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Valproic acid (sodium) (2:1)

CAT: 0804-HY-10585BSize: 1 EachDry Ice: NoHazardous: No
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Description
Valproic acid (VPA) sodium (2:1) is an orally active HDAC inhibitor, with IC50 in the range of 0.5 and 2 mM, also inhibits HDAC1 (IC50, 400 μM), and induces proteasomal degradation of HDAC2. Valproic acid sodium (2:1) activates Notch1 signaling and inhibits proliferation in small cell lung cancer (SCLC) cells. Valproic acid sodium (2:1) is used in the treatment of epilepsy, bipolar disorder, metabolic disease, HIV infection and prevention of migraine headaches[1][2][3][4][5][6][7].
CAS Number
76584-70-8
Product Name Alternative
Sodium Valproate (2:1) ; VPA (sodium) (2:1) ; 2-Propylpentanoic acid (sodium) (2:1)
UNSPSC
12352211
Hazard Statement
H228
Target
Apoptosis; Autophagy; Endogenous Metabolite; HDAC; HIV; Mitophagy; Notch
Type
Reference compound
Related Pathways
Anti-infection; Apoptosis; Autophagy; Cell Cycle/DNA Damage; Epigenetics; Metabolic Enzyme/Protease; Neuronal Signaling; Stem Cell/Wnt
Applications
Cancer-Kinase/protease
Field of Research
Cancer; Infection; Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/valproic-acid-sodium-2-1.html
Solubility
10 mM in DMSO
Smiles
CCCC(CCC)C([O-])=O.[0.5Na+]
Molecular Formula
C8H15O2.1/2Na
Molecular Weight
154.71
Precautions
P210-P240-P241-P280-P370+P378
References & Citations
[1]Han BR, et al. Valproic acid inhibits the growth of HeLa cervical cancer cells via caspase-dependent apoptosis. Oncol Rep. 2013 Dec;30 (6) :2999-3005.|[2]Valproic acid, et al. Histone deacetylase is a direct target of valproic acid, a potent anticonvulsant, mood stabilizer, and teratogen. J Biol Chem. 2001 Sep 28;276 (39) :36734-41.|[3]Zhang ZH, et al. Valproic acid inhibits tumor angiogenesis in mice transplanted with Kasumi 1 leukemia cells. Mol Med Rep. 2013 Nov 28.|[4]Cohen OS, et al. Acute prenatal exposure to a moderate dose of valproic acid increases social behavior and alters gene expression in rats. Int J Dev Neurosci. 2013 Dec;31 (8) :740-50.|[5]Avery LB, et al. Valproic Acid Is a Novel Activator of AMP-Activated Protein Kinase and Decreases Liver Mass, Hepatic Fat Accumulation, and Serum Glucose in Obese Mice. Mol Pharmacol. 2014 Jan;85 (1) :1-10.|[6]Platta CS, et al. Valproic acid induces Notch1 signaling in small cell lung cancer cells. J Surg Res. 2008 Jul;148 (1) :31-7.|[7]Routy JP, et al. Valproic acid in association with highly active antiretroviral therapy for reducing systemic HIV-1 reservoirs: results from a multicentre randomized clinical study. HIV Med. 2012 May;13 (5) :291-6.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
HDAC; HDAC1; HDAC2

Chemical Information

Divalproex Sodium

Valproate semisodium is a mixture of valproic acid and its sodium salt in a 1:1 molar ratio. It is used for the management and treatment of seizure disorders, mania, and prophylactic treatment of migraine headache. It has a role as an antimanic drug, an anticonvulsant and a GABA agent. It contains a valproic acid and a sodium valproate.

CAS Number76584-70-8
PubChem CID23663956
IUPAC Namesodium;2-propylpentanoate;2-propylpentanoic acid
Molecular FormulaC16H31NaO4
Molecular Weight310.40
Topological Polar Surface Area77.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count10
Heavy Atom Count21
Formal Charge0
Complexity192
SMILES
CCCC(CCC)C(=O)O.CCCC(CCC)C(=O)[O-].[Na+]
InChI
InChI=1S/2C8H16O2.Na/c2*1-3-5-7(6-4-2)8(9)10;/h2*7H,3-6H2,1-2H3,(H,9,10);/q;;+1/p-1
InChIKey
MSRILKIQRXUYCT-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of Divalproex Sodium
CAS: 76584-70-8
CID: 23663956
Formula: C16H31NaO4
MW: 310.40
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight310.40
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count10
Exact Mass310.21200375
Monoisotopic Mass310.21200375
Topological Polar Surface Area77.4 Ų
Heavy Atom Count21
Formal Charge0
Complexity192
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes