Ebelactone-B

General

Type : Oxooxetan,Natural

Chemical_Nomenclature : (3S,4S)-3-ethyl-4-[(E,2S,6R,8S,9R,10R)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

Canonical SMILES : CCC1C(OC1=O)C(C)CC(=CC(C)C(=O)C(C)C(C(C)CC)O)C

InChI : InChI=1S\/C21H36O4\/c1-8-13(4)18(22)16(7)19(23)14(5)10-12(3)11-15(6)20-17(9-2)21(24)25-20\/h10,13-18,20,22H,8-9,11H2,1-7H3\/b12-10+\/t13-,14-,15+,16+,17+,18-,20+\/m1\/s1

InChIKey : UNBMQQNYLCPCHS-VYNDPHDASA-N*

Other name(s) : Ebelactone B,Ebelactone B microbial,NSC 335651,2-Oxetanone, 3-ethyl-4-(8-hydroxy-1,3,5,7,9-pentamethyl-6-oxo-3-undecenyl)-, (3S-(3-alpha,4-beta(1R*,3E,5S*,7R*,8S*,9S*)))-


MW : 352.50

Formula : C21H36O4

CAS_number : 76808-15-6

PubChem : 6436821

UniChem : UNBMQQNYLCPCHS-VYNDPHDASA-N*

IUPHAR :

Wikipedia :

Target

Families : Ebelactone-B ligand of proteins in family: Cutinase || Carboxypeptidase_S10 || Hepatic_Lipase || Lipoprotein_Lipase || Pancreatic_lipase

Stucture :

Protein :

References (8)

Title : Novel beta-amino acid derivatives as inhibitors of cathepsin A. - Ruf_2012_J.Med.Chem_55_7636
Author(s) : Ruf S , Buning C , Schreuder H , Horstick G , Linz W , Olpp T , Pernerstorfer J , Hiss K , Kroll K , Kannt A , Kohlmann M , Linz D , Hubschle T , Rutten H , Wirth K , Schmidt T , Sadowski T
Ref : Journal of Medicinal Chemistry , 55 :7636 , 2012
Abstract : Ruf_2012_J.Med.Chem_55_7636
ESTHER : Ruf_2012_J.Med.Chem_55_7636
PubMedSearch : Ruf_2012_J.Med.Chem_55_7636
PubMedID: 22861813
Gene_locus related to this paper: human-CTSA

Title : A novel fluorogenic substrate for the measurement of endothelial lipase activity - Darrow_2011_J.Lipid.Res_52_374
Author(s) : Darrow AL , Olson MW , Xin H , Burke SL , Smith C , Schalk-Hihi C , Williams R , Bayoumy SS , Deckman IC , Todd MJ , Damiano BP , Connelly MA
Ref : J Lipid Res , 52 :374 , 2011
Abstract : Darrow_2011_J.Lipid.Res_52_374
ESTHER : Darrow_2011_J.Lipid.Res_52_374
PubMedSearch : Darrow_2011_J.Lipid.Res_52_374
PubMedID: 21062953
Gene_locus related to this paper: human-LIPG

Title : Crystal structure of a secreted lipase from Gibberella zeae reveals a novel double-lock mechanism - Lou_2010_Protein.Cell_1_760
Author(s) : Lou Z , Li M , Sun Y , Liu Y , Liu Z , Wu W , Rao Z
Ref : Protein Cell , 1 :760 , 2010
Abstract : Lou_2010_Protein.Cell_1_760
ESTHER : Lou_2010_Protein.Cell_1_760
PubMedSearch : Lou_2010_Protein.Cell_1_760
PubMedID: 21203917
Gene_locus related to this paper: gibze-q6wer3

Title : Ebelactone B, an inhibitor of extracellular cathepsin A-type enzyme, suppresses platelet aggregation ex vivo in renovascular hypertensive rats - Ostrowska_2005_J.Cardiovasc.Pharmacol_45_348
Author(s) : Ostrowska H , Kalinowska J , Chabielska E , Stankiewicz A , Kruszewski K , Buczko W
Ref : J Cardiovasc Pharmacol , 45 :348 , 2005
Abstract : Ostrowska_2005_J.Cardiovasc.Pharmacol_45_348
ESTHER : Ostrowska_2005_J.Cardiovasc.Pharmacol_45_348
PubMedSearch : Ostrowska_2005_J.Cardiovasc.Pharmacol_45_348
PubMedID: 15772524

Title : Effects of ebelactone B, a lipase inhibitor, on intestinal fat absorption in the rat - Nonaka_1996_J.Enzyme.Inhib_10_57
Author(s) : Nonaka Y , Ohtaki H , Ohtsuka E , Kocha T , Fukuda T , Takeuchi T , Aoyagi T
Ref : J Enzyme Inhib , 10 :57 , 1996
Abstract : Nonaka_1996_J.Enzyme.Inhib_10_57
ESTHER : Nonaka_1996_J.Enzyme.Inhib_10_57
PubMedSearch : Nonaka_1996_J.Enzyme.Inhib_10_57
PubMedID: 8835930

Title : Degradation of bradykinin in human urine by carboxypeptidase Y-like exopeptidase and neutral endopeptidase and their inhibition by ebelactone B and phosphoramidon - Saito_1995_Int.J.Tissue.React_17_181
Author(s) : Saito M , Majima M , Katori M , Sanjou Y , Suyama I , Shiokawa H , Koshiba K , Aoyagi T
Ref : Int J Tissue React , 17 :181 , 1995
Abstract : Saito_1995_Int.J.Tissue.React_17_181
ESTHER : Saito_1995_Int.J.Tissue.React_17_181
PubMedSearch : Saito_1995_Int.J.Tissue.React_17_181
PubMedID: 8835628

Title : Ebelactones inhibit cutinases produced by fungal plant pathogens -
Author(s) : Koller W , Trail F , Parker DM
Ref : J Antibiot (Tokyo) , 43 :734 , 1990
PubMedID: 2380118

Title : Ebelactone, an inhibitor of esterase, produced by actinomycetes -
Author(s) : Umezawa H , Aoyagi T , Uotani K , Hamada M , Takeuchi T , Takahashi S
Ref : J Antibiot (Tokyo) , 33 :1594 , 1980
PubMedID: 7251497