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

Stem definitionDrug idCAS RN
3323 60-33-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • linoleic acid
  • alpha-Linoleic acid
  • linolic acid
A doubly unsaturated fatty acid, occurring widely in plant glycosides. It is an essential fatty acid in mammalian nutrition and is used in the biosynthesis of prostaglandins and cell membranes. (From Stedman, 26th ed)
  • Molecular weight: 280.45
  • Formula: C18H32O2
  • CLOGP: 7.30
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 1
  • TPSA: 37.30
  • ALOGS: -6.26
  • ROTB: 14

Drug dosage:

None

ADMET properties:

None

Approvals:

None

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

None

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.76 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
Free fatty acid receptor 1 GPCR AGONIST EC50 5.70 IUPHAR
Potassium voltage-gated channel subfamily B member 1 Ion channel ACTIVATOR EC50 5.60 IUPHAR
Aromatase Enzyme IC50 4.32 CHEMBL
Peroxisome proliferator-activated receptor gamma Nuclear hormone receptor IC50 5.21 CHEMBL
Peroxisome proliferator-activated receptor delta Nuclear hormone receptor IC50 5 CHEMBL
Fatty acid-binding protein, heart Cytosolic other Kd 9.70 CHEMBL
Prostaglandin G/H synthase 1 Enzyme IC50 4.89 CHEMBL
Peroxisome proliferator-activated receptor alpha Nuclear hormone receptor Kd 8.32 CHEMBL
Tissue factor Membrane receptor IC50 4.39 CHEMBL
Fatty acid-binding protein, adipocyte Cytosolic other IC50 6 CHEMBL
Free fatty acid receptor 4 GPCR AGONIST EC50 5.89 IUPHAR
Adenosine receptor A1 GPCR IC50 4.19 CHEMBL
Prostaglandin G/H synthase 2 Enzyme IC50 4.03 CHEMBL
Seed linoleate 13S-lipoxygenase-1 Enzyme IC50 6 CHEMBL

External reference:

IDSource
4020238 VUID
N0000148142 NUI
C0023749 UMLSCUI
6400 RXNORM
4020238 VANDF
005003 NDDF
9KJL21T0QJ UNII
CHEBI:17351 CHEBI
CHEMBL267476 ChEMBL_ID
EIC PDB_CHEM_ID
5280450 PUBCHEM_CID
D019787 MESH_DESCRIPTOR_UI
DB14104 DRUGBANK_ID
1052 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
PrimaCare HUMAN PRESCRIPTION DRUG LABEL 12 75854-322 PILL 50 mg ORAL unapproved drug other 10 sections