eicosapentaenoic acid 🐶 Veterinary Use | 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)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Blood creatine phosphokinase MM increased 33.91 32.26 4 367 38 50604715

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Cerebral infarction 38.32 26.66 17 1065 41027 64456623
Blood creatine phosphokinase MM increased 30.31 26.66 4 1078 41 64497609
Myocardial infarction 28.56 26.66 23 1059 165798 64331852

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
CHEBI has role CHEBI:27027 trace elements
CHEBI has role CHEBI:35469 antidepressants
CHEBI has role CHEBI:35610 antineoplastic agents
CHEBI has role CHEBI:35821 anticholesteremic drugs
CHEBI has role CHEBI:50733 Dietary Supplement
CHEBI has role CHEBI:75771 Mus musculus metabolites
CHEBI has role CHEBI:76946 fungal metabolites
CHEBI has role CHEBI:83038 Daphnia galeata metabolites
CHEBI has role CHEBI:35476 neuroleptics
CHEBI has role CHEBI:50266 Prodrugs
CHEBI has role CHEBI:76507 marine metabolites

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




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

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
Aromatase Enzyme IC50 4.27 CHEMBL
Peroxisome proliferator-activated receptor alpha Nuclear hormone receptor IC50 5.96 CHEMBL
Peroxisome proliferator-activated receptor gamma Nuclear hormone receptor Kd 5.70 CHEMBL
Retinoic acid receptor RXR-alpha Nuclear hormone receptor Ki 5.12 CHEMBL
Peroxisome proliferator-activated receptor delta Nuclear hormone receptor IC50 5.40 CHEMBL
Tissue factor Membrane receptor IC50 4.11 CHEMBL
Oxoeicosanoid receptor 1 GPCR IC50 5.70 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
D08061 KEGG_DRUG
4020139 VANDF
C0000545 UMLSCUI
CHEBI:36006 CHEBI
EPA PDB_CHEM_ID
CHEMBL460026 ChEMBL_ID
DB00159 DRUGBANK_ID
D015118 MESH_DESCRIPTOR_UI
446284 PUBCHEM_CID
7441 IUPHAR_LIGAND_ID
90 RXNORM
d07891 MMSL
002052 NDDF
226367006 SNOMEDCT_US
763707009 SNOMEDCT_US
6328 INN_ID
AAN7QOV9EA UNII

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
TriStart DHA HUMAN PRESCRIPTION DRUG LABEL 15 15370-250 CAPSULE, LIQUID FILLED 15 mg ORAL UNAPPROVED DRUG OTHER 12 sections
PNV-Omega HUMAN PRESCRIPTION DRUG LABEL 13 42192-332 CAPSULE, GELATIN COATED 40 mg ORAL unapproved drug other 12 sections
Animi-3 with Vitamin D HUMAN PRESCRIPTION DRUG LABEL 8 66213-542 CAPSULE 35 mg ORAL unapproved drug other 14 sections
Animi-3 HUMAN PRESCRIPTION DRUG LABEL 8 66213-543 CAPSULE 35 mg ORAL unapproved drug other 14 sections
TRICARE PRENATAL DHA ONE HUMAN PRESCRIPTION DRUG LABEL 17 67112-401 CAPSULE, GELATIN COATED 45 mg ORAL unapproved drug other 12 sections
Prenate Essential HUMAN PRESCRIPTION DRUG LABEL 14 75854-313 CAPSULE, GELATIN COATED 40 mg ORAL unapproved drug other 13 sections