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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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A346730-1mg | 1mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $45.90 | |
A346730-5mg | 5mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $180.90 | |
A346730-10mg | 10mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $359.90 | |
A346730-25mg | 25mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $808.90 | |
A346730-50mg | 50mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $1,455.90 |
an AMP-activated protein kinase (AMPK) activator mimic
Synonyms | NSC 283955 | NSC 292227 | ZMP | 1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamide | 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide | F0X88YW0YK | Z-nucleotide | 5-Aminoimidazole-4-carboxamide-1-?-D-Ribofuranosyl 5'-Monophosphate | EINECS 2 |
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Specifications & Purity | ≥95% |
Biochemical and Physiological Mechanisms | A 5'- phosphorylated analog of cell permeable AICAR that mimics adenosine monophosphate (AMP). It is an adenylate activated protein kinase (AMPK) activator. In humans, 5-aminoimidazole-4-formamide-1- β—— D-furosyl 5 '- monophosphate (AICAR) has been foun |
Storage Temp | Store at -20°C,Argon charged |
Shipped In | Ice chest + Ice pads |
Product Description | AICA-Riboside, 5′-Phosphate is a monophosphorylated analog of the membrane permeable AICA-Riboside that mimics AMP and behaves as an AMPK (AMP-activated protein kinase) activator. AICA-Riboside, 5′-Phosphate displays similar effects of its parent derivative including stimulating glucose transport in certain skeletal-muscle cell lines. 5-aminoimidazole-4-formamide-1-β-d-ribofuran 5 '-monophosphate (AICAR) is a natural metabolic intermediate in purine biosynthesis, commonly found in all organisms. It is produced by succinyl-Aicar (SAICAR) with the help of adenylate succinase (ASL). Application: 5-aminoimidazole-4-formamide-1-β-D-ribofuranyl 5 '-monophosphate was used in the study to explore the anticancer effects of nine statins in breast cancer and glioblastoma; AICAR monophosphate is a 5 "-phosphorylated analog of cellular permeable AICAR that mimics AMP. AICAR is an adenosine monophosphate (AMP) activated protein kinase (AMPK) activator/agonist. |
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IUPAC Name | [(2R,3S,4R,5R)-5-(5-amino-4-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate |
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INCHI | InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1 |
InChi Key | NOTGFIUVDGNKRI-UUOKFMHZSA-N |
Canonical SMILES | C1=NC(=C(N1C2C(C(C(O2)COP(=O)(O)O)O)O)N)C(=O)N |
Isomeric SMILES | C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)C(=O)N |
WGK Germany | 3 |
PubChem CID | 65110 |
Molecular Weight | 338.21 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
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B2423657 | Certificate of Analysis | Jan 16, 2024 | A346730 |
B2423659 | Certificate of Analysis | Jan 16, 2024 | A346730 |
B2423666 | Certificate of Analysis | Jan 16, 2024 | A346730 |
B2423668 | Certificate of Analysis | Jan 16, 2024 | A346730 |
B2423671 | Certificate of Analysis | Jan 16, 2024 | A346730 |
Solubility | Soluble in water (partly miscible), DMSO, and methanol. |
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Sensitivity | Moisture sensitive |
Refractive Index | n20D1.83 (Predicted) |
Boil Point(°C) | ~845.3° C at 760 mmHg (Predicted) |
Melt Point(°C) | >160° C (dec.) |
WGK Germany | 3 |
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