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SML0011

Sigma-Aldrich

VAHA

≥98% (HPLC)

Synonyme(s) :

VAHA, Valproyl hydroxamic acid, VPA-HA

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About This Item

Formule empirique (notation de Hill):
C8H17NO2
Numéro CAS:
106132-78-9
Poids moléculaire :
159.23
Numéro MDL:
MFCD12756348
Code UNSPSC :
12352200
ID de substance PubChem :
329825087
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Solubilité

DMSO: ≥25 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

CCCC(CCC)C(=O)NO

InChI

1S/C8H17NO2/c1-3-5-7(6-4-2)8(10)9-11/h7,11H,3-6H2,1-2H3,(H,9,10)

Clé InChI

ROJGIRXXBBBMPL-UHFFFAOYSA-N

Application

VAHA may be used in cell signaling studies.

Actions biochimiques/physiologiques

Hydroxamic acid derivatives of valproic acid exhibit anticonvulsant activity with no teratogenic activity in mouse neural tube defect model. It is effective in the treatment of bipolar disorders.
VAHA (Valproyl hydroxamic acid) is an HDAC inhibitor with less activity than valproic acid against Class I enzymes but much greater Class II activity

Caractéristiques et avantages

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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R Libert et al.
Biomedical & environmental mass spectrometry, 13(11), 599-603 (1986-11-01)
A previously unreported substance, detected by gas chromatography after oximation of urine from patients receiving valproic acid, was isolated and analysed by mass spectrometry and nuclear magnetic resonance spectroscopy. It was identified as the hydroxamate of valproic acid.
B J Eickholt et al.
Molecular pharmacology, 67(5), 1426-1433 (2005-02-03)
Inositol-1,4,5-trisphosphate (InsP3) depletion has been implicated in the therapeutic action of bipolar disorder drugs, including valproic acid (VPA). It is not currently known whether the effect of VPA on InsP3 depletion is related to the deleterious effects of teratogenicity or
Ute Gravemann et al.
Neurotoxicology and teratology, 30(5), 390-394 (2008-05-06)
Fluorinated and non-fluorinated valproic acid (VPA) analogues with hydroxamic acid moieties were tested for their teratogenic, anticonvulsant and neurotoxic potencies in mice. Compounds were synthesized from their corresponding acids. The induction of neural tube defects (exencephaly) of the resulting hydroxamates

Articles

Histone Modification and Chromatin Remodeling | Epigenetics

Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.

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