An inhibitor of DHCR24
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Triparanol

Item No. 20918

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-chloro-α-[4-[2-(diethylamino)ethoxy]phenyl]-α-(4-methylphenyl)-benzeneethanol
CAS Number
78-41-1
Synonyms
  • MER-29
  • NSC 65345
Molecular Formula
C27H32ClNO2
Formula Weight
438.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 0.125 mg/ml
λmax
224, 274 nm
SMILES
CC1=CC=C(C(CC2=CC=C(Cl)C=C2)(O)C3=CC=C(OCCN(CC)CC)C=C3)C=C1
InChi Code
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
InChi Key
SYHDSBBKRLVLFF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    1 mg

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    5 mg

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    10 mg

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    Cayman Chemical
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    Product Description

    Triparanol is a 24-dehydro cholesterol reductase (DHCR24) inhibitor (Ki = 0.523 µM), which is an enzyme involved in the biosynthesis of cholesterol.1,2 It has antitumor properties, such as decreasing proliferation and inducing apoptosis in many cancer cell lines and slowing tumor growth in a mouse xenograft model.3 It can also decrease Hedgehog pathway signaling in cancer cells. Formulations containing triparanol were discontinued in the 1960s due to serious adverse side effects, including rapid cataract development.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Avigan, J., Steinberg, D., Vroman, H.E., et al. Studies of cholesterol biosynthesis. I. The identification of desmosterol in serum and tissues of animals and man treated with MER-29. The Journal of Biological Chemisty 235(11), 3123-3126 (1960).

    2. Bae, S.-H., and Paik, Y.-K. Cholesterol biosynthesis from lanosterol: Development of a novel assay method and characterization of rat liver microsomal lanosterol D24-reductase. Biochem. J. 326, 609-616 (1997).

    3. Bi, X., Han, X., Zhang, F., et al. Triparanol suppresses human tumor growth in vitro and in vivo. Biochem. Biophys. Res. Commun. 425(3), 613-618 (2012).

    4. Endo, A. A historical perspective on the discovery of statins. Proc. Jpn. Acad. Ser. B. Phys. Biol. Sci. 86(5), 484-493 (2010).

    5. Laughlin, R.C., and Carey, T.F. Cataracts in patients treated with triparanol. JAMA 181(4), 339-340 (1962).