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38213-69-3

38213-69-3 Structure

38213-69-3 Structure
IdentificationBack Directory
[Name]

Bis(maltolato)oxovanadium(IV)
[CAS]

38213-69-3
[Synonyms]

BMOV
BIS(MALTOLATO)OXOVANADIUM
BIS(MALTOLATO)OXOVANADIUM(IV)
oxovanadium(2+) bis(2-methyl-4-oxo-4H-pyran-3-olate)
(SP-5-31)-Bis[3-(hydroxy-κO)-2-Methyl-4H-pyran-4-onato-κO4]oxovanadiuM
Vanadium,bis[3-(hydroxy-kO)-2-methyl-4H-pyran-4-onato-kO4]oxo-, (SP-5-31)-
[Molecular Formula]

C12H10O7V
[MDL Number]

MFCD02684072
[MOL File]

38213-69-3.mol
[Molecular Weight]

317.15
Chemical PropertiesBack Directory
[Melting point ]

>300°C (dec.)
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly), Methanol (Slightly), Water (Slightly)
[form ]

powder
[color ]

yellow to grey to brown
[InChI]

1S/2C6H5O3.O.V/c2*1-4-6(8)5(7)2-3-9-4;;/h2*2-3H,1H3;;/q2*-1;;+2
[InChIKey]

NGWOELASSYWDDT-UHFFFAOYSA-N
[SMILES]

[V+2]=O.O2[C-](C(=O)C(=O)C=C2)C.O1[C-](C(=O)C(=O)C=C1)C
[LogP]

0.079 (est)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301
[Precautionary statements ]

P301+P310
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

3
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Hazard InformationBack Directory
[Chemical Properties]

Dark Purple Solid
[Uses]

It is a potent insulin mimic. Results showed that a promising outlook as an oral glucose-lowering drug.
[Pharmaceutical Applications]

Bis(maltolato)oxovanadium (BMOV) has proven itself as a successful antidiabetic agent when tested in animalmodels. Nevertheless, only very little is known about its mode of action. It is believed that BMOV acts as a competitive and reversible inhibitor of the enzyme protein tyrosine phosphatase (PTP).
As previously mentioned, BMOV is believed to be a potent and competitive inhibitor of the PTP1B activity and additionally seem to support the autophosphorylation of the insulin receptor leading to an increased sensitivity towards insulin. Research has shown that varying the organic ligand has an influence on the effectiveness and bioavailability of the resulting vanadium compound. It is believed that factors such as absorption, tissue uptake and distribution are affected most. Interestingly enough, X-ray crystal data of PTP1B soaked with BMOV showed only vanadate [V(+V)O43?] at the active site. This would emphasise that the organic ligands are only carriers of the active compound and play no role in the enzyme inhibition itself. Furthermore, in aqueous solution, V(IV) is rapidly and reversibly oxidised to V(V), supporting the possible formation of vanadate.
[Biological Activity]

BMOV is a potentorally available vanadium complex th at acts as insulin mimetic. ApparentlyBMOV anti-diabetic effect results from enhancement of the tyrosine-phosphorylation of insulin receptor by inhibition of the protein tyrosine phosphatase-1B (PTP-1B). In diabetic rats BMOV restores normoglycaemia without rising insulin levels. BMOV is a potent phosphatase inhibitor.
[in vivo]

Bis(maltolato)oxovanadium(IV) (BMOV; 0.75-3.0 mmol; intraperitoneal injection; twice weekly; for 6 weeks; C57BL/6J mice) treatment ameliorates the metabolic phenotype. Liver, skeletal muscle, and adipose tissue revealed a significantly reduced PTP activity in all analysed tissues compared to HFD mice[1].

Animal Model:C57BL/6J mice (4-6 weeks) fed with high-fat diet (HFD)[1]
Dosage:0.75-3.0 mmol
Administration:Intraperitoneal injection; twice weekly; for 6 weeks
Result:Ameliorated the metabolic phenotype, as evidenced by reduced body weight, improved insulin sensitivity and glucose tolerance.
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