24(S), 25-epoxycholesterol   Click here for help

GtoPdb Ligand ID: 2751

Synonyms: 24,25-epoxy-cholesterol
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 32.76
Molecular weight 400.33
XLogP 8.33
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C(=CCC3C2CCC2(C3CCC2C(CCC2OC2(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](CC[C@@H]2OC2(C)C)C)C)C1)C
InChI InChI=1S/C27H44O2/c1-17(6-11-24-25(2,3)29-24)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28H,6,8-16H2,1-5H3/t17-,19+,20+,21-,22+,23+,24+,26+,27-/m1/s1
InChI Key OSENKJZWYQXHBN-XVYZBDJZSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-4-[(2S)-3,3-dimethyloxiran-2-yl]butan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms Click here for help
24,25-epoxy-cholesterol
Database Links Click here for help
BindingDB Ligand 20164
CAS Registry No. 77058-74-3 (source: Scifinder)
ChEMBL Ligand CHEMBL434302
GtoPdb PubChem SID 135651390
PubChem CID 3247059
RCSB PDB Ligand CO1
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SynPHARM 6433 (in complex with Liver X receptor-β)