oleic acid   Click here for help

GtoPdb Ligand ID: 1054

Synonyms: C18:1 | oleate
PDB Ligand
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 15
Topological polar surface area 37.3
Molecular weight 282.26
XLogP 8.19
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCCCC=CCCCCCCCC(=O)O
Isomeric SMILES CCCCCCCC/C=C\CCCCCCCC(=O)O
InChI InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
InChI Key ZQPPMHVWECSIRJ-KTKRTIGZSA-N
Natural/Endogenous Targets
Target
FFA1 receptor
FFA4 receptor
PLD2
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Fatty acid transport protein 1 2,8
Fatty acid transport protein 4 2,9
Fatty acid transport protein 6 2
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
FFA1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 3.9 – 5.7 pEC50 - 1,3-4
pEC50 3.9 – 5.7 [1,3-4]
FFA4 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 4.7 pEC50 - 10
pEC50 4.7 [10]
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
PLD2 Ligand is endogenous in the given species Hs Activator Activation - - - 7
[7]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields