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 Peso molecular: 258.23 Número EC: 220-097-5
Disponible para pedir
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥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
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
50mg
A129749-50mg
2
37,90US$
250mg
A129749-250mg
3
129,90US$
1g
A129749-1g
1
369,90US$
Enter a quantity for the sizes you want to add.
🧪

Why this grade

Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

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

Sinónimos
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
Especificaciones y pureza
Moligand™, ≥98%
Mecanismos bioquímicos y fisiológicos
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
Condiciones de almacenamiento de almacenamiento
Store at -20°C
Enviado en
Ice chest + Ice pads
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Grado
Moligand™
Tipo de acción
ACTIVATOR
Mecanismo de acción
AMP-activated protein kinase, AMPK activator
Nota
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.
Pureza
≥98%
Propiedades del producto
ALogP-2.2
Nombres e identificadores
Pubchem Sid488182399
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488182399
Sonrisas canónicasC1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)N
IUPAC Name5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide
InChIKeyRTRQQBHATOEIAF-UUOKFMHZSA-N
INCHI1S/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
Isómeros SMILES C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)N
WGK Alemania 3
Peso molecular 258.23
Reaxy-Rn 623893
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=623893&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassNucleosides, nucleotides, and analogues
ClaseImidazole ribonucleosides and ribonucleotides
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentImidazole 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 FrameworkAromatic 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
DescripciónThis 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
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-453 (1139 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-BR-3 (5175 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEL (6614 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSK3A Tclin Glycogen synthase kinase-3 (736 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAA2 Tchem AMP-activated protein kinase, AMPK (12273 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K-562R (114 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Abcb1b P-glycoprotein 1 (174 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 2 (4932 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 1 (11089 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
3T3-L1 (3664 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Felid alphaherpesvirus 1 (460 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

16 results found

Lot NumberCertificate TypeFechaArticulo
E2527238Certificate of AnalysisMay 20, 2025 A129749
E2527269Certificate of AnalysisMay 20, 2025 A129749
E2527277Certificate of AnalysisMay 20, 2025 A129749
F2603011Certificate of AnalysisMay 20, 2025 A129749
H2310075Certificate of AnalysisMay 12, 2025 A129749
H2310077Certificate of AnalysisMay 12, 2025 A129749
H2310090Certificate of AnalysisMay 12, 2025 A129749
H2310362Certificate of AnalysisMay 12, 2025 A129749
A2510051Certificate of AnalysisJul 27, 2023 A129749
H2310081Certificate of AnalysisJul 27, 2023 A129749
I2107190Certificate of AnalysisJun 14, 2023 A129749
G2322050Certificate of AnalysisJun 14, 2023 A129749
I2107188Certificate of AnalysisJun 14, 2023 A129749
I2107189Certificate of AnalysisJun 14, 2023 A129749
C23031369Certificate of AnalysisMar 31, 2023 A129749
I1622007Certificate of AnalysisMay 11, 2022 A129749

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Propiedades químicas y físicas
SolubilidadSoluble in water (9 mg/ml), and DMSO (75 mM).
SensibilidadMoisture sensitive
Peso molecular258.230 g/mol
XLogP3-2.200
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass258.096 Da
Monoisotopic Mass258.096 Da
Topological Polar Surface Area157.000 Ų
Heavy Atom Count18
Formal Charge0
Complexity330.000
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Yisen Cheng, Gaojian Chen, Li Wang, Jiamin Kong, Ji Pan, Yue Xi, Feihai Shen, Zhiying Huang.  (2018)  Triptolide-induced mitochondrial damage dysregulates fatty acid metabolism in mouse sertoli cells.  TOXICOLOGY LETTERS,      [PMID:29723566] [10.1016/j.toxlet.2018.04.035]
2. Chao Pan, Fajuan Wang, Yanzi Chu, Yahui Xue, Yan Ye, Kunlong Yang, Jinfeng Hua, Ling Shen, Jun Tian.  (2025)  Targeting the Snf1 kinase by cinnamaldehyde induces glucose starvation and oxidative stress in Fusarium solani for the control of sweet potato postharvest decay.  POSTHARVEST BIOLOGY AND TECHNOLOGY,      [PMID:] [10.1016/j.postharvbio.2025.114116]
Calculadoras de soluciones
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