PGD2   Click here for help

GtoPdb Ligand ID: 1881

Synonyms: 11-dehydroprostaglandin F2-α | BRN 2170623 | prostaglandin D2
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 94.83
Molecular weight 352.22
XLogP 2.9
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC(C=CC1C(=O)CC(C1CC=CCCCC(=O)O)O)O
Isomeric SMILES CCCCC[C@@H](/C=C/[C@H]1C(=O)C[C@@H]([C@@H]1C/C=C\CCCC(=O)O)O)O
InChI InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-/m0/s1
InChI Key BHMBVRSPMRCCGG-OUTUXVNYSA-N
Natural/Endogenous Targets
Target
DP1 receptor
DP2 receptor
EP1 receptor
EP2 receptor
EP3 receptor
EP4 receptor
FP receptor
IP receptor
TP receptor
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
H-PGDS
AKR1C3
L-PGDS
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
EP4 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 8.7 – 9.0 pKi - 3,12
pKi 8.7 – 9.0 (Ki 2x10-9 – 1x10-9 M) [3,12]
DP1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.8 – 9.2 pKi - 1,14-16
pKi 7.8 – 9.2 [1,14-16]
DP2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.6 – 8.6 pKi - 9,13
pKi 7.6 – 8.6 [9,13]
DP1 receptor Ligand is endogenous in the given species Mm Agonist Full agonist 7.7 pKi - 6
pKi 7.7 [6]
FP receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.7 pKi - 8
pKi 7.7 [8]
DP1 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 7.6 pKi - 16
pKi 7.6 [16]
DP2 receptor Ligand is endogenous in the given species Mm Agonist Full agonist 7.4 – 7.5 pKi - 4-5
pKi 7.4 – 7.5 [4-5]
EP3 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 5.9 – 8.9 pKi - 2
pKi 8.9 (Ki 1.3x10-9 M) EP3α isoform [2]
pKi 5.9 [2]
FP receptor Ligand is endogenous in the given species Mm Agonist Full agonist 7.3 pKi - 6
pKi 7.3 [6]
EP3 receptor Ligand is endogenous in the given species Mm Agonist Full agonist 6.6 pKi - 6
pKi 6.6 (Ki 2.8x10-7 M) [6]
EP4 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 5.9 pKi - 2
pKi 5.9 [2]
EP2 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 5.3 pKi - 2
pKi 5.3 [2]
EP1 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 5.2 pKi - 2
pKi 5.2 [2]
EP2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 5.0 pKi - 12
pKi 5.0 [12]
EP1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 4.7 pKi - 10
pKi 4.7 [10]
EP4 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 8.8 pEC50 - 7
pEC50 8.8 (EC50 1.7x10-9 M) [7]
EP3 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 7.9 pEC50 - 2
pEC50 7.9 (EC50 1.3x10-8 M) EP3α isoform [2]
DP2 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 8.2 pIC50 - 11
pIC50 8.2 [11]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields