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Substrate Report for: Ketoprofen-Ethyl-Ester

CID 92974406 for (R)-Ketoprofenethylester, CID 92974405 for (S)-Ketoprofen ethyl ester. 2-Arylpropionic acids, bearing a single stereogenic tertiary center, constitute an important class of non-steroidal anti-inflammatory agents that relieve inflammation by inhibiting cyclooxygenase, thereby regulating the arachidonic acid cascade. The pharmacological activity of the (S)isomer of 2-arylpropionic acid is re- ported to be stronger than that of the (R)-isomer. Also hydrolysed by beta-lactamase not alpha/Beta hydrolases



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
IUPHAR:
Wikipedia:

Target families
Ketoprofen-Ethyl-Ester ligand of proteins in family: CarbLipBact_1, Hormone-sensitive_lipase_like, Bacterial_lip_FamI.3, Lipase_2, Canar_LipB
No structure

Protein target

References
Search PubMed for references concerning: Ketoprofen-Ethyl-Ester

8 more
    Title: Crystal structure and characterization of esterase Est25 mutants reveal improved enantioselectivity toward (S)-ketoprofen ethyl ester
    Kim J, Seok SH, Hong E, Yoo TH, Seo MD, Ryu Y
    Ref: Applied Microbiology & Biotechnology, 101:2333, 2017 : PubMed

            

    Title: Improved enantioselectivity of thermostable esterase from Archaeoglobus fulgidus toward (S)-ketoprofen ethyl ester by directed evolution and characterization of mutant esterases
    Kim J, Kim S, Yoon S, Hong E, Ryu Y
    Ref: Applied Microbiology & Biotechnology, 99:6293, 2015 : PubMed

            

    Title: Purification, crystallization and preliminary crystallographic analysis of Est25: a ketoprofen-specific hormone-sensitive lipase
    Kim S, Joo S, Yoon HC, Ryu Y, Kim KK, Kim TD
    Ref: Acta Crystallographica Sect F Struct Biol Cryst Commun, 63:579, 2007 : PubMed