25-hydroxycholesterol   Click here for help

GtoPdb Ligand ID: 2885

Synonyms: 25-OHC
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 2
Rotatable bonds 5
Topological polar surface area 40.46
Molecular weight 402.35
XLogP 8.55
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C(=CCC3C2CCC2(C3CCC2C(CCCC(O)(C)C)C)C)C1)C
Isomeric SMILES O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CCCC(O)(C)C)C)C)C1)C
InChI InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChI Key INBGSXNNRGWLJU-ZHHJOTBYSA-N
Natural/Endogenous Targets
Target
GPR183
RAR-related orphan receptor-γ
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR183 Ligand is endogenous in the given species Hs Agonist Agonist 6.9 pEC50 - 3
pEC50 6.9 (EC50 1.27x10-7 M) [3]
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
RAR-related orphan receptor-γ Ligand is endogenous in the given species Hs Agonist Agonist - - - 1
[1]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference