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
Rheumatic disorder 102.78 35.92 23 2001 3049 63483949
Blood immunoglobulin M increased 87.58 35.92 17 2007 1126 63485872
Blood immunoglobulin A decreased 85.18 35.92 17 2007 1300 63485698
Colitis microscopic 77.41 35.92 23 2001 9316 63477682
Blood immunoglobulin G increased 74.82 35.92 17 2007 2410 63484588
Hernia 70.67 35.92 23 2001 12551 63474447
Cataract operation 70.21 35.92 19 2005 5503 63481495
Multiple allergies 68.57 35.92 23 2001 13779 63473219
Skin reaction 66.92 35.92 23 2001 14826 63472172
Drug-induced liver injury 66.06 35.92 30 1994 40192 63446806
Glaucoma 65.17 35.92 24 2000 18881 63468117
Hepatic enzyme abnormal 58.48 35.92 17 2007 6375 63480623
Eye disorder 57.42 35.92 23 2001 22662 63464336
Myelosuppression 56.44 35.92 23 2001 23680 63463318
Multiple fractures 53.47 35.92 17 2007 8601 63478397
Sciatica 51.34 35.92 24 2000 34300 63452698
Cataract 50.54 35.92 28 1996 57025 63429973
Diverticulitis 48.10 35.92 24 2000 39533 63447465
Immunodeficiency 45.99 35.92 19 2005 20235 63466763
Platelet count decreased 43.11 35.92 33 1991 116089 63370909
Red blood cell sedimentation rate increased 42.86 35.92 23 2001 43959 63443039
Blood glucose increased 40.63 35.92 28 1996 83728 63403270
Anaphylactic reaction 36.61 35.92 24 2000 66076 63420922
Gamma-glutamyltransferase increased 36.56 35.92 19 2005 34012 63452986
Psoriatic arthropathy 36.14 35.92 27 1997 91493 63395505

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
Rheumatic disorder 97.66 27.66 23 3065 3135 79738165
Blood immunoglobulin M increased 81.23 27.66 17 3071 1349 79739951
Blood immunoglobulin A decreased 80.19 27.66 17 3071 1436 79739864
Colitis microscopic 73.77 27.66 24 3064 10744 79730556
Cataract operation 72.29 27.66 20 3068 5165 79736135
Multiple allergies 70.39 27.66 23 3065 10437 79730863
Blood immunoglobulin G increased 67.99 27.66 17 3071 2972 79738328
Skin reaction 60.73 27.66 23 3065 16045 79725255
Glaucoma 59.55 27.66 24 3064 19737 79721563
Hernia 59.39 27.66 23 3065 17036 79724264
Hepatic enzyme abnormal 55.91 27.66 18 3070 7792 79733508
Eye disorder 52.36 27.66 23 3065 23389 79717911
Drug-induced liver injury 51.52 27.66 32 3056 66085 79675215
Multiple fractures 51.39 27.66 17 3071 8009 79733291
Cataract 48.23 27.66 30 3058 62090 79679210
Sciatica 47.60 27.66 24 3064 33198 79708102
Platelet count decreased 43.17 27.66 45 3043 194619 79546681
Diverticulitis 42.94 27.66 25 3063 45911 79695389
Immunodeficiency 41.09 27.66 19 3069 21749 79719551
Myelosuppression 40.52 27.66 23 3065 40273 79701027
Red blood cell sedimentation rate increased 37.72 27.66 23 3065 45919 79695381
Blood glucose increased 35.69 27.66 32 3056 114943 79626357
Prescribed underdose 35.60 27.66 19 3069 29495 79711805
Psoriatic arthropathy 35.26 27.66 27 3061 77972 79663328
White blood cell count decreased 30.53 27.66 37 3051 188251 79553049
Anaphylactic reaction 29.38 27.66 25 3063 83718 79657582
Cerebral infarction 27.93 27.66 19 3069 45657 79695643

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 | Suggest Off label Use Form| |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