Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H2N2O4 |
| Molecular Weight | 142.0697 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1NC(=O)C(=O)C(=O)N1
InChI
InChIKey=HIMXGTXNXJYFGB-UHFFFAOYSA-N
InChI=1S/C4H2N2O4/c7-1-2(8)5-4(10)6-3(1)9/h(H2,5,6,8,9,10)
| Molecular Formula | C4H2N2O4 |
| Molecular Weight | 142.0697 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Alloxan, a compound for evoking experimental diabetes, preferentially accumulate in pancreatic beta cells via the GLUT2 glucose transporter. Alloxan is a proteasome inhibitor, and its specific toxicity toward β-cell is at least in part through proteasome inhibition. It was found that human beta cells were relatively resistant to this toxin.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Molecular target structures in alloxan-induced diabetes in mice. | 2002-08-23 |
|
| Ischemic preconditioning protection against stunning in conscious diabetic sheep: role of glucose, insulin, sarcolemmal and mitochondrial KATP channels. | 2002-08-15 |
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| Mechanisms of mitogenic and anti-apoptotic signaling by glucose-dependent insulinotropic polypeptide in beta(INS-1)-cells. | 2002-08 |
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| Influence of diabetic state and that of different sulfonylureas on the size of myocardial infarction with and without ischemic preconditioning in rabbits. | 2002-08 |
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| Glucose lowering effect of aqueous extract of Enicostemma littorale Blume in diabetes: a possible mechanism of action. | 2002-08 |
|
| Atorvastatin treatment prevents alterations in coronary smooth muscle nuclear Ca2+ signaling in diabetic dyslipidemia. | 2002-07-05 |
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| Intestinal rather than hepatic microsomal triglyceride transfer protein as a cause of postprandial dyslipidemia in diabetes. | 2002-07 |
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| Anti-diabetic activity of medicinal plants and its relationship with their antioxidant property. | 2002-07 |
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| Changed responsiveness of the detrusor in rabbits with alloxan induced hyperglycemia: possible role of 5-hydroxytryptamine for diabetic bladder dysfunction. | 2002-07 |
|
| Effects of electroacupuncture at weiwanxiashu and zusanli points on blood glucose and plasma pancreatic glucagon contents in diabetic rabbits. | 2002-06 |
|
| Investigation on the hypoglycaemic effects of extracts of four Mexican medicinal plants in normal and alloxan-diabetic mice. | 2002-06 |
|
| Oxidative and nitrosative stress induces peroxiredoxins in pancreatic beta cells. | 2002-06 |
|
| Hypoglycemic and hypotriglyceridemic effects of tolbutamide in triphenyltin chloride-induced diabetic rabbits. | 2002-06 |
|
| Isoflurane-induced preconditioning is attenuated by diabetes. | 2002-06 |
|
| Effect of some hypoglycemic herbs on the activity of phase I and II drug-metabolizing enzymes in alloxan-induced diabetic rats. | 2002-05-24 |
|
| Enzyme activities along the tryptophan-nicotinic acid pathway in alloxan diabetic rabbits. | 2002-05-10 |
|
| [Changes of ultrastructure characteritics of Cajal interstitial cell in intestinal tract of diabetic rats]. | 2002-05 |
|
| Coronary blood flow control is impaired at rest and during exercise in conscious diabetic dogs. | 2002-05 |
|
| Effect of Cassia auriculata Linn. on serum glucose level, glucose utilization by isolated rat hemidiaphragm. | 2002-05 |
|
| Anti-diabetic activity of alcoholic extract of Aerva lanata (L.) Juss. ex Schultes in rats. | 2002-05 |
|
| New mouse model to study islet transplantation in insulin-dependent diabetes mellitus. | 2002-04-27 |
|
| Alloxan is an inhibitor of the enzyme O-linked N-acetylglucosamine transferase. | 2002-04-26 |
|
| Pharmacokinetic changes of diltiazem and desacetyldiltiazem after oral administration of diltiazem in rabbits with diabetes mellitus induced by alloxan. | 2002-04 |
|
| ATP-dependent K(+) channels contribute to local metabolic coronary vasodilation in experimental diabetes. | 2002-04 |
|
| Experimental diabetes induces hyperreactivity of rabbit renal artery to 5-hydroxytryptamine. | 2002-03-29 |
|
| Barbiturase, a novel zinc-containing amidohydrolase involved in oxidative pyrimidine metabolism. | 2002-03-01 |
|
| Alpha-glucosidase inhibition from a Chinese medical herb (Ramulus mori) in normal and diabetic rats and mice. | 2002-03 |
|
| Formation of compound 305 requires the simultaneous generation of both alloxan and GSH radicals. | 2002-02 |
|
