Valpromide

also inhibitor of Limonene-1,2-epoxide hydrolase (not alpha/beta hydrolase) Valpromide is a prodrug of valproic acid. Valpromide has been used as an antiepileptic and antipsychotic drug. Inhibitor of microsomal but not soluble epoxyde hydrolases

General

Type : Drug,Carboxamide

Chemical_Nomenclature : 2-propylpentanamide

Canonical SMILES : CCCC(CCC)C(=O)N

InChI : InChI=1S\/C8H17NO\/c1-3-5-7(6-4-2)8(9)10\/h7H,3-6H2,1-2H3,(H2,9,10)

InChIKey : OMOMUFTZPTXCHP-UHFFFAOYSA-N

Other name(s) : Depamide,2-PROPYLPENTANAMIDE,Dipropylacetamide,2-Propylvaleramide,Valpramide


MW : 143.22

Formula : C8H17NO

CAS_number : 2430-27-5

PubChem : 71113

UniChem : OMOMUFTZPTXCHP-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : Valpromide ligand of proteins in family: Epoxide_hydrolase

Stucture :

Protein : soltu-3epoxy || aspni-hyl1 || human-EPHX1

References (7)

Title : Structural insights into human microsomal epoxide hydrolase by combined homology modeling, molecular dynamics simulations, and molecular docking calculations - Saenz-Mendez_2017_Proteins_85_720
Author(s) : Saenz-Mendez P , Katz A , Perez-Kempner ML , Ventura ON , Vazquez M
Ref : Proteins , 85 :720 , 2017
Abstract : Saenz-Mendez_2017_Proteins_85_720
ESTHER : Saenz-Mendez_2017_Proteins_85_720
PubMedSearch : Saenz-Mendez_2017_Proteins_85_720
PubMedID: 28120429

Title : Prediction of drug-drug interactions with carbamazepine-10,11-epoxide using a new in vitro assay for epoxide hydrolase inhibition - Rosa_2016_Xenobiotica_46_1076
Author(s) : Rosa M , Bonnaillie P , Chanteux H
Ref : Xenobiotica , 46 :1076 , 2016
Abstract : Rosa_2016_Xenobiotica_46_1076
ESTHER : Rosa_2016_Xenobiotica_46_1076
PubMedSearch : Rosa_2016_Xenobiotica_46_1076
PubMedID: 26936324

Title : Directed evolution of an enantioselective epoxide hydrolase: uncovering the source of enantioselectivity at each evolutionary stage - Reetz_2009_J.Am.Chem.Soc_131_7334
Author(s) : Reetz MT , Bocola M , Wang LW , Sanchis J , Cronin A , Arand M , Zou J , Archelas A , Bottalla AL , Naworyta A , Mowbray SL
Ref : Journal of the American Chemical Society , 131 :7334 , 2009
Abstract : Reetz_2009_J.Am.Chem.Soc_131_7334
ESTHER : Reetz_2009_J.Am.Chem.Soc_131_7334
PubMedSearch : Reetz_2009_J.Am.Chem.Soc_131_7334
PubMedID: 19469578
Gene_locus related to this paper: aspni-hyl1

Title : X-ray structure of potato epoxide hydrolase sheds light on substrate specificity in plant enzymes - Mowbray_2006_Protein.Sci_15_1628
Author(s) : Mowbray SL , Elfstrom LT , Ahlgren KM , Andersson CE , Widersten M
Ref : Protein Science , 15 :1628 , 2006
Abstract : Mowbray_2006_Protein.Sci_15_1628
ESTHER : Mowbray_2006_Protein.Sci_15_1628
PubMedSearch : Mowbray_2006_Protein.Sci_15_1628
PubMedID: 16751602
Gene_locus related to this paper: soltu-3epoxy

Title : Structure of Rhodococcus erythropolis limonene-1,2-epoxide hydrolase reveals a novel active site - Arand_2003_EMBO.J_22_2583
Author(s) : Arand M , Hallberg BM , Zou J , Bergfors T , Oesch F , van der Werf MJ , de Bont JA , Jones TA , Mowbray SL
Ref : EMBO Journal , 22 :2583 , 2003
Abstract : Arand_2003_EMBO.J_22_2583
ESTHER : Arand_2003_EMBO.J_22_2583
PubMedSearch : Arand_2003_EMBO.J_22_2583
PubMedID: 12773375

Title : Structure activity relationship of human microsomal epoxide hydrolase inhibition by amide and acid analogues of valproic acid - Spiegelstein_2000_Pharm.Res_17_216
Author(s) : Spiegelstein O , Kroetz DL , Levy RH , Yagen B , Hurst SI , Levi M , Haj-Yehia A , Bialer M
Ref : Pharm Res , 17 :216 , 2000
Abstract : Spiegelstein_2000_Pharm.Res_17_216
ESTHER : Spiegelstein_2000_Pharm.Res_17_216
PubMedSearch : Spiegelstein_2000_Pharm.Res_17_216
PubMedID: 10751038

Title : Recombinant expression of human microsomal epoxide hydrolase protects V79 Chinese hamster cells from styrene oxide- but not from ethylene oxide-induced DNA strand breaks - Herrero_1997_Environ.Mol.Mutagen_30_429
Author(s) : Herrero ME , Arand M , Hengstler JG , Oesch F
Ref : Environmental & Molecular Mutagenesis , 30 :429 , 1997
Abstract : Herrero_1997_Environ.Mol.Mutagen_30_429
ESTHER : Herrero_1997_Environ.Mol.Mutagen_30_429
PubMedSearch : Herrero_1997_Environ.Mol.Mutagen_30_429
PubMedID: 9435884