all-trans-4-oxo-retinoic acid   Click here for help

GtoPdb Ligand ID: 2741

Synonyms: 4-oxoretinoic acid | Ro 12-4824
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 54.37
Molecular weight 314.19
XLogP 4.28
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=CC=CC(=CC(=O)O)C)C=CC1=C(C)C(=O)CCC1(C)C
Isomeric SMILES C/C(=C\C=C\C(=C\C(=O)O)\C)/C=C/C1=C(C)C(=O)CCC1(C)C
InChI InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13+
InChI Key GGCUJPCCTQNTJF-FRCNGJHJSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
α2C-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 7.7 pKi - 1
pKi 7.7 [1]
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
RAR-related orphan receptor-β Hs Antagonist Antagonist 6.1 pKi - 2
pKi 6.1 [2]
RAR-related orphan receptor-β Hs Antagonist Antagonist 9.3 pIC50 - 2
pIC50 9.3 [2]