A potent inhibitor of intracellular cholesterol transport
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U-18666A

Item No. 10009085

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3β-[2-(diethylamino)ethoxy]-androst-5-en-17-one, monohydrochloride
CAS Number
3039-71-2
Molecular Formula
C25H41NO2 • HCl
Formula Weight
424.1
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
C[C@]12C(C[C@@H](OCCN(CC)CC)CC2)=CC[C@]3([H])[C@]1([H])CC[C@@]4(C)[C@@]3([H])CCC4=O.Cl
InChi Code
InChI=1S/C25H41NO2.ClH/c1-5-26(6-2)15-16-28-19-11-13-24(3)18(17-19)7-8-20-21-9-10-23(27)25(21,4)14-12-22(20)24;/h7,19-22H,5-6,8-17H2,1-4H3;1H/t19-,20-,21-,22-,24-,25-;/m0./s1
InChi Key
GZFYZYBWLCYBMI-MYZJJQSMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $53

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    10 mg

    $98

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    25 mg

    $231

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    50 mg

    $409

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    Product Description

    U-18666A is a cell permeable drug that inhibits cholesterol trafficking. It inhibits cholesterol transport from late endosomes/lysosomes to the endoplasmic reticulum (ER), but not cholesterol transport to the plasma membrane as demonstrated in many cell types including macrophages, primary cortical neurons and primary fibroblasts.1,2,3 In macrophages, micromolar concentrations of U-18666A inhibit multiple pathways of cholesterol trafficking from late endosomes, whereas nanomolar concentrations impair cholesterol trafficking to the ER, a response similar to that found in NPC. U-18666A inhibits oxidosqualene cyclase at high (>0.5 mM) concentrations and oral doses (10 mg/kg) induces cataracts in rats.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Koh, C.H.V., and Cheung, N.S. Cellular mechanism of U18666A-mediated apoptosis in cultured murine cortical neurons: Bridging Niemann-Pick disease type C and Alzheimer’s disease. Cell. Signal. 18(11), 1844-1853 (2006).

    2. Tabas, I. Apoptosis and plaque destabilization in atherosclerosis: The role of macrophage apoptosis induced by cholesterol. Cell Death Differ. 11, S12-S16 (2004).

    3. Feng, B., Yao, P.M., Li, Y., et al. The endoplasmic reticulum is the site of cholesterol-induced cytotoxicity in macrophages. Nat. Cell Biol. 5(9), 781-792 (2003).