Valilactone

General

Type : Oxooxetan,Natural

Chemical_Nomenclature : [(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]heptan-2-yl] (2S)-2-formamido-3-methylbutanoate

Canonical SMILES : CCCCCCC1C(OC1=O)CC(CCCCC)OC(=O)C(C(C)C)NC=O

InChI : InChI=1S\/C22H39NO5\/c1-5-7-9-11-13-18-19(28-21(18)25)14-17(12-10-8-6-2)27-22(26)20(16(3)4)23-15-24\/h15-20H,5-14H2,1-4H3,(H,23,24)\/t17-,18-,19-,20-\/m0\/s1

InChIKey : WWGVIIVMPMBQFV-MUGJNUQGSA-N

Other name(s) : (2s)-1-[(2s,3s)-3-hexyl-4-oxooxetan-2-yl]heptan-2-yl n-formyl-l-valinate,(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]heptan-2-yl (2S)-2-formamido-3-methylbutanoate,AC1L4ZA0,AC1Q5X3S,CHEMBL492253


MW : 397.54

Formula : C22H39NO5

CAS_number :

PubChem : 195004

UniChem : WWGVIIVMPMBQFV-MUGJNUQGSA-N

IUPHAR :

Wikipedia :

Target

Families : Valilactone ligand of proteins in family: Pancreatic_lipase

Stucture :

Protein :

References (3)

Title : Total synthesis and comparative analysis of orlistat, valilactone, and a transposed orlistat derivative: Inhibitors of fatty acid synthase - Ma_2006_Org.Lett_8_4497
Author(s) : Ma G , Zancanella M , Oyola Y , Richardson RD , Smith JW , Romo D
Ref : Org Lett , 8 :4497 , 2006
Abstract : Ma_2006_Org.Lett_8_4497
ESTHER : Ma_2006_Org.Lett_8_4497
PubMedSearch : Ma_2006_Org.Lett_8_4497
PubMedID: 16986934

Title : An expeditious enantioselective total synthesis of valilactone - Wu_2006_J.Org.Chem_71_5748
Author(s) : Wu Y , Sun YP
Ref : J Org Chem , 71 :5748 , 2006
Abstract : Wu_2006_J.Org.Chem_71_5748
ESTHER : Wu_2006_J.Org.Chem_71_5748
PubMedSearch : Wu_2006_J.Org.Chem_71_5748
PubMedID: 16839158

Title : Valilactone, an inhibitor of esterase, produced by actinomycetes -
Author(s) : Kitahara M , Asano M , Naganawa H , Maeda K , Hamada M , Aoyagi T , Umezawa H , Iitaka Y , Nakamura H
Ref : J Antibiot (Tokyo) , 40 :1647 , 1987
PubMedID: 3693135