Details
Stereochemistry | ACHIRAL |
Molecular Formula | C4H6N4O |
Molecular Weight | 126.1166 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(=O)C1=C(N)N=CN1
InChI
InChIKey=DVNYTAVYBRSTGK-UHFFFAOYSA-N
InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
Molecular Formula | C4H6N4O |
Molecular Weight | 126.1166 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Effects of low-intensity prolonged exercise on PGC-1 mRNA expression in rat epitrochlearis muscle. | 2002 Aug 16 |
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The cryptic adenine deaminase gene of Escherichia coli. Silencing by the nucleoid-associated DNA-binding protein, H-NS, and activation by insertion elements. | 2002 Aug 30 |
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Targeting the AMP-activated protein kinase for the treatment of type 2 diabetes. | 2002 Jul |
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Activation of GLUT1 by metabolic and osmotic stress: potential involvement of AMP-activated protein kinase (AMPK). | 2002 Jun 1 |
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Acute and chronic treatment of ob/ob and db/db mice with AICAR decreases blood glucose concentrations. | 2002 Jun 21 |
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AMP-activated protein kinase kinase: detection with recombinant AMPK alpha1 subunit. | 2002 May 10 |
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AICAR and phlorizin reverse the hypoglycemia-specific defect in glucagon secretion in the diabetic BB rat. | 2002 Nov |
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5-Aminoimidazole-4-carboxamide 1-beta -D-ribofuranoside (AICAR) stimulates myocardial glycogenolysis by allosteric mechanisms. | 2003 Apr |
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A possible linkage between AMP-activated protein kinase (AMPK) and mammalian target of rapamycin (mTOR) signalling pathway. | 2003 Jan |
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Regulation of glycogen synthase by glucose and glycogen: a possible role for AMP-activated protein kinase. | 2003 Jan |
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Increased AMP:ATP ratio and AMP-activated protein kinase activity during cellular senescence linked to reduced HuR function. | 2003 Jul 18 |
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Glucose regulates EF-2 phosphorylation and protein translation by a protein phosphatase-2A-dependent mechanism in INS-1-derived 832/13 cells. | 2003 May 16 |
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Requirement for 3-phosphoinositide-kependent dinase-1 (PDK-1) in insulin-induced glucose uptake in immortalized brown adipocytes. | 2003 Oct 3 |
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Mapping of the bovine genes of the de novo AMP synthesis pathway. | 2004 Dec |
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Ca2+ and AMPK both mediate stimulation of glucose transport by muscle contractions. | 2004 Feb |
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Effects of acute bouts of running and swimming exercise on PGC-1alpha protein expression in rat epitrochlearis and soleus muscle. | 2004 Feb |
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Sending the signal: molecular mechanisms regulating glucose uptake. | 2004 Jul |
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Adenosine induces apoptosis in the human gastric cancer cells via an intrinsic pathway relevant to activation of AMP-activated protein kinase. | 2004 May 15 |
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A glucose response element from the S. cerevisiae hexose transporter HXT1 gene is sensitive to glucose in human fibroblasts. | 2004 May 7 |
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The effect of folic acid and folinic acid supplements on purine metabolism in methotrexate-treated rheumatoid arthritis. | 2004 Oct |
|
Prior serum- and AICAR-induced AMPK activation in primary human myocytes does not lead to subsequent increase in insulin-stimulated glucose uptake. | 2004 Sep |
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MEK inhibitors block AICAR-induced maturation in mouse oocytes by a MAPK-independent mechanism. | 2005 Feb |
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Increased potency and efficacy of combined phosphorylase inactivation and glucokinase activation in control of hepatocyte glycogen metabolism. | 2005 Mar |
|
AMP-activated protein kinase and type 2 diabetes. | 2006 |
|
Activation of the AMP-activated kinase by antidiabetes drug metformin stimulates nitric oxide synthesis in vivo by promoting the association of heat shock protein 90 and endothelial nitric oxide synthase. | 2006 Feb |
|
Activation of AMP-activated protein kinase reduces hyperglycemia-induced mitochondrial reactive oxygen species production and promotes mitochondrial biogenesis in human umbilical vein endothelial cells. | 2006 Jan |
|
AMPK-mediated AS160 phosphorylation in skeletal muscle is dependent on AMPK catalytic and regulatory subunits. | 2006 Jul |
|
Inhibition of lipid synthesis through activation of AMP kinase: an additional mechanism for the hypolipidemic effects of berberine. | 2006 Jun |
|
α2 isoform-specific activation of 5'adenosine monophosphate-activated protein kinase by 5-aminoimidazole-4-carboxamide-1-β-D-ribonucleoside at a physiological level activates glucose transport and increases glucose transporter 4 in mouse skeletal muscle. | 2006 Mar |
|
Increased ATP-sensitive K+ channel expression during acute glucose deprivation. | 2006 Sep 29 |
