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V8639

Sigma-Aldrich

VO-OHpic trihydrate

≥98% (HPLC), solid

Synonym(s):

(OC-6-45) Aqua (3-hydroxy-2-pyridinecarboxylato-kapaN1,kapaO2)[3-(hydroxy-kapaO)-2-pyridinecarboxylato(2-)-kapaO2]oxo-vanadate(1-), hydrogen, trihydrate

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About This Item

Empirical Formula (Hill Notation):
C12H9N2O8V · H · 3H2O
CAS Number:
476310-60-8
Molecular Weight:
415.20
UNSPSC Code:
41121801
PubChem Substance ID:
329829435
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

gray

solubility

DMSO: >10 mg/mL

storage temp.

−20°C

SMILES string

O.O.O.O.Oc1cccnc1C(=O)O[VH]2(=O)OC(=O)c3cccnc3O2

InChI

1S/2C6H5NO3.4H2O.O.V.H/c2*8-4-2-1-3-7-5(4)6(9)10;;;;;;;/h2*1-3,8H,(H,9,10);4*1H2;;;/q;;;;;;;+3;/p-3

InChI key

QVBVJWFAUFEGMT-UHFFFAOYSA-K

General description

VO-OHpic is a vanadium complex. VO-OHpic might act as a possible pro-senescence anti-cancer drug for treating cancers with reduced phosphatase and tensin homolog (PTEN) expression. It blocks cell viability, cell proliferation, colony formation and induced senescence-associated β-galactosidase activity in Hep3B cells.

Application

VO-OHpic trihydrate has been used in studying the role of phosphatase and tensin homolog (PTEN) in polycomb repressive complex 2 (PRC2)-mediated apoptosis. It also has been used as a PTEN inhibitor to study the neuroprotective effect of melatonin in amyloid beta (Aβ)-induced neurotoxicity via PTEN pathway.

Biochem/physiol Actions

VO-OHpic trihydrate is a PTEN (phosphatase and tensin homologue deleted on chromosome 10) inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pharmacological inhibition of polycomb repressive complex-2 activity induces apoptosis in human colon cancer stem cells
Benoit YD, et al.
Experimental Cell Research, 319(10), 1463-1470 (2013)
Melatonin protects against Abeta-induced neurotoxicity in primary neurons via miR-132/PTEN/AKT/FOXO3a pathway
Zhao Y, et al.
Biofactors (2018)
Erika Rosivatz et al.
ACS chemical biology, 1(12), 780-790 (2007-01-24)
Phosphatase and tensin homologue deleted on chromosome 10 (PTEN), a phosphoinositide 3-phosphatase, is an important regulator of insulin-dependent signaling. The loss or impairment of PTEN results in an antidiabetic impact, which led to the suggestion that PTEN could be an
Ying-Zi Liu et al.
International journal of oncology, 45(1), 104-112 (2014-04-24)
Colon cancer is one of the most common malignancies and the treatments for colon cancer have been developed substantially in the last decades, but there is still a great clinical need to explore new treatment regimens due to the undesirable
Characterisation of the PTEN inhibitor VO-OHpic
Mak LH, et al.
Journal of Chemical Biology, 3(4), 157-163 (2010)
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