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P4543

Sigma-Aldrich

Valproic acid sodium salt

98%

Synonym(s):

2-propylpentanoic acid sodium, Sodium 2-propylpentanoate, Sodium valproate

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About This Item

Empirical Formula (Hill Notation):
C8H15NaO2
CAS Number:
Molecular Weight:
166.19
EC Number:
MDL number:
UNSPSC Code:
12352106
eCl@ss:
42020819
PubChem Substance ID:
NACRES:
NA.77

Assay

98%

form

powder

solubility

H2O: 50 mg/mL

originator

Abbott

SMILES string

[Na+].CCCC(CCC)C([O-])=O

InChI

1S/C8H16O2.Na/c1-3-5-7(6-4-2)8(9)10;/h7H,3-6H2,1-2H3,(H,9,10);/q;+1/p-1

InChI key

AEQFSUDEHCCHBT-UHFFFAOYSA-M

Gene Information

human ... ALDH5A1(7915)

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General description

The antiepileptic effects of Valproic acid (VPA) are achieved by reducing high-frequency neuronal firing through the blockage of voltage-gated sodium, potassium, and calcium channels. This medication affects the biochemical occurrence of aura and impacts pain perception by modulating GABA or glutamate-mediated neurotransmission. Additionally, VPA influences signaling systems such as the Wnt/beta-catenin and ERK pathways, interfering with inositol and arachidonate metabolism. Furthermore, VPA is crucial in expressing multiple genes involved in cell survival, transcription regulation, ion homeostasis, signaltransduction, and cytoskeletal modifications. Both immediate biochemical effects and long-term genomic influences explain the underlying effect of VPA in treating various conditions.



Valproic acid is an anticonvulsant and mood-stabilizing drug. It is used to treat epilepsy and bipolar disorder. Valproic acid helps to repress the Warburg effect and the development of tumor in neuroblastoma.

Application

Valproic acid sodium salt has been used:



  • in resazurin viability assay
  • to systematically study its effects of clinical doses on brain volume and offspring behavior
  • to study its effect on atherosclerotic lesion size
  • in genetic expression studies in mice

Biochem/physiol Actions

Anti-convulsant that also has efficacy as a mood stabilizer in bipolar disorder.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Derek Daigle et al.
Journal of virology, 85(11), 5628-5643 (2011-03-18)
Diverse stimuli reactivate the Epstein-Barr virus (EBV) lytic cycle in Burkitt lymphoma (BL) cells. In HH514-16 BL cells, two histone deacetylase (HDAC) inhibitors, sodium butyrate (NaB) and trichostatin A (TSA), and the DNA methyltransferase inhibitor azacytidine (AzaCdR) promote lytic reactivation.
The pharmacogenomics of valproic acid
Zhu M, et al.
Journal of Human Genetics, 62(12), 1009-1009 (2017)
Fetal exposure to valproic acid dysregulates the expression of autism-linked genes in the developing cerebellum
Sette, Claudio et al.
Translational Psychiatry, 1, 114 (2023)-114 (2023) (2023)
Dose-dependent memory effects and cerebral volume changes after in utero exposure to valproate in the rat
Frisch C H, et al.
Epilepsia, 50(6), 1432-1441 (2009)
Valproic acid suppresses Warburg effect and tumor progression in neuroblastoma
Fang E, et al.
Biochemical and biophysical research communications (2018)

Articles

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

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