ZED-1227 - ≥98.0% , CAS No.1542132-88-6

CAS: 1542132-88-6 Cat. No.: Z649962 Molecular Weight: 528.6 PubChem CID: 72950407

GRADE & PURITY ≥98.0%

Synonyms

GTPL12802 | methyl (E,6S)-7-[[1-[2-(2-ethylbutylamino)-2-oxoethyl]-2-oxopyridin-3-yl]amino]-6-[(3-methylimidazole-4-carbonyl)amino]-7-oxohept-2-enoate | GLUTAMINASE | Methyl (2E,6S)-7-((1-(2-((2-ethylbutyl)amino)-2-oxoethyl)-1,2-dihydro-2-oxo-3-pyridinyl)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

ZED-1227 is a specific and orally active transglutaminase 2 (TG2) inhibitor, with an IC 50 of 45 nM. ZED-1227 can block inflammation-induced TG2 expression and activity. ZED-1227 can be used for the research of celiac disease (CeD)

In Vitro

ZED-1227 (0.1 μΜ-1 μΜ; 24 hours) has no effect on metabolic activity and proliferation in Huh7 cells and CaCo2 cells, that suggests ZED-1227 has no cytotoxic activity. ZED-1227 (0.002-0.2 mg/mL; 30 minutes) inhibits TG2 in the small intestinal mucosa in vitro. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

ZED-1227 reduces the activity of intestinal TG2 induced by Polyinosinic:Polycytidylic acid (40 mg/kg) to normal control levels and subdues intestinal inflammation in mice . ZED-1227 (5 mg/kg; i.g.) is able to inhibit TG2 in the small intestinal mucosa. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: BALB/c miceDosage: 5 mg/kg Administration: Oral gavage Result: Inhibited TG2 in vivo in the small intestinal mucosa.

Form:Solid

IC50& Target:IC50: 45 nM (TG2)

Specifications

Synonyms

GTPL12802 | methyl (E, 6S)-7-[[1-[2-(2-ethylbutylamino)-2-oxoethyl]-2-oxopyridin-3-yl]amino]-6-[(3-methylimidazole-4-carbonyl)amino]-7-oxohept-2-enoate | GLUTAMINASE | Methyl (2E, 6S)-7-((1-(2-((2-ethylbutyl)amino)-2-oxoethyl)-1, 2-dihydro-2-oxo-3-pyridinyl)

Specifications & Purity

≥98.0%

Biochemical and Physiological Mechanisms

ZED-1227 is a specific transglutaminase 2 (TG2) inhibitor, with an IC 50 of 45 nM. ZED-1227 can block inflammation-induced TG2 expression and activity. ZED-1227 can be used for the research of celiac disease (CeD)

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

≥98.0%

Names and Identifiers

• Pubchem Sid: 528768565
• Canonical Smiles: CCC(CC)CNC(=O)CN1C=CC=C(C1=O)NC(=O)C(CCC=CC(=O)OC)NC(=O)C2=CN=CN2C
• IUPAC Name: methyl (E,6S)-7-[[1-[2-(2-ethylbutylamino)-2-oxoethyl]-2-oxopyridin-3-yl]amino]-6-[(3-methylimidazole-4-carbonyl)amino]-7-oxohept-2-enoate
• InChIKey: VHGWUSABWIEXKQ-BEBFYNPSSA-N
• INCHI: 1S/C26H36N6O6/c1-5-18(6-2)14-28-22(33)16-32-13-9-11-20(26(32)37)30-24(35)19(10-7-8-12-23(34)38-4)29-25(36)21-15-27-17-31(21)3/h8-9,11-13,15,17-19H,5-7,10,14,16H2,1-4H3,(H,28,33)(H,29,36)(H,30,35)/b12-8+/t19-/m0/s1
• Isomeric SMILES: CCC(CC)CNC(=O)CN1C=CC=C(C1=O)NC(=O)[C@H](CC/C=C/C(=O)OC)NC(=O)C2=CN=CN2C
• PubChem CID: 72950407
• Molecular Weight: 528.6

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 N-acyl-alpha amino acids and derivatives

• 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: N-acyl-alpha amino acids and derivatives
• Alternative Parents: Alpha amino acid amides 2-heteroaryl carboxamides Imidazolyl carboxylic acids and derivatives N-arylamides Pyridinones Carbonylimidazoles Dihydropyridines Fatty acid esters Fatty amides N-substituted imidazoles Heteroaromatic compounds Enoate esters Methyl esters Secondary carboxylic acid amides Lactams Azacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - 2-heteroaryl carboxamide - Imidazolyl carboxylic acid derivative - N-arylamide - Imidazole-4-carbonyl group - Dihydropyridine - Fatty acid ester - Pyridinone - Fatty amide - Hydropyridine - Fatty acyl - N-substituted imidazole - Pyridine - Azole - Heteroaromatic compound - Imidazole - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Lactam - Carboxylic acid ester - Carboxamide group - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
• 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(Human)

TGM2 Tchem Protein-glutamine gamma-glutamyltransferase 2 (1 Activities)

Discover Target: TGM2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TGM2 Tchem Protein-glutamine gamma-glutamyltransferase (1221 Activities)

Discover Target: TGM2

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 125 mg/mL (236.47 mM; Need ultrasonic)
• Molecular Weight: 528.600 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 15
• Exact Mass: 528.27 Da
• Monoisotopic Mass: 528.27 Da
• Topological Polar Surface Area: 152.000 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 958.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1