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61276-17-3

Supplier Related Products Identification Questions And Answer Chemical Properties Safety Data Hazard Information

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Identification

Name
Verbascoside
CAS
61276-17-3
Synonyms
JC 160
KUSAGININ
ACTEOSIDE
Acetoside
NSC 603831
Russetinol
Verbacoside
VERBASCOSIDE
StereosperMin
ISOVERBASCOSIDE
Verbascoside ,98%
VERBASCOSIDE WITH HPLC
Acteoside(Verbascoside)
Verbascoside(Acteoside)
Distinctive PhytosteM Lilac
3,4-Dihydroxyphenethyl alcohol acteoside
Extract from Verbena minutiflora (B864379)
Verbascoside, froM Cistanche deserticola Y.C.Ma
4-(3-(3,4-dihydroxyphenyl)-2-propenoate),(e)-beta-d-yl)
glucopyranoside,2-(3,4-dihydroxyphenyl)ethyl3-o-(6-deoxy-alpha-l-mannopyranos
2-(3,4-Dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside 4-[(E)-3-(3,4-dihydroxyphenyl)propenoate]
B-D-GLUCOPYRANOSIDE, 2-(3,4-DIHYDROXYPHENYL)ETHYL 3-O-(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)-,4-[3-(3,4-DIHYDROXYPHENYL)-2-PROPENOATE],(E)-
ACTEOSIDE :B-D-GLUCOPYRANOSIDE, 2-(3,4-DIHYDROXYPHENYL)ETHYL 3-O-(6-DEOXY-A-L-MANNOPYRANOSYL)-,4-[3-(3,4-DIHYDROXYPHENYL)-2-PROPENOATE],(E)-,
[(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 [(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
Molecular Formula
C29H36O15
MDL Number
MFCD06798947
Molecular Weight
624.59
MOL File
61276-17-3.mol

Questions And Answer

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 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
pka
9.31±0.10(Predicted)
Detection Methods
NMR,HPLC
InChIKey
FBSKJMQYURKNSU-ZLSOWSIRSA-N
CAS DataBase Reference
61276-17-3(CAS DataBase Reference)

Safety Data

Safety Statements 
24/25
WGK Germany 
2
RTECS 
LZ5786000
HS Code 
29389090
Toxicity
LD50 oral in rat: > 5gm/kg

Hazard Information

Chemical Properties
White solid
Uses
Verbascoside is an agent producing effects on anti-GBM nephritis in rats. Effective agent against glomerulonephritis. Phenolic anti-oxidant agent.
Enzyme inhibitor
This 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.
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