cholesterol   Click here for help

GtoPdb Ligand ID: 2718

Synonyms: cholest-5-en-3β-ol
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 1
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 20.23
Molecular weight 386.35
XLogP 10.52
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(CCCC(C1CCC2C1(C)CCC1C2CC=C2C1(C)CCC(C2)O)C)C
Isomeric SMILES CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C)C
InChI InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChI Key HVYWMOMLDIMFJA-DPAQBDIFSA-N
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms Click here for help
cholest-5-en-3β-ol
Database Links Click here for help
BindingDB Ligand 20192
CAS Registry No. 57-88-5 (source: Scifinder)
ChEBI CHEBI:16113
ChEMBL Ligand CHEMBL112570
GtoPdb PubChem SID 135651457
LIPID MAPS LMST01010001
PubChem CID 5997
RCSB PDB Ligand CLR
Search Google for chemical match using the InChIKey HVYWMOMLDIMFJA-DPAQBDIFSA-N
Search Google for chemicals with the same backbone HVYWMOMLDIMFJA
SynPHARM 6398 (in complex with RAR-related orphan receptor-α)
UniChem Compound Search for chemical match using the InChIKey HVYWMOMLDIMFJA-DPAQBDIFSA-N
UniChem Connectivity Search for chemical match using the InChIKey HVYWMOMLDIMFJA-DPAQBDIFSA-N
Wikipedia Cholesterol