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 分子式: C₉H₁₄N₄O₅ 分子量: 258.23 EC番号: 220-097-5

GRADE & PURITY 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

概要

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.

Specifications

同義語

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

仕様と純度

Moligand™, ≥98%

生化学的・生理学的メカニズム

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

保管条件

Store at -20°C

入荷

Ice chest + Ice pads

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

等級

Moligand™

アクションタイプ

ACTIVATOR

作用メカニズム

AMP-activated protein kinase, AMPK activator

注

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.

純度

≥98%

製品の性質

ALogP

-2.2

名前と識別子

パブケム・シド

488182399

パブケム・シド・ウル

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

カノニカル・スマイル

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

異性体SMILES

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

WGKドイツ

3

分子量

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
    • 分類 Imidazole ribonucleosides and ribonucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• 分類: 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
• 説明: 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

関連ターゲット（人間）

CCRF-CEM (65223 Activities)

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K562 (73714 Activities)

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MCF7 (126967 Activities)

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MDA-MB-453 (1139 Activities)

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SK-BR-3 (5175 Activities)

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HCT-116 (91556 Activities)

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HEK293 (82097 Activities)

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HEL (6614 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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GSK3A Tclin Glycogen synthase kinase-3 (736 Activities)

Discover Target: GSK3A

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PRKAA2 Tchem AMP-activated protein kinase, AMPK (12273 Activities)

Discover Target: PRKAA2

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K-562R (114 Activities)

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関連ターゲット（非人間）

Abcb1b P-glycoprotein 1 (174 Activities)

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Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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3T3-L1 (3664 Activities)

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L1210 (27553 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Felid alphaherpesvirus 1 (460 Activities)

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SARS-CoV-2 (38078 Activities)

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作用メカニズム

化学的性質と物理的性質

• 溶解度: Soluble in water (9 mg/ml), and DMSO (75 mM).
• 感度: Moisture sensitive
• 分子量: 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