LXA4   Click here for help

GtoPdb Ligand ID: 1034

Synonyms: 5,6,15-triHETE  | lipoxin A4
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 14
Topological polar surface area 97.99
Molecular weight 352.22
XLogP 3.33
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC(C=CC=CC=CC=CC(C(CCCC(=O)O)O)O)O
Isomeric SMILES CCCCC[C@@H](/C=C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)O)O
InChI InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1
InChI Key IXAQOQZEOGMIQS-SSQFXEBMSA-N
Natural/Endogenous Targets
Target
FPR2
GPR32
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
HPGD
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
FPR2 Ligand is endogenous in the given species Hs Agonist Partial agonist 8.8 – 9.3 pKd - 2-3
pKd 8.8 – 9.3 [2-3]
FPR3 Mm Agonist Full agonist 8.8 pKd - 7
pKd 8.8 [7]
FPR2 Ligand is endogenous in the given species Hs Agonist Full agonist ~12.0 pEC50 - 6
pEC50 ~12.0 (EC50 ~1.1x10-12 M) [6]
GPR32 Ligand is endogenous in the given species Hs Agonist Full agonist 9.7 pEC50 - 6
pEC50 9.7 (EC50 2x10-10 M) [6]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields