bis(maltolato)oxovanadium(IV)
vanadium, bis(3-hydroxy-2-methyl-4H-pyran-4-onato-O3,O4)oxo-, (SP-5-31)-
Identification
| Name | bis(maltolato)oxovanadium(IV) |
| IUPAC | 2-methyl-4-oxopyran-3-olate; oxovanadium(2+) |
| CAS Number | 38213-69-3 |
| FDA UNII | HA933D78YW |
| Molecular Formula | C12 H10 O7 V |
| Molecular Weight | 317.14760000 |
Regulatory
Physical Properties
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 284.70 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.000337 mmHg @ 25.00 °C. (est) |
| Flash Point | 261.00 °F. TCC ( 127.30 °C. ) (est) |
| logP (o/w) | 0.079 (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | nutrient supplements: EFSA: safety cannot be established |
| Recommendation for bis(maltolato)oxovanadium(IV) usage levels up to | not for fragrance use. |
| Recommendation for bis(maltolato)oxovanadium(IV) flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
BMOV(IV)
2-
methyl-4-oxopyran-3-olate; oxovanadium(2+)
vanadium, bis(3-hydroxy-2-methyl-4H-pyran-4-onato-O3,O4)oxo-, (SP-5-31)-
PubMed:
Oxovanadium-based inhibitors can drive redox-sensitive cytotoxicity in neuroblastoma cells and synergise strongly with buthionine sulfoximine.
PubMed:
Exposure to bis(maltolato)oxovanadium(IV) increases levels of hepcidin mRNA and impairs the homeostasis of iron but not that of manganese.
PubMed:
Changes in iron metabolism and oxidative status in STZ-induced diabetic rats treated with bis(maltolato) oxovanadium (IV) as an antidiabetic agent.
PubMed:
Speciation studies of vanadium in human liver (HepG2) cells after in vitro exposure to bis(maltolato)oxovanadium(IV) using HPLC online with elemental and molecular mass spectrometry.
PubMed:
Aggravation by vanadium of magnesium deficiency in STZ-induced diabetic rats.
PubMed:
Bis(acetylacetonato)-oxovanadium(iv), bis(maltolato)-oxovanadium(iv) and sodium metavanadate induce antilipolytic effects by regulating hormone-sensitive lipase and perilipin via activation of Akt.
PubMed:
Changes in the antioxidant defence and in selenium concentration in tissues of vanadium exposed rats.
PubMed:
The anti-diabetic bis(maltolato)oxovanadium(IV) decreases lipid order while increasing insulin receptor localization in membrane microdomains.
PubMed:
Inhibition of protein tyrosine phosphatase improves angiogenesis via enhancing Ang-1/Tie-2 signaling in diabetes.
PubMed:
Vanadium compounds affect growth and morphology of human rhabdomyosarcoma cell line.
PubMed:
Biotransformation of BMOV in the presence of blood serum proteins.
PubMed:
Effect of bis(maltolato)oxovanadium (IV) (BMOV) on selenium nutritional status in diabetic streptozotocin rats.
PubMed:
Bioavailability, tissue distribution and hypoglycaemic effect of vanadium in magnesium-deficient rats.
PubMed:
Absorption, transport and insulin-mimetic properties of bis(maltolato)oxovanadium (IV) in streptozotocin-induced hyperglycemic rats by integrated mass spectrometric techniques.
PubMed:
Antidiabetic vanadium compound and membrane interfaces: interface-facilitated metal complex hydrolysis.
PubMed:
Vibrational spectra of bis(maltolato)oxovanadium(IV): a potent insulin mimetic agent.
PubMed:
Study of the antidiabetic capacity of the VO(dmpp)2 complex.
PubMed:
Antidiabetic Bis-Maltolato-OxoVanadium(IV): conversion of inactive trans- to bioactive cis-BMOV for possible binding to target PTP-1B.
PubMed:
Effects of decavanadate and insulin enhancing vanadium compounds on glucose uptake in isolated rat adipocytes.
PubMed:
Bis(maltolato)-oxovanadium (IV)-induced phosphorylation of PKB, GSK-3 and FOXO1 contributes to its glucoregulatory responses (review).
PubMed:
Vanadium treatment of type 2 diabetes: a view to the future.
PubMed:
Calorimetric studies of the interaction between the insulin-enhancing drug candidate bis(maltolato)oxovanadium(IV) (BMOV) and human serum apo-transferrin.
PubMed:
Effects of vanadium-containing compounds on membrane lipids and on microdomains used in receptor-mediated signaling.
PubMed:
Inhibition of protein tyrosine phosphatase 1B and alkaline phosphatase by bis(maltolato)oxovanadium (IV).
PubMed:
Sarcoplasmic reticulum calcium ATPase is inhibited by organic vanadium coordination compounds: pyridine-2,6-dicarboxylatodioxovanadium(V), BMOV, and an amavadine analogue.
PubMed:
The anti-diabetic effects and pharmacokinetic profiles of bis(maltolato)oxovanadium in non-diabetic and diabetic rats.
