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 |
---|---|---|
Penetration of dacarbazine and its active metabolite 5-aminoimidazole-4-carboxamide into cutaneous metastases of human malignant melanoma. | 2001 Oct 15 |
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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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5-amino-imidazole carboxamide riboside increases glucose transport and cell-surface GLUT4 content in skeletal muscle from subjects with type 2 diabetes. | 2003 May |
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Aberrant p38 mitogen-activated protein kinase signalling in skeletal muscle from Type 2 diabetic patients. | 2003 Oct |
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The role of AMP-activated protein kinase in the action of ethanol in the liver. | 2004 Dec |
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Mapping of the bovine genes of the de novo AMP synthesis pathway. | 2004 Dec |
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Virtual screening of human 5-aminoimidazole-4-carboxamide ribonucleotide transformylase against the NCI diversity set by use of AutoDock to identify novel nonfolate inhibitors. | 2004 Dec 30 |
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Over-expression of sterol-regulatory-element-binding protein-1c (SREBP1c) in rat pancreatic islets induces lipogenesis and decreases glucose-stimulated insulin release: modulation by 5-aminoimidazole-4-carboxamide ribonucleoside (AICAR). | 2004 Mar 15 |
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Polyglutamation of methotrexate with common polymorphisms in reduced folate carrier, aminoimidazole carboxamide ribonucleotide transformylase, and thymidylate synthase are associated with methotrexate effects in rheumatoid arthritis. | 2004 Sep |
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Increased potency and efficacy of combined phosphorylase inactivation and glucokinase activation in control of hepatocyte glycogen metabolism. | 2005 Mar |
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Pharmacological inhibition of AMP-activated protein kinase provides neuroprotection in stroke. | 2005 May 27 |
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5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside attenuates experimental autoimmune encephalomyelitis via modulation of endothelial-monocyte interaction. | 2006 Aug 15 |
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AMPK-mediated AS160 phosphorylation in skeletal muscle is dependent on AMPK catalytic and regulatory subunits. | 2006 Jul |
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Diagnosing AICA-ribosiduria by capillary electrophoresis. | 2006 Oct 20 |
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Induction of meiotic maturation in mouse oocytes by adenosine analogs. | 2006 Sep |
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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 |
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Determination of 5-aminoimidazole-4-carboxamide in human plasma by ion-pair extraction and LC-MS/MS. | 2007 Aug 15 |
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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 |
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Identification of new reference genes for the normalisation of canine osteoarthritic joint tissue transcripts from microarray data. | 2007 Jul 25 |
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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
Fri Dec 15 16:18:03 UTC 2023
by
admin
on
Fri Dec 15 16:18:03 UTC 2023
|
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 Fri Dec 15 16:18:03 UTC 2023 , Edited by admin on Fri Dec 15 16:18:03 UTC 2023
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LOINC |
79652-4
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admin on Fri Dec 15 16:18:03 UTC 2023 , Edited by admin on Fri Dec 15 16:18:03 UTC 2023
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79672-2
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admin on Fri Dec 15 16:18:03 UTC 2023 , Edited by admin on Fri Dec 15 16:18:03 UTC 2023
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9679
Created by
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2030
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3V0Y2PDE6K
Created by
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7784
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360-97-4
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DTXSID8059891
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206-641-4
Created by
admin on Fri Dec 15 16:18:03 UTC 2023 , Edited by admin on Fri Dec 15 16:18:03 UTC 2023
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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 |
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PARENT -> IMPURITY | |||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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