20S-hydroxycholesterol   

GtoPdb Ligand ID: 3434

Abbreviated name: 20S-OHC
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 40.46
Molecular weight 402.35
XLogP 8.86
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC(CCCC(C1CCC2C1(C)CCC1C2CC=C2C1(C)C(O)CC(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)C(O)C[C@@H](C2)O)C)C
InChI InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)22-11-12-23-21-10-9-19-15-20(28)16-25(29)27(19,5)24(21)13-14-26(22,23)4/h9,17-18,20-25,28-29H,6-8,10-16H2,1-5H3/t18-,20+,21-,22+,23-,24-,25?,26+,27-/m0/s1
InChI Key UXFVRWPSABSGRQ-GFHPJIRMSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
(3R,8S,9S,10R,13R,14S,17R)-17-[(1S)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3-diol
Database Links
GtoPdb PubChem SID 178100436
PubChem CID 66764985
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