Gln-AMS - ≥99% , CAS No.209543-57-7

CAS: 209543-57-7 Cat. No.: G647393 Formula: C₁₅H₂₂N₈O₈S Molecular Weight: 474.45 PubChem CID: 445432

GRADE & PURITY Moligand™, ≥99%

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Gln-AMS is a potent inhibitor of Aminoacyl-tRNA Synthetase. Gln-AMS blocks the lactylation modification of downstream targets through competitive binding to AARS1, thereby regulating apoptosis, ferroptosis, and the transcriptional processes of related genes. Gln-AMS can be used in research on breast cancer, diabetic nephropathy, and sepsis-associated encephalopathy.

Specifications

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Gln-AMS is an aminoacyl-tRNA synthetases (AARS) inhibitor, which binds the A-domain within the NRPS enzymes.

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

Canonical Smiles

C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COS(=O)(=O)NC(=O)C(CCC(=O)N)N)O)O)N

IUPAC Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl N-[(2S)-2,5-diamino-5-oxopentanoyl]sulfamate

InChIKey

KXWKSWRGZLZHEF-WERHYGNASA-N

INCHI

1S/C15H22N8O8S/c16-6(1-2-8(17)24)14(27)22-32(28,29)30-3-7-10(25)11(26)15(31-7)23-5-21-9-12(18)19-4-20-13(9)23/h4-7,10-11,15,25-26H,1-3,16H2,(H2,17,24)(H,22,27)(H2,18,19,20)/t6-,7+,10+,11+,15+/m0/s1

Isomeric SMILES

C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COS(=O)(=O)NC(=O)[C@H](CCC(=O)N)N)O)O)N

PubChem CID

445432

Molecular Weight

474.45

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine nucleosides
• Alternative Parents: Glutamine and derivatives Glycosylamines 6-aminopurines Pentoses Aminopyrimidines and derivatives Fatty amides Imidolactams N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Organic sulfuric acids and derivatives Secondary alcohols Primary carboxylic acid amides 1,2-diols Oxacyclic compounds Azacyclic compounds Monoalkylamines Hydrocarbon derivatives Carbonyl compounds Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine nucleoside - Glutamine or derivatives - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Alpha-amino acid or derivatives - Pentose monosaccharide - Purine - Imidazopyrimidine - Aminopyrimidine - N-substituted imidazole - Monosaccharide - Fatty amide - Pyrimidine - Fatty acyl - Imidolactam - Azole - Organic sulfuric acid or derivatives - Tetrahydrofuran - Heteroaromatic compound - Imidazole - 1,2-diol - Amino acid or derivatives - Carboxamide group - Secondary alcohol - Primary carboxylic acid amide - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Oxacycle - Organonitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Alcohol - Carbonyl group - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Primary aliphatic amine - Amine - Primary amine - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
• 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: DMSO : 120 mg/mL (252.92 mM; Need ultrasonic)
• Molecular Weight: 474.500 g/mol
• XLogP3: -4.500
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 9
• Exact Mass: 474.128 Da
• Monoisotopic Mass: 474.128 Da
• Topological Polar Surface Area: 269.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 797.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C, desiccated. Keep the container tightly closed with desiccant — the material is moisture-sensitive.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 209543-57-7, the molecular formula is C15H22N8O8S, and the molecular weight is 474.45 g/mol. InChIKey KXWKSWRGZLZHEF-WERHYGNASA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.