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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:
61276-17-3
Poids moléculaire :
624.59
Numéro MDL:
MFCD00221751
Code UNSPSC :
12352200
ID de substance PubChem :
329829047

Niveau de qualité

200

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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Catégories apparentées

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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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
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
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
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
Agata Wilczańska-Barska et al.
Biotechnology letters, 34(9), 1757-1763 (2012-05-29)
Hairy root cultures of Scutellaria lateriflora were established using Agrobacterium rhizogenes A4 and produced acteoside (18.5 mg g(-1) dry wt), baicalin (14.5 mg g(-1) dry wt) and wogonoside (12 mg g(-1) dry wt). Yeast extract (50 μg ml(-1)) increased acteoside
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