A flavonoid glycoside with osteogenic and anticancer activities
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Parent Compound(s)
13624Icariin
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Icariside I

Item No. 33209

Technical Information
Formal Name
7-(β-D-glucopyranosyloxy)-3,5-dihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
CAS Number
56725-99-6
Molecular Formula
C27H30O11
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
271 nm
SMILES
C/C(C)=C\CC1=C2C(C(C(O)=C(C3=CC=C(C=C3)OC)O2)=O)=C(C=C1O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO)O
InChi Code
InChI=1S/C27H30O11/c1-12(2)4-9-15-17(36-27-24(34)22(32)20(30)18(11-28)37-27)10-16(29)19-21(31)23(33)25(38-26(15)19)13-5-7-14(35-3)8-6-13/h4-8,10,18,20,22,24,27-30,32-34H,9,11H2,1-3H3/t18-,20-,22+,24-,27-/m1/s1
InChi Key
IYCPMVXIUPYNHI-WPKKLUCLSA-N
Origin
Plant/Euphorbia lathyris
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Icariside I is a flavonoid glycoside and an active metabolite of icariin (Item No. 13624) that has been found in Epimedium and has osteogenic and anticancer activities.1,2,3 It is formed from icariin in rats by intestinal microbiota.1 It stimulates the proliferation and differentiation of isolated rat osteoblasts in a concentration-dependent manner.2 Icariside I increases the cytotoxicity of adriamycin in multidrug-resistant MCF-7/adr breast cancer cells with an IC50 value of 60.78 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Angeloni, C., Barbalace, M.C., and Hrelia, S. Icariin and its metabolites as potential protective phytochemicals against alzheimer’s disease. Front. Pharmacol. 10, 271 (2019).

    2. Liu, M., Xu, H., Ma, Y., et alOsteoblasts proliferation and differentiation stimulating activities of the main components of Epimedii folium. Pharmacogn. Mag. 13(49), 90-94 (2017).

    3. Liu, D.-F., Li, Y.-P., Ou, T.-M., et alSynthesis and antimultidrug resistance evaluation of icariin and its derivatives. Bioorg. Med. Chem. Lett. 19(15), 4237-4240 (2009).