A synthetic oxysterol
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Product Categories

Product Type

Biochemicals
Lipids
Sterol Lipids

Research Area

Oxy-16

Item No. 9000395

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cholest-5-ene-3b,20,22R-triol
CAS Number
596-94-1
Synonyms
  • 20(R),22(R)-dihydroxy Cholesterol
Molecular Formula
C27H46O3
Formula Weight
418.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1.5 mg/mlDMSO: 2 mg/mlEthanol: 10 mg/ml
SMILES
O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])C2CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@](C)(O)[C@H](O)CCC(C)C
InChi Code
InChI=1S/C27H46O3/c1-17(2)6-11-24(29)27(5,30)23-10-9-21-20-8-7-18-16-19(28)12-14-25(18,3)22(20)13-15-26(21,23)4/h7,17,19-24,28-30H,6,8-16H2,1-5H3/t19-,20-,21-,22?,23-,24+,25-,26-,27+/m0/s1
InChi Key
ISBSSBGEYIBVTO-RCXKVKFCSA-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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    10 mg

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    Product Description

    Naturally occurring oxysterols are products of cholesterol oxidation that can stimulate the hedgehog (Hh) signaling pathway in target cells associated with cardiovascular disease and with bone formation.1 Depending on the target cell, activation of Hh signaling can modulate inflammatory responses to additional atherogenic factors such as lesion-producing macrophages or enable osteoblast differentiation.2,3 Oxy-16 is a synthetic oxysterol compound that may function as an antagonist of hedgehog activity. Published data regarding its efficacy remains forthcoming.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dwyer, J.R., Sever, N., Carlson, M., et al. Oxysterols are novel activators of the hedgehog signaling pathway in pluripotent mesenchymal cells. The Journal of Biological Chemisty 282(12), 8959-8968 (2007).

    2. Björkhem, I., and Diczfalusy, U. Oxysterols: Friends, foes, or just fellow passengers? Arterioscler. Thromb. Vasc. Biol. 22(5), 734-742 (2002).

    3. Amantea, C.M., Kim, W.K., Meliton, V., et al. Oxysterol-induced osteogenic differentiation of marrow stromal cells is regulated by Dkk-1 inhibitable and PI3-kinase mediated signaling. J. Cell. Biochem. 105(2), 424-436 (2008).