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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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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
Kiramage Chathuranga et al.
Viruses, 11(7) (2019-07-07)
The herbs Plantago asiatica and Clerodendrum trichotomum have been commonly used for centuries in indigenous and folk medicine in tropical and subtropical regions of the world. In this study, we show that extracts from these herbs have antiviral effects against
Hong-Quan Wang et al.
Neurotoxicity research, 21(4), 368-378 (2011-12-08)
Our previous study has shown that acteoside, an antioxidative phenylethanoid glycoside, protect against beta-amyloid (Aβ)-induced cytotoxicity in vitro. However, the precise protective mechanisms remains unclear. Heme oxygenase-1 (HO-1) is a crucial factor in the response to oxidative injury, protecting neurons
Augusto G Filho et al.
Phytotherapy research : PTR, 26(10), 1472-1475 (2012-01-26)
The phenylpropanoid glycoside verbascoside [2-(3,4-dihydroxyphenylethyl)-1-O-α-L-rhamnopyranosyl-(1→3)-β-D-(4-O-caffeyl)-glucopyranoside] (1) has been isolated as the main constituent of the crude extract of Buddleja brasiliensis Jacq. ex Spreng from Southern Brazil. The crude extract, main fractions and the compound 1 were evaluated for inhibition of
Young-Ok Son et al.
The Journal of pharmacy and pharmacology, 63(10), 1309-1319 (2011-09-09)
Acteoside is a phenylpropanoid glycoside extracted from the leaves of Rehmannia glutinosa that displays various biological activities. In this study, we tested the effects of acteoside on tyrosinase activity and melanin biosynthesis in B16F10 melanoma cells. We also explored molecular
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