N-hydroxy-2-propylpentanamide

• ChemBase ID: 155020
• Molecular Formular: C8H17NO2
• Molecular Mass: 159.22608
• Monoisotopic Mass: 159.12592879
• SMILES: CCCC(CCC)C(=O)NO
• Canonical SMILES: CCCC(C(=O)NO)CCC
• InChI: InChI=1S/C8H17NO2/c1-3-5-7(6-4-2)8(10)9-11/h7,11H,3-6H2,1-2H3,(H,9,10)
• InChIKey: ROJGIRXXBBBMPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-hydroxy-2-propylpentanamide
• IUPAC Traditional name: N-hydroxy-2-propylpentanamide
• Synonyms: VAHA; Valproyl hydroxamic acid, VPA-HA; VAHA

Database IDs

• CAS Number: 106132-78-9
• MDL Number: MFCD12756348
• PubChem SID: 162249158
• PubChem CID: 88129

CALCULATED PROPERTIES

• Acid pKa: 8.872655
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.9881434
• LogD (pH = 7.4): 1.9740101
• Log P: 1.9883268
• Molar Refractivity: 43.8359 cm^3
• Polarizability: 17.301823 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥25 mg/mL
• Apperance: powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C8H17NO2

DETAILS

Sigma Aldrich - SML0011

Biochem/physiol Actions
VAHA (Valproyl hydroxamic acid) is an HDAC inhibitor with less activity than valproic acid against Class I enzymes but much greater Class II activity