P6273
2-Propylpentanoic acid
Synonym(s):
Valproic acid
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About This Item
Linear Formula:
(CH3CH2CH2)2CHCO2H
CAS Number:
Molecular Weight:
144.21
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
202-777-3
MDL number:
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.)
lipid type
saturated FAs
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)
Application
2-Propylpentanoic acid has been used as a supplement in mouse embryonic fibroblast - conditioned medium (MEF-CM) to feed the cells.
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
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1A - Skin Irrit. 2
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
231.8 °F - closed cup
flash_point_c
111 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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3-Heptanone as a potential new marker for valproic acid therapy
Erhart S, et al.
Journal of Breath Research, 3(1), 016004-016004 (2009)
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)
Efficient generation of nonhuman primate induced pluripotent stem cells
Zhong B, et al.
Stem Cells and Development, 20(5), 795-807 (2010)