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Esterastin

General

Type : Oxooxetan,Natural,Lipase inhibitor

Chemical_Nomenclature : 1-(3-hexyl-4-oxooxetan-2-yl)trideca-4,7-dien-2-yl 2-acetamido-4-amino-4-oxobutanoate

Canonical SMILES : CCCCCCC1C(OC1=O)CC(CC=CCC=CCCCCC)OC(=O)C(CC(=O)N)NC(=O)C

InChI : InChI=1S\/C28H46N2O6\/c1-4-6-8-10-11-12-13-14-15-17-22(35-28(34)24(20-26(29)32)30-21(3)31)19-25-23(27(33)36-25)18-16-9-7-5-2\/h11-12,14-15,22-25H,4-10,13,16-20H2,1-3H3,(H2,29,32)(H,30,31)

InChIKey : JKNGELGDDBUFHG-UHFFFAOYSA-N

Other name(s) : L-Asparagine, N(2)-acetyl-, 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester, (2S-(2alpha(1R*,3Z,6Z),3beta))-,L-Asparagine, N(sup 2)-acetyl-, 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester, (2S-(2-alpha(1R*,3Z,6Z),3-beta))-,AC1L2OYT

MW : 506.67

Formula : C28H46N2O6

CAS_number : 67655-93-0

PubChem : 125669

UniChem : JKNGELGDDBUFHG-UHFFFAOYSA-N

Target

Families : Esterastin ligand of proteins in family
Acidic_Lipase Pancreatic_lipase

References (5)

Title : Relative specificities of inhibition of acid cholesteryl ester hydrolase and neutral cholesteryl ester hydrolase in cultured rabbit aortic smooth muscle cells by esterastin and cholesteryl oleyl ether - Morin_1989_Biochim.Biophys.Acta_1004_139
Author(s) : Morin RJ , Peng SK
Ref : Biochimica & Biophysica Acta , 1004 :139 , 1989
Abstract : Morin_1989_Biochim.Biophys.Acta_1004_139
ESTHER : Morin_1989_Biochim.Biophys.Acta_1004_139
PubMedSearch : Morin_1989_Biochim.Biophys.Acta_1004_139
PubMedID: 2742868

Title : Effect of esterastin, an acid lipase inhibitor, on the free and esterified cholesterol contents of cultured aortic smooth muscle cells treated with LDL and cholesterol ester liquid crystals - Ecsedi_1985_Biochem.Int_10_337
Author(s) : Ecsedi GG , Amanuma K , Imanaka T , Aoyagi T , Ohkuma S , Takano T
Ref : Biochemistry International , 10 :337 , 1985
Abstract : Ecsedi_1985_Biochem.Int_10_337
ESTHER : Ecsedi_1985_Biochem.Int_10_337
PubMedSearch : Ecsedi_1985_Biochem.Int_10_337
PubMedID: 4015661

Title : Esterastin: a potent inhibitor of lysosomal acid lipase - Imanaka_1983_J.Biochem_94_1017
Author(s) : Imanaka T , Moriyama Y , Ecsedi GG , Aoyagi T , Amanuma-Muto K , Ohkuma S , Takano T
Ref : J Biochem , 94 :1017 , 1983
Abstract : Imanaka_1983_J.Biochem_94_1017
ESTHER : Imanaka_1983_J.Biochem_94_1017
PubMedSearch : Imanaka_1983_J.Biochem_94_1017
PubMedID: 6643414

Title : Esterastin, an inhibitor of esterase, produced by actinomycetes -
Author(s) : Umezawa H , Aoyagi T , Hazato T , Uotani K , Kojima F , Hamada M , Takeuchi T
Ref : J Antibiot (Tokyo) , 31 :639 , 1978
PubMedID: 567214

Title : The structure of esterastin, an inhibitor of esterase -
Author(s) : Kondo S , Uotani K , Miyamoto M , Hazato T , Naganawa H , Aoyagi T
Ref : J Antibiot (Tokyo) , 31 :797 , 1978
PubMedID: 690012 
Array
(
    [id] => 3813
    [inhibitor] => Esterastin
    [type] => Array
        (
            [0] => Oxooxetan
            [1] => Natural
            [2] => Lipase inhibitor
        )

    [other_name] => Array
        (
            [0] => L-Asparagine, N(2)-acetyl-, 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester, (2S-(2alpha(1R*,3Z,6Z),3beta))-
            [1] => L-Asparagine, N(sup 2)-acetyl-, 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester, (2S-(2-alpha(1R*,3Z,6Z),3-beta))-
            [2] => AC1L2OYT
        )

    [chemical_nomenclature] => 1-(3-hexyl-4-oxooxetan-2-yl)trideca-4,7-dien-2-yl 2-acetamido-4-amino-4-oxobutanoate
    [formula] => C28H46N2O6
    [cas_number] => 67655-93-0
    [mw] => 506.67
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Morin_1989_Biochim.Biophys.Acta_1004_139 || Ecsedi_1985_Biochem.Int_10_337 || Imanaka_1983_J.Biochem_94_1017 || Kondo_1978_J.Antibiot.(Tokyo)_31_797 || Umezawa_1978_J.Antibiot.(Tokyo)_31_639
    [comment] => 
    [gene_locus] => 
    [kin_inhibitor] => 
    [cid] => 125669
    [family] => Acidic_Lipase || Pancreatic_lipase
    [inchikey] => JKNGELGDDBUFHG-UHFFFAOYSA-N
    [canonicalsmiles] => CCCCCCC1C(OC1=O)CC(CC=CCC=CCCCCC)OC(=O)C(CC(=O)N)NC(=O)C
    [inchi] => InChI=1S\/C28H46N2O6\/c1-4-6-8-10-11-12-13-14-15-17-22(35-28(34)24(20-26(29)32)30-21(3)31)19-25-23(27(33)36-25)18-16-9-7-5-2\/h11-12,14-15,22-25H,4-10,13,16-20H2,1-3H3,(H2,29,32)(H,30,31)
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)