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MW 258.23 Da, Purity >98%. Cell-permeable activator of AMP-activated protein kinase. Is taken up into cells by adenosine transporters and phosphorylated by adenosine kinase to the active nucleotide ZMP (5-aminoimidazole-4-carboxamide ribonucleoside), which mimics effects of AMP on the AMPK system. Active in vivo and in vitro.

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Images

Chemical Structure - AICAR (Acadesine/AICA riboside) (aqueous solution), protein kinase activator (AB146594), expandable thumbnail

Key facts

CAS number
2627-69-2
Purity
> 98%
Form
Liquid
Molecular weight
258.23 Da
Molecular formula
C9H14N4O5
PubChem identifier
17513
Nature
Synthetic

Alternative names

Recommended products

MW 258.23 Da, Purity >98%. Cell-permeable activator of AMP-activated protein kinase. Is taken up into cells by adenosine transporters and phosphorylated by adenosine kinase to the active nucleotide ZMP (5-aminoimidazole-4-carboxamide ribonucleoside), which mimics effects of AMP on the AMPK system. Active in vivo and in vitro.

Key facts

Purity
> 98%
PubChem identifier
17513
Biochemical name
Acadesine
Biological description

Cell-permeable activator of AMP-activated protein kinase. Is taken up into cells by adenosine transporters and phosphorylated by adenosine kinase to the active nucleotide ZMP (5-aminoimidazole-4-carboxamide ribonucleoside), which mimics effects of AMP on the AMPK system. Active in vivo and in vitro.

Canonical SMILES
C1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)N
Isomeric SMILES
C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)N
InChI
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
InChIKey
RTRQQBHATOEIAF-UUOKFMHZSA-N
IUPAC name
5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store in the dark, Store under desiccating conditions, This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes

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1 product image

  • Chemical Structure - AICAR (Acadesine/AICA riboside) (aqueous solution), protein kinase activator (ab146594), expandable thumbnail

    Chemical Structure - AICAR (Acadesine/AICA riboside) (aqueous solution), protein kinase activator (ab146594)

    2D chemical structure image of ab146594, AICAR (Acadesine/AICA riboside) (aqueous solution), protein kinase activator

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Product protocols

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