Cynaroside
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Cynaroside
structure -
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CAS No:
5373-11-5
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Formula:
C21H20O11
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Chemical Name:
Cynaroside
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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
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CAS No:
Description
Cynaroside is a flavone, a flavonoid-like chemical compound. It is a 7-O-glucoside of luteolin.
Solid
Luteolin 7-O-beta-D-glucoside is a glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as an antioxidant and a plant metabolite. It is a beta-D-glucoside, a glycosyloxyflavone, a trihydroxyflavone and a monosaccharide derivative. It derives from a luteolin. It is a conjugate acid of a luteolin 7-O-beta-D-glucoside(1-).
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) cellsin vitro viareduction 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 .
Off-white powder
Characteristics
186
0.5
Solid
1.713±0.06 g/cm3(Predicted)
256～258℃
838.1±65.0 °C(Predicted)
296.8±27.8 °C
1.740
2888 mg/L @ 25 °C (est)
2-8°C
Sealed in dry,2-8°C
Cynaroside Use and Manufacturing
Luteolin 7-Glucoside is a strong antioxidant ant radical scavenger. Used in cancer prevention.
Computed Properties
Molecular Weight:448.4
XLogP3:0.5
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:4
Exact Mass:448.10056145
Monoisotopic Mass:448.10056145
Topological Polar Surface Area:186
Heavy Atom Count:32
Complexity:714
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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