25-hydroxycholesterol   Click here for help

GtoPdb Ligand ID: 2885

Synonyms: 25-OHC
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 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
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)-6-hydroxy-6-methylheptan-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
25-OHC
Database Links Click here for help
BindingDB Ligand 20182
CAS Registry No. 2140-46-7
ChEBI CHEBI:42977
ChEMBL Ligand CHEMBL169046
GtoPdb PubChem SID 135651392
PubChem CID 65094
RCSB PDB Ligand HC3
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SynPHARM 6597 (in complex with RAR-related orphan receptor-γ)

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Tocris
25-Hydroxycholesterol
Cat. No. 5741