retinol   Click here for help

GtoPdb Ligand ID: 4053

Synonyms: all-trans-retinol
PDB Ligand
Compound class: Metabolite
Comment: Retinol (vitamin A1) plays an essential role in (night) vision, normal bone and tooth development, reproduction, and is required for maintaining the integrity of skin and mucous membranes. It has antioxidant activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 20.23
Molecular weight 286.23
XLogP 6.16
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OCC=C(C=CC=C(C=CC1=C(C)CCCC1(C)C)C)C
Isomeric SMILES OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C
InChI InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
InChI Key FPIPGXGPPPQFEQ-OVSJKPMPSA-N
Natural/Endogenous Targets
Target
Testicular receptor 4
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Testicular receptor 4 Ligand is endogenous in the given species Hs Agonist Full agonist 4.7 pEC50 - 3
pEC50 4.7 (EC50 1.94x10-5 M) [3]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Targets where the ligand is described in the comment field
Target Comment