P6273

Sigma-Aldrich

2-Propylpentanoic acid

Synonym(s):
Valproic acid
Linear Formula:
(CH3CH2CH2)2CHCO2H
CAS Number:
Molecular Weight:
144.21
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

refractive index

n20/D 1.425 (lit.)

bp

220 °C (lit.)

solubility

H2O: slightly soluble
alcohol: soluble

density

0.9 g/mL at 25 °C (lit.)

SMILES string

CCCC(C(O)=O)CCC

InChI

1S/C8H16O2/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)

InChI key

NIJJYAXOARWZEE-UHFFFAOYSA-N

Gene Information

human ... ALDH5A1(7915), CYP1A2(1544)
mouse ... Hdac1(433759)
rat ... Slc6a1(79212)

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Application

2-Propylpentanoic acid has been used as a supplement in mouse embryonic fibroblast - conditioned medium (MEF-CM) to feed the cells.

Packaging

100 mL in glass bottle

Biochem/physiol Actions

2-Propylpentanoic acid is a short-chain fatty acid and potentially inhibits histone deacetylase action. It is known to promote tumor cell toxicity and increase susceptibility to radiation. 2-Propylpentanoic acid elevates the levels of γ-aminobutyric acid in the brain. Reduced central nervous system action is observed in overdosage of 2-propylpentanoic acid. It enhance the inhibitory action of γ-aminobutyric acid (GABA) by blocking voltage-dependent sodium channel.
Anticonvulsant that also has efficacy as a mood stabilizer in bipolar disorder

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

231.8 °F

Flash Point(C)

111 °C

3-Heptanone as a potential new marker for valproic acid therapy
Erhart S, et al.
Journal of Breath Research, 3(1), 016004-016004 (2009)
Efficient generation of nonhuman primate induced pluripotent stem cells
Zhong B, et al.
Stem Cells and Development, 20(5), 795-807 (2010)
Histone deacetylase inhibitor, 2-propylpentanoic acid, increases the chemosensitivity and radiosensitivity of human glioma cell linesin vitro
Cuijie S, et al.
Chinese Medical Journal (English Edition), 125(24), 4338-4343 (2012)
Xi Chen et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(21), 9202-9213 (2013-05-24)
Progranulin (PGRN) is a secreted glycoprotein expressed in neurons and glia that is implicated in neuronal survival on the basis that mutations in the GRN gene causing haploinsufficiency result in a familial form of frontotemporal dementia (FTD). Recently, a direct...
Jakob Christensen et al.
JAMA, 309(16), 1696-1703 (2013-04-25)
Valproate is used for the treatment of epilepsy and other neuropsychological disorders and may be the only treatment option for women of childbearing potential. However, prenatal exposure to valproate may increase the risk of autism. To determine whether prenatal exposure...

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