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V4015

Sigma-Aldrich

Verbascoside

≥99% (HPLC)

Synonyme(s) :

Acetoside, Kusaginin

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About This Item

Formule empirique (notation de Hill):
C29H36O15
Numéro CAS:
Poids moléculaire :
624.59
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥99% (HPLC)

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

FBSKJMQYURKNSU-ZLSOWSIRSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Les clients ont également consulté

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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
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
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
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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