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

BrBzGCp2 is a Glyoxalase 1 (GLO1) inhibitor, with a GC 50 of 4.23 μM in HL-60 cells. BrBzGCp2 possesses antitumor and neuroprotective activity.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1CCC(C1)OC(=O)CNC(=O)C(CSCC2=CC=C(C=C2)Br)NC(=O)CCC(C(=O)OC3CCCC3)N
• IUPAC Name: cyclopentyl (2S)-2-amino-5-[[(2R)-3-[(4-bromophenyl)methylsulfanyl]-1-[(2-cyclopentyloxy-2-oxoethyl)amino]-1-oxopropan-2-yl]amino]-5-oxopentanoate
• InChIKey: QIFSPGPRHFNZNN-GOTSBHOMSA-N
• INCHI: 1S/C27H38BrN3O6S/c28-19-11-9-18(10-12-19)16-38-17-23(26(34)30-15-25(33)36-20-5-1-2-6-20)31-24(32)14-13-22(29)27(35)37-21-7-3-4-8-21/h9-12,20-23H,1-8,13-17,29H2,(H,30,34)(H,31,32)/t22-,23-/m0/s1
• Isomeric SMILES: C1CCC(C1)OC(=O)CNC(=O)[C@H](CSCC2=CC=C(C=C2)Br)NC(=O)CC[C@@H](C(=O)OC3CCCC3)N
• PubChem CID: 127939
• Molecular Weight: 612.58

Taxonomic Classification

Taxonomy Tree

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

• 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: Glutamine and derivatives Alpha amino acid esters N-acyl-alpha amino acids and derivatives Alpha amino acid amides Cysteine and derivatives Bromobenzenes Fatty acid esters Aryl bromides N-acyl amines Dicarboxylic acids and derivatives Secondary carboxylic acid amides Carboxylic acid esters Dialkylthioethers Sulfenyl compounds Organic oxides Carbonyl compounds Organobromides Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-oligopeptide - Glutamine or derivatives - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Cysteine or derivatives - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Bromobenzene - Fatty acid ester - Halobenzene - Fatty acyl - Benzenoid - Aryl bromide - Aryl halide - Monocyclic benzene moiety - N-acyl-amine - Fatty amide - Dicarboxylic acid or derivatives - Secondary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Carboxylic acid ester - Sulfenyl compound - Thioether - Dialkylthioether - Primary amine - Organic oxygen compound - Organopnictogen compound - Primary aliphatic amine - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organohalogen compound - Organobromide - Organonitrogen compound - Amine - Organic oxide - Organooxygen compound - Organosulfur compound - Aromatic homomonocyclic 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.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Glo1 Glyoxalase I (4 Activities)

Discover Target: Glo1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 250 mg/mL (408.11 mM; Need ultrasonic)
• Molecular Weight: 612.600 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 16
• Exact Mass: 611.166 Da
• Monoisotopic Mass: 611.166 Da
• Topological Polar Surface Area: 162.000 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 783.000
• 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