27-hydroxycholesterol   

GtoPdb Ligand ID: 2752

Synonyms: 26-hydroxycholesterol | 27-OHC
Comment: CID 99470 shows another representation of the stereochemistry of 27-hydroxycholesterol which is commonly reported in the literature.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 40.46
Molecular weight 402.35
XLogP 8.54
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OCC(CCCC(C1CCC2C1(C)CCC1C2CC=C2C1(C)CCC(C2)O)C)C
Isomeric SMILES OC[C@@H](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/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChI Key FYHRJWMENCALJY-YSQMORBQSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,6R)-7-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
26-hydroxycholesterol | 27-OHC
Database Links
BindingDB Ligand 20183
CAS Registry No. 20380-11-4
ChEBI CHEBI:76591
ChEMBL Ligand CHEMBL353882
GtoPdb PubChem SID 135651393
PubChem CID 123976
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Wikipedia 27-Hydroxycholesterol

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Tocris
27-Hydroxycholesterol
Cat. No. 3907