A natural phenylpropanoid glucoside with diverse biological activities
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Isomer(s)
29216Isoverbascoside
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Verbascoside

Item No. 24965

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside, 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]
CAS Number
61276-17-3
Synonyms
  • Acteoside
  • NSC 603831
Molecular Formula
C29H36O15
Formula Weight
624.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
220, 335 nm
SMILES
OC1=CC=C(/C=C/C(O[C@H]2[C@H](O[C@]3([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](OCCC4=CC=C(O)C(O)=C4)O[C@@H]2CO)=O)C=C1O
InChi Code
InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1
InChi Key
FBSKJMQYURKNSU-ZLSOWSIRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Verbascoside is a natural phenylpropanoid glucoside that has been found in a variety of plants, including B. cordata, B. officinalis, and S. vulgaris, and has diverse biological activities.1,2,3,4,5 Verbascoside is a PKC inhibitor (IC50 = 25 μM).2 It inhibits the growth of Gram-positive and Gram-negative bacteria with MIC values ranging from 4 to 128 μg/ml including S. aureus and E. coli (MICs = 16 and 32 μg/ml, respectively).3 Verbascoside (0.1-10 μg/ml) dose-dependently reduces extracellular hydrogen peroxide concentrations and increases cell viability of PC12 cells following 1-methyl-4-phenylpyridinium ion (MPP+) administration to induce apoptosis and oxidative stress.1 It also inhibits the growth of MGC803 human gastric adenocarcinoma cells in a dose-dependent manner when used at concentrations ranging from 10 to 20 μM with maximal growth inhibition of 53%.4 In a rat model of colitis induced by 2,4-dinitrobenzene sulfonic acid (DNBS), verbascoside (0.2-2 mg/kg) reduces colon damage and the expression of TNF-α, IL-1β, and inducible nitric oxide synthase (iNOS).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sheng, G.Q., Zhang, J.R., Pu, X.P., et al. Protective effect of verbascoside on 1-methyl-4-phenylpyridinium ion-induced neurotoxicity in PC12 cells. Eur. J. Pharmacol. 451(2), 119-124 (2002).

    2. Herbert, J.M., Maffrand, J.P., Toubi, K., et al. Verbascoside isolated from Lantana camara, an inhibitor of protein kinase C. J. Nat. Prod. 54(6), 1595-1600 (1991).

    3. Rigano, D., Formisano, C., Basile, A., et al. Antibacterial activity of flavonoids and phenylpropanoids from Marrubium globosum ssp. libanoticum. Phytother. Res. 21(4), 395-397 (2007).

    4. Li, J., Zheng, Y., Zhou, H., et al. Differentiation of human gastric adenocarcinoma cell line MGc80-3 induced by verbascoside. Planta Med. 63(6), 499-502 (1997).

    5. Mazzon, E., Esposito, E., Di Paola, R., et al. Effects of verbascoside biotechnologically produced by Syringa vulgaris plant cell cultures in a rodent model of colitis. Naunyn Schmiedebergs Arch. Pharmacol. 380(1), 79-94 (2009).