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7α-Hydroxy-4-cholesten-3-one

CAS No. 3862-25-7

7α-Hydroxy-4-cholesten-3-one( —— )

Catalog No. M32760 CAS No. 3862-25-7

7α-Hydroxy-4-cholesten-3-one is an intermediate in bile acid synthesis from cholesterol, a PXR agonist, and a biomarker for bile acid loss and diseases related to defective bile acid biosynthesis.

Purity : >98% (HPLC)

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Biological Information

  • Product Name
    7α-Hydroxy-4-cholesten-3-one
  • Note
    Research use only, not for human use.
  • Brief Description
    7α-Hydroxy-4-cholesten-3-one is an intermediate in bile acid synthesis from cholesterol, a PXR agonist, and a biomarker for bile acid loss and diseases related to defective bile acid biosynthesis.
  • Description
    7α-Hydroxy-4-cholesten-3-one is an intermediate in synthesis of bile acids from cholesterol. 7α-Hydroxy-4-cholesten-3-one is a pregnane X receptor (PXR) agonist. 7α-Hydroxy-cholest-4-en-3-one is a biomarker for bile acid loss, irritable bowel syndrome, and other diseases associated with defective bile acid biosynthesis. 7α-Hydroxy-cholest-4-en-3-one is the physiological substrate for CYP8B1.
  • In Vitro
    7α-Hydroxy-4-cholesten-3-one is found relatively upstream in the biosynthetic pathway to bile acids (e.g. chenodeoxycholic acid). The first step is the incorporation of the 7α-hydroxy group onto cholesterol by cytochrome P450 7A1, and the second step is the oxidation and isomerization of the 3-hydroxy group and the Δ5,6-double bond by 3β-hydroxy steroid dehydrogenase to yield 7α-Hydroxy-4-cholesten-3-one. The deletion of the gene that expresses P450 27A1, which is found downstream in the bile acid pathway, results in the accumulation of the precursor, 7α-Hydroxy-4-cholesten-3-one.
  • In Vivo
    7α-Hydroxy-4-cholesten-3-one strongly relates to the hepatic enzymatic activity of CYP7A1 at steady-state conditions as well as during the rapid diurnal changes that occur in the rat. That serum 7α-Hydroxy-4-cholesten-3-one has a pronounced diurnal rhythm.
  • Synonyms
    ——
  • Pathway
    Others
  • Target
    Other Targets
  • Recptor
    Others
  • Research Area
    ——
  • Indication
    ——

Chemical Information

  • CAS Number
    3862-25-7
  • Formula Weight
    400.64
  • Molecular Formula
    C27H44O2
  • Purity
    >98% (HPLC)
  • Solubility
    In Vitro:?DMSO : 100 mg/mL (249.60 mM; Ultrasonic )
  • SMILES
    [H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2=CC(=O)CC[C@]12C
  • Chemical Name
    ——

Shipping & Storage Information

  • Storage
    (-20℃)
  • Shipping
    With Ice Pack
  • Stability
    ≥ 2 years

Reference

1. Offei SD, et al. Chemical synthesis of 7α-hydroxycholest-4-en-3-one, a biomarker for irritable bowel syndrome and bile acid malabsorption. Steroids. 2019 Nov;151:108449.?
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