Ketoprofen-Ethyl-Ester

General

Type : Profen prodrug || Pro-Drug || Drug || Aryl ester || Propionate

Chemical_Nomenclature : ethyl 2-(3-benzoylphenyl)propanoate

Canonical SMILES : CCOC(=O)C(C)C1=CC=CC(=C1)C(=O)C2=CC=CC=C2

InChI : InChI=1S\/C18H18O3\/c1-3-21-18(20)13(2)15-10-7-11-16(12-15)17(19)14-8-5-4-6-9-14\/h4-13H,3H2,1-2H3 || InChI=1S\/C18H18O3\/c1-3-21-18(20)13(2)15-10-7-11-16(12-15)17(19)14-8-5-4-6-9-14\/h4-13H,3H2,1-2H3\/t13-\/m0\/s1 || InChI=1S\/C18H18O3\/c1-3-21-18(20)13(2)15-10-7-11-16(12-15)17(19)14-8-5-4-6-9-14\/h4-13H,3H2,1-2H3\/t13-\/m1\/s1

InChIKey : CQSMNXCTDMLMLM-UHFFFAOYSA-N || CQSMNXCTDMLMLM-ZDUSSCGKSA-N || CQSMNXCTDMLMLM-CYBMUJFWSA-N

Other name(s) : Ketoprofen Ethyl Ester,     Ethyl 2-(3-benzoylphenyl)propanoate,     Ketoprofen ethyl,     SCHEMBL9555892,     DTXSID00432246,     (S)-Ketoprofen ethyl ester,     Dexketoprofen Ethyl Ester,     ZINC34003604,     Ethyl (2S)-2-(3-benzoylphenyl)propanoate,     (R)-Ketoprofenethylester,     (r)-ketoprofen ethyl ester,     ZINC34003605


MW : 282.33

Formula : C18H18O3

CAS_number : 60658-04-0 || 136656-97-8

PubChem :

UniChem :

Iuphar :

References (11)

Title : Enhanced Production of (S)-2-arylpropionic Acids by Protein Engineering and Whole-Cell Catalysis - Liu_2021_Front.Bioeng.Biotechnol_9_697677
Author(s) : Liu X , Zhao M , Fan X , Fu Y
Ref : Front Bioeng Biotechnol , 9 :697677 , 2021
Abstract : Liu_2021_Front.Bioeng.Biotechnol_9_697677
ESTHER : Liu_2021_Front.Bioeng.Biotechnol_9_697677
PubMedSearch : Liu_2021_Front.Bioeng.Biotechnol_9_697677
PubMedID: 34307324
Gene_locus related to this paper: 9zzzz-Est924

Title : Crystal structure and characterization of esterase Est25 mutants reveal improved enantioselectivity toward (S)-ketoprofen ethyl ester - Kim_2017_Appl.Microbiol.Biotechnol_101_2333
Author(s) : Kim J , Seok SH , Hong E , Yoo TH , Seo MD , Ryu Y
Ref : Applied Microbiology & Biotechnology , 101 :2333 , 2017
Abstract : Kim_2017_Appl.Microbiol.Biotechnol_101_2333
ESTHER : Kim_2017_Appl.Microbiol.Biotechnol_101_2333
PubMedSearch : Kim_2017_Appl.Microbiol.Biotechnol_101_2333
PubMedID: 27915377
Gene_locus related to this paper: 9bact-q4tzq3

Title : Improved enantioselectivity of thermostable esterase from Archaeoglobus fulgidus toward (S)-ketoprofen ethyl ester by directed evolution and characterization of mutant esterases - Kim_2015_Appl.Microbiol.Biotechnol_99_6293
Author(s) : Kim J , Kim S , Yoon S , Hong E , Ryu Y
Ref : Applied Microbiology & Biotechnology , 99 :6293 , 2015
Abstract : Kim_2015_Appl.Microbiol.Biotechnol_99_6293
ESTHER : Kim_2015_Appl.Microbiol.Biotechnol_99_6293
PubMedSearch : Kim_2015_Appl.Microbiol.Biotechnol_99_6293
PubMedID: 25661815

Title : Understanding the plasticity of the alpha\/beta hydrolase fold: lid swapping on the Candida antarctica lipase B results in chimeras with interesting biocatalytic properties - Skjot_2009_Chembiochem_10_520
Author(s) : Skjot M , De Maria L , Chatterjee R , Svendsen A , Patkar SA , Ostergaard PR , Brask J
Ref : Chembiochem , 10 :520 , 2009
Abstract : Skjot_2009_Chembiochem_10_520
ESTHER : Skjot_2009_Chembiochem_10_520
PubMedSearch : Skjot_2009_Chembiochem_10_520
PubMedID: 19156649
Gene_locus related to this paper: canar-LipB

