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SML0011

Sigma-Aldrich

VAHA

≥98% (HPLC)

Synonym(s):

VAHA, Valproyl hydroxamic acid, VPA-HA

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About This Item

Empirical Formula (Hill Notation):
C8H17NO2
CAS Number:
106132-78-9
Molecular Weight:
159.23
MDL number:
MFCD12756348
UNSPSC Code:
12352200
PubChem Substance ID:
329825087
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: ≥25 mg/mL

storage temp.

2-8°C

SMILES string

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)

InChI key

ROJGIRXXBBBMPL-UHFFFAOYSA-N

Application

VAHA may be used in cell signaling studies.

Biochem/physiol Actions

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

Features and Benefits

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
074M4608V
051M4603V

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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

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