| Identification | Back Directory |  [Name]
  2-N-HEXYL-4-PENTYNOIC ACID |  [CAS]
  96017-59-3 |  [Synonyms]
  Hexyl-4-pentynoic Acid 2-PROPARGYLOCTANOIC ACID 2-Hexyl-4-pentynoic Acid 2-N-HEXYL-4-PENTYNOIC ACID 2-Hexyl-4-pentynoicAcid> 2-(2-PROPYNYL)OCTANOIC ACID Hexyl-4-pentynoic acid (HPA) R-2-(2-propynyl)octanoic acid 2-(Prop-2-yn-1-yl)octanoic acid 2-Propargyloctanoic Acid
2-(2-Propynyl)octanoic Acid HDAC inhibitor,Heat shock proteins,HSP70,Excitotoxicity,Histone deacetylases,inhibit,HDAC,Neuroprotection,2hexyl4Pentynoic Acid,2 hexyl 4 Pentynoic Acid,Inhibitor,Glutamate,HSP,Valproic acid |  [Molecular Formula]
  C11H18O2 |  [MDL Number]
  MFCD00946863 |  [MOL File]
  96017-59-3.mol |  [Molecular Weight]
  182.26 |  
 | Chemical Properties | Back Directory |  [Boiling point ]
  287.1±23.0 °C(Predicted) |  [density ]
  0.94 |  [refractive index ]
  1.4450-1.4510 |  [storage temp. ]
  Inert atmosphere,Room Temperature |  [solubility ]
  Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml). |  [form ]
  oil |  [pka]
  4.24±0.21(Predicted) |  [color ]
  Colorless |  [Stability:]
  Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months |  
 | Hazard Information | Back Directory |  [Description]
  2-hexyl-4-Pentynoic acid is a derivative of valproic acid , an inhibitor of histone deacetylases (HDACs). It inhibits HDAC activity more potently (IC50 = 13 μM) than valproic acid (IC50 = 398 μM). 2-hexyl-4-Pentynoic acid induces histone hyperacetylation in cerebellar granule cells significantly at 5 μM. It also induces the expression of heat shock proteins Hsp70-1a and Hsp70-1b and protects cerebellar granule cells from glutamate-induced excitotoxicity when used at a concentration of 50 μM. |  [Uses]
  2-Hexyl-4-pentynoic acid ((±)-2-Hexyl-4-pentynoic acid), valproic acid (VPA) derivative, exhibits potential roles of HDAC inhibition (IC50=13 μM) and HSP70 induction. Potent neuroprotective effects. 2-Hexyl-4-pentynoic acid causes histone hyperacetylation and protect against glutamate-induced excitotoxicity in cultured neurons[1]. 2-Hexyl-4-pentynoic acid is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. |  [References]
  1) Eikel et al. (2006), Teratogenic effects mediated by inhibition of histone deacetylases: evidence from quantitative structure activity relationships of 20 valproic acid derivatives; Chem. Res. Toxicol., 19 272
2) Leng et al. (2010), Potent neuroprotective effects of novel structural derivatives of valproic acid: potential roles of HDAC inhibition and HSP70 induction; Neurosci. Lett., 476 127 |  
  
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