AICAR

Name: AICAR
Brand: SIGMA

Synonym(s):

5-Aminoimidazole-4-carboxamide 1-β-D-ribofuranoside, Acadesine, N¹-(β-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₄N₄O₅

CAS Number:

2627-69-2

Molecular Weight:

258.23

EC Number:

220-097-5

UNSPSC Code:

12352204

MDL number:

MFCD00869751

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Properties

SMILES string

NC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1N

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

InChI key

RTRQQBHATOEIAF-UUOKFMHZSA-N

Description

Biochem/physiol Actions

AICAR is a cell permeable activator of AMP-activated protein kinase (AMPK), a metabolic master regulator that is activated in times of reduced energy availability (high cellular AMP:ATP ratios) and serves to inhibit anabolic processes. In vivo, pharmacologic activation of AMPK with AICAR mimics exercise and triggers insulin-independent glucose uptake by skeletal muscle.

AICAR is a cell permeable activator of AMP-activated protein kinase (AMPK).

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