An oxysterol
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Active Metabolite(s)
432457β,25-dihydroxy Cholesterol
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7-keto-25-hydroxy Cholesterol

Item No. 25973

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3β,25-dihydroxy-cholest-5-en-7-one
CAS Number
64907-23-9
Molecular Formula
C27H44O3
Formula Weight
416.6
Purity
≥90%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: solubleMethanol: soluble
SMILES
O[C@H](C1)CC[C@@]2(C)C1=CC([C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@H](CCCC(C)(O)C)C)=O
InChi Code
InChI=1S/C27H44O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-22,24,28,30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,24+,26+,27-/m1/s1
InChi Key
NQBVGGWSAXBLBE-BYJKJZODSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $132

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    1 mg

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    5 mg

    $852

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    Product Description

    7-keto-25-hydroxy Cholesterol is an oxysterol and a proposed metabolite of 7-keto cholesterol (Item No. 16339) and 7-dehydro cholesterol (Item No. 14612).1 It binds to and activates Smoothened (Smo) at the conserved extracellular cysteine-rich domain (CRD) in a reporter assay. It also increases EGF high affinity binding site numbers in normal rat kidney (NRK) cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Myers, B.R., Sever, N., Chong, Y.C., et al. Hedgehog pathway modulation by multiple lipid binding sites on the smoothened effector of signal response. Dev. Cell. 26(4), 346-357 (2013).

    2. Astruc, M.E., and Lahoua, Z. Potentiation by cholesterol and vitamin D3 oxygenated derivatives of arachidonic acid release and prostaglandin E2 synthesis induced by the epidermal growth factor in NRK 49F cells: The role of protein kinase C. Cell Signal. 6(7), 763-775 (1994).