7α,25-dihydroxycholesterol   Click here for help

GtoPdb Ligand ID: 4350

Synonyms: 7α-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 3
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 60.69
Molecular weight 418.34
XLogP 6.73
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C(=CC(C3C2CCC2(C3CCC2C(CCCC(O)(C)C)C)C)O)C1)C
Isomeric SMILES O[C@H]1CC[C@]2(C(=C[C@H]([C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CCCC(O)(C)C)C)C)O)C1)C
InChI InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1
InChI Key BQMSKLCEWBSPPY-IKVTXIKFSA-N
Natural/Endogenous Targets
Target
GPR183
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 Full agonist 8.1 – 9.9 pEC50 - 1,3
pEC50 8.1 – 9.9 (EC50 8x10-9 – 1.4x10-10 M) [1,3]
GPR183 Ligand is endogenous in the given species Hs Agonist Full agonist 7.2 – 9.6 pIC50 - 1,3
pIC50 7.2 – 9.6 (IC50 7x10-8 – 2.42x10-10 M) [1,3]
Targets where the ligand is described in the comment field
Target Comment