lanosterol   

GtoPdb Ligand ID: 2746

Synonyms: (3β)-lanosta-8,24-dien-3-ol | (3β,20R)-lanosta-8,24-dien-3-ol | lanosterin
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 20.23
Molecular weight 426.39
XLogP 10.21
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC(=CCCC(C1CCC2(C1(C)CCC1=C2CCC2C1(C)CCC(C2(C)C)O)C)C)C
Isomeric SMILES CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)C
InChI InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
InChI Key CAHGCLMLTWQZNJ-BQNIITSRSA-N
Natural/Endogenous Targets
Target
Farnesoid X receptor-β
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
lanosterol synthase
Selectivity at nuclear hormone receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Farnesoid X receptor-β Mm Agonist Agonist 6.0 pEC50 - 2
pEC50 6.0 [2]
Targets where the ligand is described in the comment field
Target Comment