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Lanosterol !

Lanosterol is the first sterol of the pathway: it already has the four rings but carries three extra methyl groups.

Updated 2026-11-01

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Key facts

  • Lanosterol synthase makes it from 2,3-oxidosqualene in one reaction that closes four rings.
  • It has 30 carbons; losing three methyls (C30 → C27) and shifting double bonds takes it to cholesterol in about twenty reactions.
  • The first, 14α-demethylation, is done by CYP51, the same enzyme azoles inhibit in fungi.
Formula
C₃₀H₅₀O
PubChem
CID 246983

Structure

  • A steroid nucleus with an OH on C3, two methyls on C4 and one on C14, which cholesterol lacks.
  • Its name comes from lanolin, the wool grease where it was found.

Clinical notes

  • Lanosterol synthase variants cause congenital cataracts; lanosterol has been studied to dissolve lens aggregates, with no clinical use yet.
  • Lanosterol promotes degradation of HMG-CoA reductase (feedback).

Pathways

Test yourself

Think of the answer, then tap the question to see it.

Which enzyme makes lanosterol?

Lanosterol synthase (oxidosqualene cyclase), which cyclises 2,3-oxidosqualene.

How does lanosterol differ from cholesterol?

It has 30 carbons: three extra methyls (two on C4, one on C14) and different double bonds.

Which human enzyme of the lanosterol-to-cholesterol stretch resembles the azole target?

CYP51 (lanosterol 14α-demethylase); azoles mainly inhibit the fungal one.

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Molecules are shown in their neutral form, as the databases deposit them; in the cell the acids and phosphates are ionised.

Educational information, not medical advice. For any symptom, see a health professional.

Sources: Lanosterol (CID 246983) (PubChem, NCBI, 2026) · Public domain; Cholesterol biosynthesis (R-HSA-191273) (Reactome, 2026); 1W6K: Structure of human OSC in complex with Lanosterol (RCSB Protein Data Bank, 2026).

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Representative model, for educational purposes only.