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)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

RTECS 

DJ3009400

HS Code 

29389090

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.

in vivo

References

[1] ZHANTU LIU. Luteoloside attenuates anoxia/reoxygenation-induced cardiomyocytes injury via mitochondrial pathway mediated by 14-3-3η protein.[J]. Phytotherapy Research, 2018, 32 6: 1126-1134. DOI: 10.1002/ptr.6053
[2] ZEYU CAO. Luteoloside Acts as 3C Protease Inhibitor of Enterovirus 71 In Vitro.[J]. PLoS ONE, 2016, 11 1: e0148693. DOI: 10.1371/journal.pone.0148693
[3] SHAO-HUA FAN. Luteoloside suppresses proliferation and metastasis of hepatocellular carcinoma cells by inhibition of NLRP3 inflammasome.[J]. PLoS ONE, 2014: e89961. DOI: 10.1371/journal.pone.0089961
[4] R PALOMBO. Luteolin-7-glucoside inhibits IL-22/STAT3 pathway, reducing proliferation, acanthosis, and inflammation in keratinocytes and in mouse psoriatic model[J]. Cell Death & Disease, 2016, 7 8: e2344-e2344. DOI: 10.1038/cddis.2016.201

Cynaroside(5373-11-5)Related Product Information

• Luteolin
• CHLOROPHOSPHONAZO III
• BETA-GLUCOSIDASE
• AMYLOGLUCOSIDASE
• Taxifolin
• luteolin-7-glucuronide
• Luteolin-3'-D-glucuronide
• alkyl polyglucoside
• Ranolazine
• PETUNIDIN CHLORIDE
• Diosmin
• petunidin-3-O-glu,PETUNIDIN3-O-GLUCOSIDE
• ALPHA-BOSWELLIC ACID
• QUERCETIN-7-O-GLUCOSIDE
• LUTEOLIN-7,3'-DI-O-DIGLUCURONIDE
• nepitrin
• OCTYL GLUCOSIDE
• linariifolioside