Triparanol
Triparanol is a cholesterol synthesis inhibitor that blocks the conversion of desmosterol to cholesterol by inhibiting the enzyme delta-24-reductase late in the sterol biosynthesis pathway. It was developed as a lipid-lowering agent but was withdrawn from the market due to serious adverse effects including cataracts, ichthyosis, and alopecia caused by accumulation of desmosterol. It served as an early model for understanding cholesterol biosynthesis and drug design.
Molecular Weight
438.0000 g/mol
LogP
6.20
TPSA
32.70 Ų
Lipinski RO5
Pass
Pharmacokinetics (PK)
Pharmacodynamics (PD)
2D Structure
Cite this structure
Embed this structure
SMILES
CCN(CC)CCOc1ccc(C(O)(Cc2ccc(Cl)cc2)c2ccc(C)cc2)cc1
InChI
InChI=1S/C27H32ClNO2/c1-4-29(5-2)18-19-31-26-16-12-24(13-17-26)27(30,23-10-6-21(3)7-11-23)20-22-8-14-25(28)15-9-22/h6-17,30H,4-5,18-20H2,1-3H3
Molecular Formula
C27H32ClNO2
HBD / HBA
1 / 3
Rotatable Bonds
10
Heavy Atoms
31
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Frequently Asked Questions
Triparanol is a cholesterol synthesis inhibitor that blocks the conversion of desmosterol to cholesterol by inhibiting the enzyme delta-24-reductase late in the sterol biosynthesis pathway. It was developed as a lipid-lowering agent but was withdrawn from the market due to serious adverse effects including cataracts, ichthyosis, and alopecia caused by accumulation of desmosterol. It served as an early model for understanding cholesterol biosynthesis and drug design.
Yes, Triparanol is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL187709. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 6536. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-28.
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