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Icariin

Cayman Chemical Item Number 13624

(CAS 489-32-7)

Icariin (CAS 489-32-7)

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Description

The cyclic nucleotide second messenger guanosine 3’5’-cyclic monophosphate (cGMP) is an important mediator of signal transduction and hence a wide range of cellular processes. It is generated by soluble- and particulate-type guanylyl cyclase and degraded via members of the phosphodiesterase (PDE) protein family. Icariin, the active component of the Chinese medicinal plant E. brevicornum, is an inhibitor of human recombinant PDE5 with an IC50 value of 5.9 µM.1 It is a prenylated flavonol that has been used to treat erectile dysfunction and has been shown to have anti-cancer and antioxidant activity.2 At a concentration of 1 x 107 mol/L, icariin induces differentiation of cardiomyocytes and upregulates the expression of cardiac genes.3 At 20 µg/ml, icariin increases the proliferation and differentiation of cultured human osteoblasts, which appears to be mediated in part by upregulating bone morphogenetic protein 2 mRNA.4

1 Dell'Agli, M., Galli, G.V., Dal Cero, E., et al. Potent inhibition of human phosphodiesterase-5 by icariin derivatives. J Nat Prod 71(9) 1513-1517 (2008).

2 Chen, Y., Zhao, Y.H., Jia, X.B., et al. Intestinal absorption mechanisms of prenylated flavonoids present in the heat-processed epimedium koreanum Nakai (Yin Yanghuo). Pharm Res 25(9) 2190-2199 (2008).

3 Ding, L., Liang, X., Zhu, D., et al. Icariin promotes expression of PGC-1α, PPARα, and NRF-1 during cardiomyocyte differentiation of murine embryonic stem cells in vitro. Acta Pharmacol Sin 28(10) 1541-1549 (2007).

4 Yin, X., Chen, Z., Liu, Z., et al. Icariine stimulates proliferation and differentiation of human osteoblasts by increasing production of bone morphogenetic protein 2. Chin Med J 120(3) 204-210 (2007).

Formal Name 3-​[(6-​deoxy-​α-​L-​mannopyranosyl)oxy]-​7-​(β-​D-​glucopyranosyloxy)-​5-​hydroxy-​2-​(4-​methoxyphenyl)-​8-​(3-​methyl-​2-​buten-​1-​yl)-​4H-​1-​benzopyran-​4-​one
CAS Number 489-32-7
Molecular Formula C33H40O15
Formula Weight 676.6
Formulation A crystalline solid
Purity ≥97%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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COC1=CC=C(C=C1)​C(O2)​=C(O[C@H]​3[C@H]​(O)​[C@H]​(O)​[C@@H]​(O)​[C@H]​(C)​O3)​C(C4=C2C(C/C=C(C)​/C)​=C(O[C@H]​5[C@H]​(O)​[C@@H]​(O)​[C@H]​(O)​[C@@H]​(CO)​O5)​C=C4O)​=O

Background Reading

Yin, X., Chen, Z., Liu, Z., et al. Icariine stimulates proliferation and differentiation of human osteoblasts by increasing production of bone morphogenetic protein 2. Chin Med J 120(3) 204-210 (2007).

Ding, L., Liang, X., Zhu, D., et al. Icariin promotes expression of PGC-1α, PPARα, and NRF-1 during cardiomyocyte differentiation of murine embryonic stem cells in vitro. Acta Pharmacol Sin 28(10) 1541-1549 (2007).

Chen, Y., Zhao, Y.H., Jia, X.B., et al. Intestinal absorption mechanisms of prenylated flavonoids present in the heat-processed epimedium koreanum Nakai (Yin Yanghuo). Pharm Res 25(9) 2190-2199 (2008).

Dell'Agli, M., Galli, G.V., Dal Cero, E., et al. Potent inhibition of human phosphodiesterase-5 by icariin derivatives. J Nat Prod 71(9) 1513-1517 (2008).

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Size Price Quantity Subtotal
1 g $61.00 $0.00
5 g $275.00 $0.00
10 g $488.00 $0.00
25 g $1,068.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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