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Merck

V4015

Sigma-Aldrich

Verbascoside

≥99% (HPLC)

Sinónimos:

Acetoside, Kusaginin

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About This Item

Fórmula empírica (notación de Hill):
C29H36O15
Número de CAS:
Peso molecular:
624.59
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥99% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

room temp

SMILES string

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCc3ccc(O)c(O)c3)O[C@H](CO)[C@H]2OC(=O)\C=C\c4ccc(O)c(O)c4)[C@H](O)[C@H](O)[C@H]1O

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

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General description

Verbascoside, also known as acteoside, is a hydrophilic plant compound first isolated from mullein (Verbascum sinuatum L.). The chemical structure of verbascoside comprises hydroxyphenylethyl and cinnamic acid moieties bound to a β-glucopyranose via a glycosidic bond.

Application

Verbascoside has been used:
  • as a reference standard for high-performance liquid chromatography (HPLC) analysis
  • as a reference standard for detection of phenolic compounds in olive mill wastewater and pomace by high-performance liquid chromatography (HPLC)-diode-array detector (DAD)-qTOF system
  • to test its anti-viral activity against respiratory syncytial virus (RSV) in HEP2 cells and A549 cells

Biochem/physiol Actions

Verbascoside has anti-inflammatory and photoprotective properties. It has shown neuroprotective effects on PC12 neuronal cells against neurotoxicity. Verbascoside is proven to be a potent inhibitor of xanthine oxidase (XOD) in in vitro studies.
Phenylethanoid glycoside. Antioxidant and antiproliferative.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Molecular medicine reports, 22(3), 2076-2084 (2020-06-26)
Abeliophyllum distichum Nakai is a Korean endemic plant of the Oleaceae family that contains acteoside, a glycosylated caffeic acid, with neuroprotective, anti‑inflammatory and antibacterial properties. Previous studies, involving Accelerated Chromatographic Isolation, a high‑performance liquid chromatography‑photodiode array detector and a liquid
Guo-Qing Sheng et al.
European journal of pharmacology, 451(2), 119-124 (2002-09-17)
The neuroprotective effects of verbascoside, one of phenylpropanoid glucoside isolated from the Chinese herbal medicine Buddleja officinalis Maxim, on 1-methyl-4-phenylpyridinium ion (MPP(+)) induced apoptosis and oxidative stress in PC12 neuronal cells were investigated. Treatment of PC12 cells with MPP(+) for
Yin Wan et al.
International journal of biological macromolecules, 93(Pt A), 609-614 (2016-11-05)
In this study, we analyzed the inhibitory effect of verbascoside against xanthine oxidase (XOD) in vitro by using animal model and in vivo by direct inhibition assay. Results showed that verbascoside could reduce uric acid in rat serum and inhibit
Kalina Alipieva et al.
Biotechnology advances, 32(6), 1065-1076 (2014-07-23)
Phenylethanoid glycosides are naturally occurring water-soluble compounds with remarkable biological properties that are widely distributed in the plant kingdom. Verbascoside is a phenylethanoid glycoside that was first isolated from mullein but is also found in several other plant species. It

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