A naturally-occurring sterol
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Lanosterol

Item No. 19521

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
lanosta-8,24-dien-3β-ol
CAS Number
79-63-0
Synonyms
  • 8,24-Lanostadien-3β-ol
  • 3β-hydroxy-8,24-Lanostadiene
  • NSC 60677
Molecular Formula
C30H50O
Formula Weight
426.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlEthanol: 0.25 mg/ml
SMILES
O[C@H]1CC[C@@]2(C)[C@](CCC3=C2CC[C@@]4(C)[C@@]3(C)CC[C@]4([H])[C@H](C)CC/C=C(C)/C)([H])C1(C)C
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

    $1,242

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    Product Description

    Lanosterol is a naturally-occurring sterol and biosynthetic precursor of several animal, fungal, and protozoan steroids, including cholesterol and ergosterol.1,2,3 Defects in the processing of lanosterol contribute to a wide variety of disorders, including the formation of cataracts.2,4 Similarly, certain fungicides act by blocking lanosterol processing by fungi.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Espenshade, P.J., and Hughes, A.L. Regulation of sterol synthesis in eukaryotes. Annu. Rev. Genet. 41, 401-427 (2007).

    2. Clayton, P.T. Disorders of cholesterol biosynthesis. Arch. Dis. Child. 78(2), 185-189 (1998).

    3. Warrilow, A.G., Melo, N., Martel, C.M., et al. Expression, purification, and characterization of Aspergillus fumigatus sterol 14-a demethylase (CYP51) isoenzymes A and B. Antimicrob. Agents Chemother. 54(10), 4225-4234 (2010).

    4. Zhao, L., Chen, X.J., Zhu, J., et al. Lanosterol reverses protein aggregation in cataracts. Nature 523(7562), 607-611 (2015).

    5. Asami, T., Mizutani, M., Shimada, U., et al. Triadimefon, a fungicidal triazole-type P450 inhibitor, induces brassinosteroid deficiency-like phenotypes in plants and binds to DWF4 protein in the brassinosteroid biosynthesis pathway. Biochem. J. 369 (Pt 1), 71-76 (2003).

    6. Saag, M.S., and Dismukes, W.E. Azole antifungal agents: Emphasis on new triazoles. Antimicrob. Agents Chemother. 32(1), 1-8 (1988).