27-hydroxycholesterol

Ligand Id: 2752
Ligand name 27-hydroxycholesterol

2D Structure
Calculated 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

Molecular properties generated using the CDK


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
(25R)-cholest-5-ene-3β,26-diol
(3β,25​R)-choles​t-5-ene-3​,26-diol
26-hydroxycholesterol
27-OHC
cholest-5​-ene-3β,26-diol​, (25R)-
cholest-5​-ene-3,26​-diol, (3​β,25R)-
Database Links
BindingDB Ligand 20183
CAS Registry No. 20380-11-4
ChEBI CHEBI:76591
ChEMBL Ligand 387060
Human Metabolome Database HMDB02103
PubChem CID 123976
Search Google for chemical match using the InChIKey FYHRJWMENCALJY-YSQMORBQSA-N
Search Google for chemicals with the same backbone FYHRJWMENCALJY
ZINC ZINC04097085
Comments
CID 99470 shows another representation of the stereochemistry of 27-hydroxycholesterol which is commonly reported in the literature.