| Effects of chemical sympathectomy by means of 6-hydroxydopamine on insulin secretion and islet morphology in alloxan-diabetic mice. | 2002-02 |
|
| A metalloporphyrin-based superoxide dismutase mimic inhibits adoptive transfer of autoimmune diabetes by a diabetogenic T-cell clone. | 2002-02 |
|
| Sensitivity of HaCat keratinocytes to diabetogenic toxins. | 2002-01-15 |
|
| New trends in the development of oral antidiabetic drugs. | 2002-01 |
|
| Antidiabetic effect of Cogent db, a herbal drug in alloxan-induced diabetes mellitus. | 2002-01 |
|
| Differential impairment of glucagon responses to hypoglycemia, neuroglycopenia, arginine, and carbachol in alloxan-diabetic mice. | 2002-01 |
|
| Efficacy of turmeric on blood sugar and polyol pathway in diabetic albino rats. | 2002 |
|
| Effect of Nigella sativa on glucose concentration, lipid peroxidation, anti-oxidant defence system and liver damage in experimentally-induced diabetic rabbits. | 2001-12 |
|
| Changes in pancreatic lysosomal enzymes activity as the potential factors leading to diabetic enteropathy. | 2001-12 |
|
| Restoration on tissue antioxidants by fenugreek seeds (Trigonella Foenum Graecum) in alloxan-diabetic rats. | 2001-10 |
|
| Biochemical studies on hypoglycemic effect of Aavirai kudineer: a herbal formulation in alloxan diabetic rats. | 2001-09 |
|
| Effect of Vinca rosea extracts in treatment of alloxan diabetes in male albino rats. | 2001-08 |
|
| [The role of insulin-like growth factor-I gene expression abnormality in pathogenesis of diabetic peripheral neuropathy]. | 2001-02 |
|
| Histological changes in the retina in experimental alloxan-induced diabetes in rabbits. | 2001 |
|
| Ultrastructural changes in the receptor parts of retinal rods in experimental alloxan-induced diabetes in rabbits. | 2001 |
|
| Changes in glucose, cholesterol and serum lipid fraction levels in experimental diabetes. | 2001 |
|
| The mechanism of alloxan and streptozotocin action in B cells of the rat pancreas. | 2001 |
|
| Alloxan induced cataract in a rat. | 2001 |
|
| Lactoferrin stimulates killing and clearance of bacteria but does not prevent mortality of diabetic mice. | 2001 |
|
| Lipid and exocrine pancreatic ultrastructural changes due to experimental diabetes. | 2001 |
|
| Endothelial nitric oxide synthase protein expression, localization, and activity in the penis of the alloxan-induced diabetic rat. | 2001 |
|
| Protein deficiency attenuates the effects of alloxan on insulin secretion and glucose homeostasis in rats. | 2001 |
Sample Use Guides
After 5-8 days in tissue culture, human or rodent islets were exposed for 14 h to sodium nitroprusside (NP, a nitric oxide donor) (50-200 microM) or for 30 min to streptozotocin (SZ) or alloxan (1-3 mM). Glucose oxidation by human islets was not reduced by NP, but there was a dose-dependent inhibition in rat (40-90% inhibition; P < 0.001) and mouse (10-60% inhibition; P < 0.05) islet glucose oxidation. Glucose (16.7 mM)-induced insulin release by human islets was not impaired after a 30-min exposure to SZ or alloxan, at concentrations that inhibited insulin release from rat (30-80% inhibition; P < 0.001) or mouse (10-70% inhibition; P < 0.05) islets.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:52:44 GMT 2025
by
admin
on
Mon Mar 31 17:52:44 GMT 2025
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| Record UNII |
6SW5YHA5NG
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| Record Status |
Validated (UNII)
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| Record Version |
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5781
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7493
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50-71-5
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7169
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300000007340
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76451
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DTXSID5044946
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m1543
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C83525
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C45678
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CONCEPT | Industrial Aid | ||
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6SW5YHA5NG
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2466730
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ALLOXAN
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D000496
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6SW5YHA5NG
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200-062-0
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SOLVATE->ANHYDROUS |
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ACTIVE MOIETY |