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5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside-induced AMP-activated protein kinase phosphorylation inhibits basal and insulin-stimulated glucose uptake, lipid synthesis, and fatty acid oxidation in isolated rat adipocytes. | 2006 Sep 8 |
|
[Pemetrexed: from preclinic to clinic]. | 2007 |
|
Associations of common polymorphisms in the thymidylate synthase, reduced folate carrier and 5-aminoimidazole-4-carboxamide ribonucleotide transformylase/inosine monophosphate cyclohydrolase genes with folate and homocysteine levels and venous thrombosis risk. | 2007 |
|
5-aminoimidazole-4-carboxamide 1-beta-D-ribofuranoside acutely stimulates skeletal muscle 2-deoxyglucose uptake in healthy men. | 2007 Aug |
|
Polymorphisms in folate, pyrimidine, and purine metabolism are associated with efficacy and toxicity of methotrexate in psoriasis. | 2007 Aug |
|
Determination of 5-aminoimidazole-4-carboxamide in human plasma by ion-pair extraction and LC-MS/MS. | 2007 Aug 15 |
|
Formamide as the main building block in the origin of nucleic acids. | 2007 Aug 16 |
|
Fluid shear stress and NO decrease the activity of the hydroxy-methylglutaryl coenzyme A reductase in endothelial cells via the AMP-activated protein kinase and FoxO1. | 2007 Feb 2 |
|
Cytotoxic effect of 5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside (AICAR) on childhood acute lymphoblastic leukemia (ALL) cells: implication for targeted therapy. | 2007 Jul 10 |
|
Identification of new reference genes for the normalisation of canine osteoarthritic joint tissue transcripts from microarray data. | 2007 Jul 25 |
|
The role of AMP kinase in diabetes. | 2007 Mar |
|
Role of hypothalamic adenosine 5'-monophosphate-activated protein kinase in the impaired counterregulatory response induced by repetitive neuroglucopenia. | 2007 Mar |
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Role of glycogen content in insulin resistance in human muscle cells. | 2007 May |
|
A novel function for the N-terminal nucleophile hydrolase fold demonstrated by the structure of an archaeal inosine monophosphate cyclohydrolase. | 2007 May 1 |
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Ceramide and adenosine 5'-monophosphate-activated protein kinase are two novel regulators of 11beta-hydroxysteroid dehydrogenase type 1 expression and activity in cultured preadipocytes. | 2007 Nov |
|
Structural insight into AMPK regulation: ADP comes into play. | 2007 Oct |
|
Proteomics analysis of hypothalamic response to energy restriction in dairy cows. | 2007 Oct |
|
AMP kinase activation increases glucose uptake, decreases apoptosis, and improves pregnancy outcome in embryos exposed to high IGF-I concentrations. | 2007 Sep |
|
Adiponectin antagonizes stimulatory effect of tumor necrosis factor-alpha on vascular smooth muscle cell calcification: regulation of growth arrest-specific gene 6-mediated survival pathway by adenosine 5'-monophosphate-activated protein kinase. | 2008 Apr |
|
Ethanol consumption impairs regulation of fatty acid metabolism by decreasing the activity of AMP-activated protein kinase in rat liver. | 2008 Mar |
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:24:24 GMT 2025
by
admin
on
Mon Mar 31 18:24:24 GMT 2025
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Record UNII |
3V0Y2PDE6K
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Record Status |
Validated (UNII)
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Record Version |
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LOINC |
79679-7
Created by
admin on Mon Mar 31 18:24:24 GMT 2025 , Edited by admin on Mon Mar 31 18:24:24 GMT 2025
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LOINC |
79652-4
Created by
admin on Mon Mar 31 18:24:24 GMT 2025 , Edited by admin on Mon Mar 31 18:24:24 GMT 2025
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LOINC |
79672-2
Created by
admin on Mon Mar 31 18:24:24 GMT 2025 , Edited by admin on Mon Mar 31 18:24:24 GMT 2025
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Code System | Code | Type | Description | ||
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9679
Created by
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2030
Created by
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PRIMARY | |||
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3V0Y2PDE6K
Created by
admin on Mon Mar 31 18:24:24 GMT 2025 , Edited by admin on Mon Mar 31 18:24:24 GMT 2025
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7784
Created by
admin on Mon Mar 31 18:24:24 GMT 2025 , Edited by admin on Mon Mar 31 18:24:24 GMT 2025
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360-97-4
Created by
admin on Mon Mar 31 18:24:24 GMT 2025 , Edited by admin on Mon Mar 31 18:24:24 GMT 2025
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DTXSID8059891
Created by
admin on Mon Mar 31 18:24:24 GMT 2025 , Edited by admin on Mon Mar 31 18:24:24 GMT 2025
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206-641-4
Created by
admin on Mon Mar 31 18:24:24 GMT 2025 , Edited by admin on Mon Mar 31 18:24:24 GMT 2025
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PRIMARY |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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PARENT -> METABOLITE | |||
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PARENT -> METABOLITE INACTIVE |
Related Record | Type | Details | ||
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PARENT -> IMPURITY | |||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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