PubMed:
Vanadate, an inhibitor of stromelysin and collagenase expression, suppresses collagen induced arthritis.
PubMed:
Effect of bis (maltolato) oxovanadium (BMOV) in uric acid and sodium arsenite-induced vascular endothelial dysfunction in rats.
PubMed:
Molecular mechanism of bis(maltolato)oxovanadium(IV)-induced insulin signaling in 3T3-L1 and IM9 cells: impact of dexamethasone.
PubMed:
Involvement of insulin-like growth factor type 1 receptor and protein kinase Cdelta in bis(maltolato)oxovanadium(IV)-induced phosphorylation of protein kinase B in HepG2 cells.
PubMed:
Effect of bis(maltolato) oxovanadium on experimental vascular endothelial dysfunction.
PubMed:
Prevention of diabetes by inhibition of tyrosine phosphatases.
PubMed:
Differences in plasma homocysteine levels between Zucker fatty and Zucker diabetic fatty rats following 3 weeks oral administration of organic vanadium compounds.
PubMed:
Inhibition of protein tyrosin phosphatase improves vascular endothelial dysfunction.
PubMed:
The vanadyl (VO2+) chelate bis(acetylacetonato)oxovanadium(IV) potentiates tyrosine phosphorylation of the insulin receptor.
PubMed:
Structure and conformation of bis(acetylacetonato)oxovanadium(IV) and bis(maltolato)oxovanadium(IV) in solution determined by electron nuclear double resonance spectroscopy.
PubMed:
Royal Society of Chemistry--sixth international symposium on applied bioinorganic chemistry.
PubMed:
Coordination chemistry and insulin-enhancing behavior of vanadium complexes with maltol C6H6O3 structural isomers.
PubMed:
New insights into the interactions of serum proteins with bis(maltolato)oxovanadium(IV): transport and biotransformation of insulin-enhancing vanadium pharmaceuticals.
PubMed:
A nonspecific phosphotyrosine phosphatase inhibitor, bis(maltolato)oxovanadium(IV), improves glucose tolerance and prevents diabetes in Zucker diabetic fatty rats.
PubMed:
Synthesis, structural properties and insulin-enhancing potential of bis(quercetinato)oxovanadium(IV) conjugate.
PubMed:
Effects of three and eight weeks oral administration of bis(maltolato)oxovanadium(IV) on plasma homocysteine and cysteine levels in streptozotocin-induced diabetic rats.
PubMed:
The permeability and cytotoxicity of insulin-mimetic vanadium compounds.
PubMed:
[Hypoglycemic effects of bis(maltolato)oxovanadium administered by different routes upon diabetic rats].
PubMed:
Comparison of anti-hyperglycemic effect amongst vanadium, molybdenum and other metal maltol complexes.
PubMed:
Streptozotocin-induced alterations in rat liver Golgi complexes are ameliorated by BMOV [Bis(maltolato)oxovanadium(IV)] activity.
PubMed:
The tyrosine phosphatase inhibitor bis(maltolato)oxovanadium attenuates myocardial reperfusion injury by opening ATP-sensitive potassium channels.
PubMed:
Tyrosine phosphatase inhibition augments collateral blood flow in a rat model of peripheral vascular disease.
PubMed:
Chronic glucose-lowering effects of rosiglitazone and bis(ethylmaltolato)oxovanadium(IV) in ZDF rats.
PubMed:
Mechanism of insulin sensitization by BMOV (bis maltolato oxo vanadium); unliganded vanadium (VO4) as the active component.
PubMed:
The influence of BMOV [bis(maltolato)oxovanadium(IV)] on biochemical and morphological alterations characteristic for streptozotocin-diabetic rat liver Golgi complexes.
PubMed:
Preparation and characterization of vanadyl complexes with bidentate maltol-type ligands; in vivo comparisons of anti-diabetic therapeutic potential.
PubMed:
Mechanisms by which bis(maltolato)oxovanadium(IV) normalizes phosphoenolpyruvate carboxykinase and glucose-6-phosphatase expression in streptozotocin-diabetic rats in vivo.
PubMed:
The influence of a new vanadium compound, bis(2,2'-bipyridine)oxovanadium(IV) sulphate on liver golgi complexes from control and streptozotocin-diabetic rats.
PubMed:
Oral treatment with vanadium of Zucker fatty rats activates muscle glycogen synthesis and insulin-stimulated protein phosphatase-1 activity.
PubMed:
Vanadium increases GLUT4 in diabetic rat skeletal muscle.
PubMed:
Influence of chelation and oxidation state on vanadium bioavailability, and their effects on tissue concentrations of zinc, copper, and iron.
PubMed:
Bis(maltolato)oxovanadium(IV) inhibits the activity of PTP1B in Zucker rat skeletal muscle in vivo.
PubMed:
Effect of chronic treatment with Bis(maltolato)oxovanadium (IV) in rat model of non-insulin-dependent-diabetes.
