An oxysterol and active metabolite of cholesterol
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5β-Cholestan-3-one

Item No. 42284

Technical Information
CAS Number
601-53-6
Synonyms
  • Coprostanone
  • NSC 119031
Molecular Formula
C27H46O
Formula Weight
Purity
≥95%
A solid
Ethanol: Sparingly soluble: 1-10 mg/ml
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@@H](CCCC(C)C)C)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4([C@](CC(CC4)=O)([H])CC3)C
InChi Code
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20-,22+,23-,24+,25+,26+,27-/m1/s1
InChi Key
PESKGJQREUXSRR-JDIFZLMISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5β-Cholestan-3-one is an oxysterol and active metabolite of cholesterol (Item Nos. 9003100 | 39088) produced by gut microbiota.1,2 It induces apoptosis in primary dog gallbladder epithelial cells when used at a concentration of 1.4 mM.1 Fecal levels of 5β-cholestan-3-one are increased in patients with colon cancer or adenomatous polyps.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seo, D.W., Choi, H.S., Lee, S.P., et alOxysterols from human bile induce apoptosis of canine gallbladder epithelial cells in monolayer culture. Am. J. Physiol. Gastrointest. Liver Physiol. 287(6), G1247-G1256 (2004).

    2. Reddy, B.S., and Wynder, E.L. Metabolic epidemiology of colon cancer. Fecal bile acids and neutral sterols in colon cancer patients and patients with adenomatous polyps. Cancer 39(6), 2533-2539 (1977).