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Cynaroside

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Cynaroside Basic information

Product Name:
Cynaroside
Synonyms:
  • LUTEOLIN-7-O-GLUCOSIDE 98+%
  • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-
  • luteolin7-o-glucopyranoside
  • luteoloside
  • CYNAROSIDE
  • LUTEOLIN-7-GLUCOSIDE
  • LUTEOLIN-7-O-GLUCOSIDE
  • LUTEOLIN-7-O-GLUCOSIDE WITH HPLC
CAS:
5373-11-5
MF:
C21H20O11
MW:
448.38
EINECS:
226-365-8
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Cofactor
  • Tetra-substituted Flavones
Mol File:
5373-11-5.mol
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Cynaroside Chemical Properties

Melting point:
256~258℃
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
Boiling point:
838.1±65.0 °C(Predicted)
Density 
1.713±0.06 g/cm3(Predicted)
pka
6.10±0.40(Predicted)
form 
Solid
color 
Yellow to Very Dark Yellow
Stability:
Hygroscopic
InChIKey
PEFNSGRTCBGNAN-QNDFHXLGSA-N
SMILES
C1(C2=CC=C(O)C(O)=C2)OC2=C(C(O)=CC(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)=C2)C(=O)C=1 |&1:17,18,20,22,24,r|
LogP
-0.090 (est)
CAS DataBase Reference
5373-11-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
RTECS 
DJ3009400
HS Code 
29389090
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Cynaroside Usage And Synthesis

Effects

Luteolin has a strong bactericidal effect on the respiratory tract, and it is the main active ingredient in the treatment of bronchitis in Qinglan, a unique medicinal material in Xinjiang. Lowers the role of cholesterol in atherosclerosis and enhances capillary relaxation.

Description

Luteolin-7-O-glucoside is a flavonoid that has been found in many Chinese herbs with diverse biological activities. It reduces lactate dehydrogenase (LDH) and caspase-3 activities and production of reactive oxygen species (ROS) and increases cell viability and 14-3-3η protein levels in H9C2 cardiomyocytes after anoxia/reoxygenation injury. Luteoloside blocks 3C protease activity (IC50 = 0.36 mM) and reduces the cytopathic effect of enterovirus 71 in rhabdomyosarcoma cells (EC50 = 0.43 mM). It inhibits the growth of hepatocellular carcinoma (HCC) cells in vitro via reduction in ROS accumulation, caspase-1 activity, and expression of the NLRP3 inflammasome and reduces the number of lung metastases in an SMMC-7721 HCC mouse xenograft model when administered at a dose of 2 mg/kg. Luteoloside also reduces acanthosis and expression of epidermal differentiation markers in a mouse model of psoriasis induced by imiquimod .

Chemical Properties

Off-white powder

Uses

Luteolin 7-Glucoside is a strong antioxidant ant radical scavenger. Used in cancer prevention.

Definition

ChEBI: A glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.

CynarosideSupplier

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