A phytosterol and phytosterol oxidation product
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7-Ketositosterol

Item No. 37189

Technical Information
Formal Name
3β-hydroxy-stigmast-5-en-7-one
CAS Number
2034-74-4
Synonyms
  • 7-oxo-β-Sitosterol
  • 7-Oxositosterol
Molecular Formula
C29H48O2
Formula Weight
Purity
≥98%
A solid
DMF: 12 mg/mlEthanol: 3 mg/ml
λmax
238 nm
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@@H](CC[C@@H](CC)C(C)C)C)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4(C(C[C@H](CC4)O)=CC3=O)C
InChi Code
InChI=1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-25,27,30H,7-16H2,1-6H3/t19-,20-,22+,23-,24+,25+,27+,28+,29-/m1/s1
InChi Key
ICFXJOAKQGDRCT-ZIHMWMKCSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    7-Ketositosterol is a phytosterol and phytosterol oxidation product (POP).1,2 It is a thermal oxidation product of sitosterol (24α-ethyl cholesterol; Item No. 11756).2 7-Ketositosterol inhibits the proliferation of HL-60 acute myeloid leukemia (AML) cells (IC50 = 45.6 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yu, J.-D., Chen, M.-X., Wu, H., et alPhytochemical and chemotaxonomic study on Pholidota pallida lindl. Biochem. Syst. Ecol. 97, 104290 (2021).

    2. McDonald, K., Langenbahn, H.J., Miller, J.D., et alPhytosterol oxidation products from coffee silverskin. J. Food Sci. 87(2), 728-737 (2022).

    3. Oyama, M., Tokiwano, T., Ota, H., et alβ-sitosterol oxides from the dried stem of salix gilgiana inhibit the proliferation of HL-60 leukemic cells. Curr. Bioact. Compd. 16(3), 329-334 (2020).