A phenylethanoid with diverse biological activities
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Plantamajoside

Item No. 27296

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)ethyl 3-O-β-D-glucopyranosyl-β-D-glucopyranoside 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]
CAS Number
104777-68-6
Molecular Formula
C29H36O16
Formula Weight
640.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 33 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
221, 334 nm
SMILES
OC1=C(O)C=CC(CCO[C@@H]2O[C@H](CO)[C@@H](OC(/C=C/C3=CC(O)=C(O)C=C3)=O)[C@H](O[C@@]4([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)[C@H]2O)=C1
InChi Code
InChI=1S/C29H36O16/c30-11-19-22(37)23(38)24(39)29(42-19)45-27-25(40)28(41-8-7-14-2-5-16(33)18(35)10-14)43-20(12-31)26(27)44-21(36)6-3-13-1-4-15(32)17(34)9-13/h1-6,9-10,19-20,22-35,37-40H,7-8,11-12H2/b6-3+/t19-,20-,22-,23+,24-,25-,26-,27-,28-,29+/m1/s1
InChi Key
KFEFLPDKISUVNR-QJEHNBJNSA-N
Origin
Plant/Plantago asiatica L.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    1 mg

    $124

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    5 mg

    $396

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    10 mg

    $549

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    Product Description

    Plantamajoside is a phenylethanoid that has been found in P. lanceolata and has diverse biological activities, including antioxidative, anticancer, and anti-inflammatory properties.1,2,3 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in a cell-free assay (IC50 = 11.8 µM). It also inhibits 5-lipoxygenase (5-LO) and 15-LO (IC50s = 0.375 and 96 µM, respectively).1,2 Plantamajoside decreases viability of TE-1 esophageal squamous cell carcinoma (ESCC) cells when used at concentrations ranging from 20 to 320 µg/ml, as well as inhibits LPS-induced epithelial-to-mesenchymal transition (EMT) in Eca-109 and TE-1 cells and decreases phosphorylated NF-κB levels in TE-1 cells.3 Plantamajoside (3 mg/ear) inhibits mouse ear edema induced by arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) by 25%.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Murai, M., Tamayama, Y., and Nishibe, S. Phenylethanoids in the herb of Plantago lanceolata and inhibitory effect on arachidonic acid-induced mouse ear edema. Planta. Med. 61(5), 479-480 (1995).

    2. Skari, K.P., Malterud, K.E., and Haugli, T. Radical scavengers and inhibitors of enzymatic lipid peroxidation from Plantago major, a medicinal plant. Natural antioxidants and anticarcinogens in nutrition, health and disease (1999).

    3. Li, X., Chen, D., Li, M., et al. Plantamajoside inhibits lipopolysaccharide-induced epithelial-mesenchymal transition through suppressing the NF-κB/IL-6 signaling in esophageal squamous cell carcinoma cells. Biomed. Pharmacother. 102, 1045-1051 (2018).