Verbascoside

Verbascoside Basic information
Description Natural occurrences Mechanism of action
Product Name:Verbascoside
Synonyms:glucopyranoside,2-(3,4-dihydroxyphenyl)ethyl3-o-(6-deoxy-alpha-l-mannopyranos;ACTEOSIDE :B-D-GLUCOPYRANOSIDE, 2-(3,4-DIHYDROXYPHENYL)ETHYL 3-O-(6-DEOXY-A-L-MANNOPYRANOSYL)-,4-[3-(3,4-DIHYDROXYPHENYL)-2-PROPENOATE],(E)-,;Acetoside;Extract from Verbena minutiflora (B864379);[(2R,3R,4R,5R,6R)-6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate;VERBASCOSIDE WITH HPLC;2-(3,4-Dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside 4-[(E)-3-(3,4-dihydroxyphenyl)propenoate];3,4-Dihydroxyphenethyl alcohol acteoside
CAS:61276-17-3
MF:C29H36O15
MW:624.59
EINECS:
Product Categories:reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical
Mol File:61276-17-3.mol
Verbascoside Structure
Verbascoside Chemical Properties
Melting point 232℃
Boiling point 908.8±65.0 °C(Predicted)
density 1.60±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Ethyl Acetate (Very Slightly), Methanol (Slightly)
form Solid
pka9.31±0.10(Predicted)
color White to Pale Yellow
Stability:Hygroscopic
InChIKeyFBSKJMQYURKNSU-ZLSOWSIRSA-N
LogP0.077 (est)
CAS DataBase Reference61276-17-3(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 2
RTECS LZ5786000
HS Code 29389090
ToxicityLD50 oral in rat: > 5gm/kg
MSDS Information
Verbascoside Usage And Synthesis
Description

Verbascoside is isolated from Lantana camara, acts as an ATP-competitive inhibitor of PKC, with an IC50 of 25 µM, and has antitumor, anti-inflammatory and antineuropathic pain activity.

Natural occurrences

Verbascoside can be found in species in all the families of the order Lamiales (syn. Scrophulariales). Only two examples are known from outside the order,in the clade Asterids.

Mechanism of action

It is known, that amyloid fibrils accumulation in cerebral can easily lead to neurodegenerative disorders. Acteoside has been reported to inhibit Aβ42 aggregation by activating nuclear translocation of the transcription factor NF-E2-related factor 2 (Nrf2), increasing heme oxygenase-1 (HO-1) expression. It has also been shown that acteoside could decrease nitric oxide synthase (NOS) activity and caspase-3 expression.

Chemical PropertiesWhite solid
UsesVerbascoside is an agent producing effects on anti-GBM nephritis in rats. Effective agent against glomerulonephritis. Phenolic anti-oxidant agent.
DefinitionChEBI: Acteoside is a glycoside that is the alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with trans-caffeic acid. It has a role as a neuroprotective agent, an antileishmanial agent, an anti-inflammatory agent, a plant metabolite and an antibacterial agent. It is a cinnamate ester, a disaccharide derivative, a member of catechols, a polyphenol and a glycoside. It is functionally related to a hydroxytyrosol and a trans-caffeic acid.
Enzyme inhibitorThis plant glycoside and antioxidant (FW = 624.60 g/mol; CAS 61276-173), also known as verbascoside, inhibits TNFa-mediated apoptosis in LPSstimulated macrophages as well as 1-methyl-4-phenylpyridiniuminduced apoptosis in cerebellar granule neurons. It also inhibits proliferation of human promyelocytic HL-60 leukemia cells by inducing cell cycle arrest at the G0/G1 phase, followed by differentiation into monocytes. Acteoside inhibits PMA-induced invasion and migration of human fibrosarcoma cells by Ca2+-dependent CaMK/ERK and JNK/NFκB-signaling pathways. Acteoside thus shows the potential as antimetastatic agent. Another intriguing finding is that acteoside inhibits amyloid-β aggregation. Target(s): aldose reductase; protein kinase C; integrase, HIV-1; peptidyl-dipeptidase A, or angiotensin-converting enzyme; tyrosinase, or monophenol monooxygenase; 5-lipoxygenase, or arachidonate 5-lipoxygenase.
Verbascoside Preparation Products And Raw materials
Cabergoline Forsythoside B 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL CISTANOSIDE D Alkyl polyglucoside glycoside Verbascoside VERBASCOSE CISTANOSIDE C CAMPNEOSIDE I Dihydroergotoxine mesylate STEVIA β-Glucosidase from sweet almond Ethoxy 6-O-ACETYLACTEOSIDE CHLOROPHOSPHONAZO III MARTYNOSIDE Nicergoline

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.