Title : Purification, crystallization and preliminary crystallographic analysis of Est25: a ketoprofen-specific hormone-sensitive lipase - Kim_2007_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_63_579
Author(s) : Kim S , Joo S , Yoon HC , Ryu Y , Kim KK , Kim TD
Ref : Acta Crystallographica Sect F Struct Biol Cryst Commun , 63 :579 , 2007
Abstract : Kim_2007_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_63_579
ESTHER : Kim_2007_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_63_579
PubMedSearch : Kim_2007_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_63_579
PubMedID: 17620715
Gene_locus related to this paper: 9bact-q4tzq3

Title : Overexpression of Serratia marcescens lipase in Escherichia coli for efficient bioresolution of racemic ketoprofen - Long_2007_J.Mol.Catal.B.Enzym_47_105
Author(s) : Long ZD , Xu JH , Zhao LL , Pan J , Yang S , Hua L
Ref : J Mol Catal B Enzym , 47 :105 , 2007
Abstract : Long_2007_J.Mol.Catal.B.Enzym_47_105
ESTHER : Long_2007_J.Mol.Catal.B.Enzym_47_105
PubMedSearch : Long_2007_J.Mol.Catal.B.Enzym_47_105
PubMedID:
Gene_locus related to this paper: serma-lipasA

Title : Isolation and characterization of Acinetobacter sp. ES-1 excreting a lipase with high enantioselectivity for (S)-ketoprofen ethyl ester - Lee_2004_Biotechnol.Lett_26_1639
Author(s) : Lee KW , Shin GS , Bae HA , Shin HD , Lee YH
Ref : Biotechnol Lett , 26 :1639 , 2004
Abstract : Lee_2004_Biotechnol.Lett_26_1639
ESTHER : Lee_2004_Biotechnol.Lett_26_1639
PubMedSearch : Lee_2004_Biotechnol.Lett_26_1639
PubMedID: 15604812

Title : Integration of purification with immobilization of Candida rugosa lipase for kinetic resolution of racemic ketoprofen - Liu_2004_J.Biotechnol_110_209
Author(s) : Liu YY , Xu JH , Wu HY , Shen D
Ref : J Biotechnol , 110 :209 , 2004
Abstract : Liu_2004_J.Biotechnol_110_209
ESTHER : Liu_2004_J.Biotechnol_110_209
PubMedSearch : Liu_2004_J.Biotechnol_110_209
PubMedID: 15121339

Title : Kinetic resolution of ketoprofen ester catalyzed by lipase from a mutant of CBS 5791 - Liu_2004_J.Ind.Microbiol.Biotechnol_31_495
Author(s) : Liu J , Zhang Y , Qiu L , Yang F , Ye L , Xia Y
Ref : J Ind Microbiol Biotechnol , 31 :495 , 2004
Abstract : Liu_2004_J.Ind.Microbiol.Biotechnol_31_495
ESTHER : Liu_2004_J.Ind.Microbiol.Biotechnol_31_495
PubMedSearch : Liu_2004_J.Ind.Microbiol.Biotechnol_31_495
PubMedID: 15538656

Title : Construction and characterization of a recombinant esterase with high activity and enantioselectivity to (S)-ketoprofen ethyl ester - Choi_2003_Protein.Expr.Purif_29_85
Author(s) : Choi GS , Kim JY , Kim JH , Ryu YW , Kim GJ
Ref : Protein Expr Purif , 29 :85 , 2003
Abstract : Choi_2003_Protein.Expr.Purif_29_85
ESTHER : Choi_2003_Protein.Expr.Purif_29_85
PubMedSearch : Choi_2003_Protein.Expr.Purif_29_85
PubMedID: 12729729

Title : Production of optically active ketoprofen by direct enzymatic esterification - Park_1999_J.Biosci.Bioeng_87_545
Author(s) : Park HJ , Choi WJ , Huh EC , Lee EY , Choi CY
Ref : J Biosci Bioeng , 87 :545 , 1999
Abstract : Park_1999_J.Biosci.Bioeng_87_545
ESTHER : Park_1999_J.Biosci.Bioeng_87_545
PubMedSearch : Park_1999_J.Biosci.Bioeng_87_545
PubMedID: 16232514