eicosapentaenoic acid Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
3174 10417-94-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • eicosapentaenoic acid
  • icosapent
  • icosapentaenoic acid
  • timnodonic acid
Important polyunsaturated fatty acid found in fish oils. It serves as the precursor for the prostaglandin-3 and thromboxane-3 families. A diet rich in eicosapentaenoic acid lowers serum lipid concentration, reduces incidence of cardiovascular disorders, prevents platelet aggregation, and inhibits arachidonic acid conversion into the thromboxane-2 and prostaglandin-2 families.
  • Molecular weight: 302.46
  • Formula: C20H30O2
  • CLOGP: 6.91
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 1
  • TPSA: 37.30
  • ALOGS: -6.02
  • ROTB: 13

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

None

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Pregnancy, function indication 289908002
Breastfeeding (mother) indication 413712001
Hypertriglyceridemia off-label use 302870006
Myocardial Reinfarction Prevention off-label use
Prevention of Fetal Neural Tube Defects during Pregnancy off-label use
Arteriosclerotic Vascular Disease Prevention off-label use
Peptic ulcer contraindication 13200003 DOID:750
Bipolar disorder contraindication 13746004 DOID:3312
Gastroenteritis contraindication 25374005 DOID:2326
Hemosiderosis contraindication 39011001 DOID:12119
Hypokalemia contraindication 43339004
Gastrectomy contraindication 53442002
Leber's optic atrophy contraindication 58610003 DOID:705
Hemolytic anemia contraindication 61261009 DOID:583
Ulcerative colitis contraindication 64766004 DOID:8577
Diabetes mellitus contraindication 73211009 DOID:9351
Phototoxicity contraindication 84326006
Atrophic gastritis contraindication 84568007 DOID:8929
Hypomania contraindication 231496004
Diverticular disease contraindication 397881000
Hemochromatosis contraindication 399187006 DOID:2352
Repeated Blood Transfusions contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.79 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Oxoeicosanoid receptor 1 GPCR IC50 5.70 CHEMBL
Aromatase Enzyme IC50 4.27 CHEMBL
Peroxisome proliferator-activated receptor delta Nuclear hormone receptor IC50 5.40 CHEMBL
Peroxisome proliferator-activated receptor gamma Nuclear hormone receptor Kd 5.70 CHEMBL
Peroxisome proliferator-activated receptor alpha Nuclear hormone receptor IC50 5.96 CHEMBL
Tissue factor Membrane receptor IC50 4.11 CHEMBL
Prostaglandin G/H synthase 2 Enzyme IC50 5.15 CHEMBL
Prostaglandin G/H synthase 1 Enzyme IC50 4.89 CHEMBL

External reference:

IDSource
4020139 VUID
N0000148114 NUI
C0000545 UMLSCUI
D08061 KEGG_DRUG
763707009 SNOMEDCT_US
90 RXNORM
4020139 VANDF
002052 NDDF
d07891 MMSL
226367006 SNOMEDCT_US
AAN7QOV9EA UNII
6328 INN_ID
CHEBI:36006 CHEBI
DB00159 DRUGBANK_ID
CHEMBL460026 ChEMBL_ID
446284 PUBCHEM_CID
D015118 MESH_DESCRIPTOR_UI
7441 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
CitraNatal Assure HUMAN PRESCRIPTION DRUG LABEL 13 0178-0891 KIT 0.75 mg None unapproved drug other 12 sections
CitraNatal Assure HUMAN PRESCRIPTION DRUG LABEL 14 0178-0893 KIT 0.75 mg None Unapproved drug other 12 sections
CitraNatal DHA HUMAN PRESCRIPTION DRUG LABEL 14 0178-0894 KIT 0.63 mg None unapproved drug other 11 sections
TriStart DHA HUMAN PRESCRIPTION DRUG LABEL 15 15370-250 CAPSULE, LIQUID FILLED 15 mg ORAL UNAPPROVED DRUG OTHER 11 sections
PNV-Omega HUMAN PRESCRIPTION DRUG LABEL 13 42192-332 CAPSULE, GELATIN COATED 40 mg ORAL unapproved drug other 9 sections
Pre-Tabs DHA HUMAN PRESCRIPTION DRUG LABEL 16 48948-406 KIT 30 mg None unapproved drug other 10 sections
NESTABS DHA HUMAN PRESCRIPTION DRUG LABEL 15 50967-317 KIT 30 mg None unapproved drug other 9 sections
Animi-3 with Vitamin D HUMAN PRESCRIPTION DRUG LABEL 6 66213-542 CAPSULE 35 mg ORAL unapproved drug other 14 sections
Animi-3 HUMAN PRESCRIPTION DRUG LABEL 6 66213-543 CAPSULE 35 mg ORAL unapproved drug other 14 sections
TRICARE PRENATAL DHA ONE HUMAN PRESCRIPTION DRUG LABEL 15 67112-401 CAPSULE, GELATIN COATED 45 mg ORAL unapproved drug other 12 sections
TRICARE PRENATAL DHA ONE RX HUMAN PRESCRIPTION DRUG LABEL 15 67112-402 CAPSULE, GELATIN COATED 45 mg ORAL unapproved drug other 10 sections
TRICARE PRENATAL 2-PART DAILY PRENATAL VITAMIN SYSTEM HUMAN PRESCRIPTION DRUG LABEL 12 67112-502 KIT 37.50 1 None unapproved drug other 1 sections
Prenate Essential HUMAN PRESCRIPTION DRUG LABEL 11 75854-313 CAPSULE, GELATIN COATED 40 mg ORAL unapproved drug other 12 sections