Acadesine - Moligand™, ≥98% , AMP-activated protein kinase, AMPK activator, CAS No.2627-69-2, AMP-activated protein kinase, AMPK activator

CAS: 2627-69-2 Cat. No.: A129749 Formule: C₉H₁₄N₄O₅ Poids moléculaire: 258.23 Numéro CE: 220-097-5

QUALITÉ & PURETÉ Moligand™, ≥98%

Synonyms

MLS004774120 | 5-Amino-1-beta-D-ribofuranosylimidazole-4-carboxamide | 1H-Imidazole-4-carboxamide, 5-amino-1-.beta.-D-ribofuranosyl- | 53IEF47846 | 5-Amino-4-imidazolecarboxamide Riboside | ACADESINE [MI] | GP-1-110 | SCHEMBL219336 | SRI-4077_04 | Acadesi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Acadesine results in accumulation of ZMP, which mimics the stimulating effect of AMP on AMPK and AMPK kinase.
An inhibitor of the transcription of PPARα, the coactivation of PPARα.

Spécifications

Synonymes

MLS004774120 | 5-Amino-1-beta-D-ribofuranosylimidazole-4-carboxamide | 1H-Imidazole-4-carboxamide, 5-amino-1-.beta.-D-ribofuranosyl- | 53IEF47846 | 5-Amino-4-imidazolecarboxamide Riboside | ACADESINE [MI] | GP-1-110 | SCHEMBL219336 | SRI-4077_04 | Acadesi

Spécifications et pureté

Moligand™, ≥98%

Mécanismes biochimiques et physiologiques

AICAR (AICA-Riboside) strongly inhibits the transcription of PPAR&alpha and the coactivation of PPAR&alpha. In adipocyte studies it has been shown to antagonize lipolysis induced by isoprenaline and has been suggested for use in kinase cascade research. A

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Type d'action

ACTIVATOR

Mécanisme d'action

AMP-activated protein kinase, AMPK activator

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. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureté

≥98%

Propriétés du produit

ALogP

-2.2

Noms et identifiants

Pubchem Sid

488182399

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488182399

Sourires canoniques

C1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)N

IUPAC Name

5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide

InChIKey

RTRQQBHATOEIAF-UUOKFMHZSA-N

INCHI

1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1

Isomères SMILES

C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)N

WGK Allemagne

3

Poids moléculaire

258.23

Reaxy-Rn

623893

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=623893&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Classe Imidazole ribonucleosides and ribonucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Classe: Imidazole ribonucleosides and ribonucleotides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Imidazole ribonucleosides and ribonucleotides
• Alternative Parents: Glycosylamines Pentoses N-substituted imidazoles Aminoimidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Carboximidic acids Azacyclic compounds Primary amines Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Imidazole ribonucleoside - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - Aminoimidazole - Monosaccharide - N-substituted imidazole - Azole - Heteroaromatic compound - Imidazole - Tetrahydrofuran - Secondary alcohol - Carboximidic acid - Carboximidic acid derivative - Oxacycle - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Amine - Alcohol - Organic oxygen compound - Primary amine - Organonitrogen compound - Organooxygen compound - Primary alcohol - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as imidazole ribonucleosides and ribonucleotides. These are organic compounds in which the C-1 of a ribosyl moiety is N-linked to an imidazole ring. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. This class does not contain benzimidazole nucleosides and nucleotides.
• External Descriptors: nucleoside analogue - aminoimidazole - 1-ribosylimidazolecarboxamide

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

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in water (9 mg/ml), and DMSO (75 mM).
• Sensibilité: Moisture sensitive
• Poids moléculaire: 258.230 g/mol
• XLogP3: -2.200
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 258.096 Da
• Monoisotopic Mass: 258.096 Da
• Topological Polar Surface Area: 157.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 330.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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