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V4015

Sigma-Aldrich

Verbascoside

≥99% (HPLC)

Synonym(s):

Acetoside, Kusaginin

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About This Item

Empirical Formula (Hill Notation):
C29H36O15
CAS Number:
61276-17-3
Molecular Weight:
624.59
MDL number:
MFCD00221751
UNSPSC Code:
12352200
PubChem Substance ID:
329829047
NACRES:
NA.25

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tae Won Jang et al.
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
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
Silvia Vertuani et al.
Molecules (Basel, Switzerland), 16(8), 7068-7080 (2011-08-20)
We here report the results of our investigations carried out on verbascoside, a phenylpropanoid glycoside known for its antioxidant, anti-inflammatory and photoprotective actions. Verbascoside was obtained from Buddleia davidii meristematic cells, obtained in turn using a sustainable biotechnology platform which
Paola Di Leo Lira et al.
Chemistry & biodiversity, 10(2), 251-261 (2013-02-19)
The aerial parts of lemon verbena (Aloysia citriodora PALÁU) are worldwide used due to their medicinal and aromatic properties. The essential-oil and acteoside contents have been proposed as the main quality markers for their pharmacological and organoleptic features. The northwestern
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