PubMed:
Structural origins of the insulin-mimetic activity of bis(acetylacetonato)oxovanadium(IV).
PubMed:
In vivo effects of insulin and bis(maltolato)oxovanadium (IV) on PKB activity in the skeletal muscle and liver of diabetic rats.
PubMed:
In vivo effects of vanadium in diabetic rats are independent of changes in PI-3 kinase activity in skeletal muscle.
PubMed:
Insulin-enhancing vanadium(III) complexes.
PubMed:
Lack of in vivo effect of vanadium on GLUT4 translocation in white adipose tissue of streptozotocin-diabetic rats.
PubMed:
Effect of vanadium on insulin sensitivity and appetite.
PubMed:
Effect of vanadium(IV) compounds in the treatment of diabetes: in vivo and in vitro studies with vanadyl sulfate and bis(maltolato)oxovandium(IV).
PubMed:
In vivo effects of vanadium on GLUT4 translocation in cardiac tissue of STZ-diabetic rats.
PubMed:
Biochemical and morphological alterations in rat liver Golgi complexes after treatment with bis(maltolato)oxovanadium(IV) [BMOV] or maltol alone.
PubMed:
Selective phosphotyrosine phosphatase inhibition and increased ceramide formation is associated with B-cell death by apoptosis.
PubMed:
Mechanisms of apoptosis in embryonic cortical neurons (E6 and E7) in culture involve lipid signalling, protein phosphorylation and caspase activation.
PubMed:
Effects of bis(maltolato) oxovanadium (IV) on protein serine kinases in skeletal muscle of streptozotocin-diabetic rats.
PubMed:
Tyrosine phosphorylation and morphological transformation induced by four vanadium compounds on MC3T3E1 cells.
PubMed:
Acute and chronic oral administration of bis(maltolato)oxovanadium(IV) in Zucker diabetic fatty (ZDF) rats.
PubMed:
Effects of vanadium complexes with organic ligands on glucose metabolism: a comparison study in diabetic rats.
PubMed:
Influence of bis(maltolato)oxovanadium(IV) on activity of galactosyltransferase (GalT) and morphology of rat liver Golgi apparatus in control and streptozotocin diabetes.
PubMed:
Kinetic analysis and comparison of uptake, distribution, and excretion of 48V-labeled compounds in rats.
PubMed:
Glucose-lowering properties of vanadium compounds: comparison of coordination complexes with maltol or kojic acid as ligands.
PubMed:
Maltol complexes of vanadium (IV) and (V) regulate in vitro alkaline phosphatase activity and osteoblast-like cell growth.
PubMed:
Role of oxidative stress in the action of vanadium phosphotyrosine phosphatase inhibitors. Redox independent activation of NF-kappaB.
PubMed:
Acute and chronic response to vanadium following two methods of streptozotocin-diabetes induction.
PubMed:
A polymer-based drug delivery system for the antineoplastic agent bis(maltolato)oxovanadium in mice.
PubMed:
Effects of bis(maltolato)oxovanadium(IV) are distinct from food restriction in STZ-diabetic rats.
PubMed:
Intracellular CD22 rapidly moves to the cell surface in a tyrosine kinase-dependent manner following antigen receptor stimulation.
PubMed:
Characterization of a CD43/leukosialin-mediated pathway for inducing apoptosis in human T-lymphoblastoid cells.
PubMed:
Characterization of the Potent Insulin Mimetic Agent Bis(maltolato)oxovanadium(IV) (BMOV) in Solution by EPR Spectroscopy.
PubMed:
Effects of low and high dose administration of bis(maltolato)oxovanadium(IV) on fa/fa Zucker rats.
PubMed:
Oxidation Kinetics of the Potent Insulin Mimetic Agent Bis(maltolato)oxovanadium(IV) (BMOV) in Water and in Methanol.
PubMed:
Vanadium chemistry and biochemistry of relevance for use of vanadium compounds as antidiabetic agents.
PubMed:
Skeletal muscle mitogen-activated protein kinases and ribosomal S6 kinases. Suppression in chronic diabetic rats and reversal by vanadium.
PubMed:
Lineage-specific induction of B cell apoptosis and altered signal transduction by the phosphotyrosine phosphatase inhibitor bis(maltolato)oxovanadium(IV).
PubMed:
Comparison of the glucose-lowering properties of vanadyl sulfate and bis(maltolato)oxovanadium(IV) following acute and chronic administration.
PubMed:
Bis(maltolato)oxovanadium(IV) attenuates hyperinsulinemia and hypertension in spontaneously hypertensive rats.
PubMed:
Improvement in cardiac dysfunction in streptozotocin-induced diabetic rats following chronic oral administration of bis(maltolato)oxovanadium(IV).
PubMed:
Glucose-lowering effects of a new organic vanadium complex, bis(maltolato)oxovanadium(IV).
PubMed:
Bis(maltolato)oxovanadium(IV) is a potent insulin mimic.