General Information of API (ID: D00321)
Name
Icosapent ethyl
Synonyms    Click to Show/Hide the Synonyms of This API
ethyl icosapentate; ICOSAPENT ETHYL; Eicosapentaenoic acid ethyl ester; ethyl eicosapentaenoate; Epadel; Vascepa; 86227-47-6; Ethyl eicosapentaenoic acid; Timnodonic acid ethyl ester; EPA ethyl ester; cis-Eicosapentaenoic acid ethyl ester; AMR101; Ethyl icosapentate [JAN]; ethyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate; AMR 101; all cis-5,8,11,14,17-Eicosapentaenoic Acid Ethyl Ester; UNII-6GC8A4PAYH; Eicosapentaenoic acid, ethyl ester; (all-Z)-5,8,11,14,17-Eicosapentaenoic acid ethyl ester; ethyl all-cis-5,8,11,14,17-icosapentaenoate; Ethyl (all cis)-5,8,11,14,17-icosapentaenoate; AMR-101; Icosapent ethyl [USAN]; 6GC8A4PAYH; CHEBI:80366; Ethyl (5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoate; Icosapent ethyl (USAN); all-cis-ethyl 5,8,11,14,17-icosapentaenoate; ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate; ethyl (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate; Ethyl all cis-5,8,11,14,17-Eicosapentaenoate; ethyl icosapentaenoate; 73310-10-8; (5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid ethyl ester; ethyl-eicosapentaenoic acid; ethyl-EPA; Ethyl all cis-5,8,11,14,17-Icosapentaenoate; icosapentate; Ethyl EPA; Vascepa (TN); Epadel S (TN); OMEGA-3-ACID ESTERS (EPA shown); Ethyl icosapentate, JAN; cis-5,8,11,14,17-Eicosapentaenoic acid ethyl ester; Ethyl icosapentate (JP17); SCHEMBL123305; Ethyl all-cis-5,8,11,14,17-icosapentaenoic acid; GTPL7441; MND 21; CHEMBL2095209; CHEBI:84883; DTXSID601018686; HMS2094K19; Pharmakon1600-01300030; Eicosapentaenoic acid (ethyl ester); HY-B0747; ZINC3785276; 1606AH; LMFA07010877; MFCD00673476; NSC759597; AKOS025295847; CCG-213714; CS-5304; DB08887; NSC-759597; SBI-0206684.P002; C16184; D01892; AB01563352_01; EICOSAPENTAENOICACIDETHYLESTER(EPAEE)(SG); SR-05000002595; Q5404453; SR-05000002595-1; cis-5,8,11,14,17-Eicosapentaenoic acidethyl ester; (5Z,8Z,11Z,14Z,17Z)-Eicosapetaenoic acid ethyl ester; 5Z,8Z,11Z,14Z,17Z-Eicosapentaenoic acid, ethyl ester; 5-8-11-14-17-all cis-eicosapentaenoic acid ethyl ester; Ethyl ester(all-Z)-5,8,11,14,17-Eicosapentaenoic acid; UNII-D87YGH4Z0Q component SSQPWTVBQMWLSZ-AAQCHOMXSA-N; 5,8,11,14,17-Eicosapentaenoic acid, ethyl ester, (all-Z)-
Clinical Status
Approved
Disease Indication Myocardial infarction ICD-11: BA41 [1]
PubChem CID
9831415
Formula
C22H34O2
Canonical SMILES
CC/C=C\\C/C=C\\C/C=C\\C/C=C\\C/C=C\\CCCC(=O)OCC
InChI
1S/C22H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h5-6,8-9,11-12,14-15,17-18H,3-4,7,10,13,16,19-21H2,1-2H3/b6-5-,9-8-,12-11-,15-14-,18-17-
InChIKey
SSQPWTVBQMWLSZ-AAQCHOMXSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=9831415"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 330.5 Topological Polar Surface Area 26.3
XlogP 6.3 Complexity 425
Heavy Atom Count 24 Rotatable Bond Count 15
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Icosapent ethyl 1000 mg capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Maltitol; Sorbitol; Glycerin; Water; Gelatin, unspecified
                   Dosage Form Oral Capsule
                   Company Amarin Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Maltitol DIG Info Carcinoma MDA-MB-231 cells (EC50 = 92350 nM) [2]
          Icosapent ethyl 500 mg capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Maltitol; Sorbitol; Glycerin; Water; Gelatin, unspecified
                   Dosage Form Oral Capsule
                   Company Amarin Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Maltitol DIG Info Carcinoma MDA-MB-231 cells (EC50 = 92350 nM) [2]
References
1 FDA label for approved icosapent ethyl from the official website of the U.S. Food and Drug Administration.
2 Novel natural compounds from endophytic fungi with anticancer activity. Eur J Med Chem. 2018 Aug 5; 156:316-343.

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