A cardiac glycoside
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Active Metabolite(s)
35047Periplogenin
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Periplocin

Item No. 25216

Technical Information
Formal Name
(3β,5β)-3-[(2,6-dideoxy-4-O-β-D-glucopyranosyl-3-O-methyl-β-D-ribo-hexopyranosyl)oxy]-5,14-dihydroxy-card-20(22)-enolide
CAS Number
13137-64-9
Molecular Formula
C36H56O13
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
219 nm
SMILES
C[C@@]12[C@@](CC[C@@H]2C(CO3)=CC3=O)(O)[C@]4([H])CC[C@]5(O)C[C@@H](O[C@]6([H])O[C@H](C)[C@@H](O[C@@]7([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O7)[C@@H](OC)C6)CC[C@]5(C)[C@@]4([H])CC1
InChi Code
InChI=1S/C36H56O13/c1-18-31(49-32-30(41)29(40)28(39)25(16-37)48-32)24(44-4)14-27(46-18)47-20-5-9-33(2)22-6-10-34(3)21(19-13-26(38)45-17-19)8-12-36(34,43)23(22)7-11-35(33,42)15-20/h13,18,20-25,27-32,37,39-43H,5-12,14-17H2,1-4H3/t18-,20+,21-,22+,23-,24+,25-,27+,28-,29+,30-,31-,32+,33-,34-,35+,36+/m1/s1
InChi Key
KWBPKUMWVXUSCA-AXQDKOMKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Periplocin is a cardiac glycoside that has been isolated from P. sepium and has cardiac and anticancer activity.1 It increases viability and proliferation of mouse cardiac microvascular endothelial cells (CMECs) when used at concentrations ranging from 2 to 50 µM and improves left ventricular structure and function in a rat model of chronic heart failure.2,3 Periplocin inhibits cell proliferation in nine lung cancer cell lines in a time- and dose-dependent manner with IC50 values ranging from 0.12 to 53 µM.4 It induces apoptosis in SGC-7901 and MGC-803 gastric cancer cells and activates the ERK1/2-EGR1 pathway.5 Periplocin (5 and 20 mg/kg) reduces tumor growth in a hepatocellular carcinoma (HCC) mouse xenograft model.1 It also inhibits AKT and ERK autophosphorylation and tumor growth in an A549 lung cancer mouse xenograft model when administered at doses of 50 and 100 µg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cheng, C.-F., Lu, I.-H., Tseng, H.-W., et alAntitumor effect of periplocin in TRAIL-resistant human hepatocellular carcinoma cells through downregulation of IAPs. Evid. Based Complement. Altnernat. Med. 2013, 958025 (2013).

    2. Wang, X.-y., Gao, X.-m., Liu, H., et alGene expression profiling of the proliferative effect of periplocin on mouse cardiac microvascular endothelial cells. Chin. J. Integr. Med. 16(1), 33-40 (2010).

    3. Li, Y., Li, J., Zhou, K., et alA review on phytochemistry and pharmacology of Cortex Periplocae. Molecules 21(12), E1702 (2016).

    4. Lu, Z.J., Zhou, Y., Song, Q., et alPeriplocin inhibits growth of lung cancer in vitro and in vivo by blocking AKT/ERK signaling pathways. Cell Physiol. Biochem. 26(4-5), 609-618 (2010).

    5. Li, L., Zhao, L.-M., Dai, S.-l., et alPeriplocin extracted from cortex periplocae induced apoptosis of gastric cancer cells via the ERK1/2-EGR1 pathway. Cell Physiol. Biochem. 38(5), 1939-1951 (2016).