Atpenin A5 - ≥95% , CAS No.119509-24-9

CAS: 119509-24-9 Cat. No.: A275010 Molecular Weight: 366.24

GRADE & PURITY ≥95%

Synonyms

AT5 | 3-[(2S,4S,5R)-5,6-DICHLORO-2,4-DIMETHYL-1-OXOHEXYL]-4-HYDROXY-5,6-DIMETHOXY-2(1H)-PYRIDINONE | DB04631 | 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxypyridin-2(1H)-one | Atpenin A5 | Q27095367 | SCHEMBL1506735 | 3-[(2S,4S,

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Specifications

Synonyms

AT5 | 3-[(2S, 4S, 5R)-5, 6-DICHLORO-2, 4-DIMETHYL-1-OXOHEXYL]-4-HYDROXY-5, 6-DIMETHOXY-2(1H)-PYRIDINONE | DB04631 | 3-[(2S, 4S, 5R)-5, 6-dichloro-2, 4-dimethylhexanoyl]-4-hydroxy-5, 6-dimethoxypyridin-2(1H)-one | Atpenin A5 | Q27095367 | SCHEMBL1506735 | 3-[(2S, 4S,

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Highly selective, potent ubiquinone-binding site mitochondrial complex II inhibitor (IC 50 values are 12 and 3.7 nM for nematode and mammalian mitochondria respectively). Stimulates mitochondrial K ATP channels. Shows anti-ischemic and cardioprotective ef

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.

Action Type

AGONIST

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504771343
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771343
• Canonical Smiles: CC(CC(C)C(=O)C1=C(C(=C(NC1=O)OC)OC)O)C(CCl)Cl
• IUPAC Name: 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one
• InChIKey: OVULNOOPECCZRG-CIUDSAMLSA-N
• INCHI: 1S/C15H21Cl2NO5/c1-7(9(17)6-16)5-8(2)11(19)10-12(20)13(22-3)15(23-4)18-14(10)21/h7-9H,5-6H2,1-4H3,(H2,18,20,21)/t7-,8-,9-/m0/s1
• Isomeric SMILES: C[C@@H](C[C@H](C)C(=O)C1=C(C(=C(NC1=O)OC)OC)O)[C@H](CCl)Cl
• Molecular Weight: 366.24
• Reaxy-Rn: 29790290
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29790290&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Aryl alkyl ketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones
• Direct Parent: Aryl alkyl ketones
• Alternative Parents: Pyridinones Hydroxypyridines Dihydropyridines Alkyl aryl ethers Vinylogous amides Vinylogous acids Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organochlorides Organic oxides Hydrocarbon derivatives Alkyl chlorides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aryl alkyl ketone - Alkyl aryl ether - Dihydropyridine - Pyridinone - Hydroxypyridine - Hydropyridine - Pyridine - Vinylogous amide - Vinylogous acid - Heteroaromatic compound - Lactam - Organoheterocyclic compound - Azacycle - Ether - Hydrocarbon derivative - Organochloride - Organohalogen compound - Organonitrogen compound - Organic nitrogen compound - Alkyl chloride - Organopnictogen compound - Alkyl halide - Organic oxide - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
• 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: Soluble in ethanol and in DMSO
• Melt Point(°C): 83-86° C
• Molecular Weight: 366.200 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 365.08 Da
• Monoisotopic Mass: 365.08 Da
• Topological Polar Surface Area: 84.900 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 544.000
• 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: 1