Avicularin
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Avicularin
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CAS No:
572-30-5
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Formula:
C20H18O11
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Chemical Name:
Avicularin
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Synonyms:
4H-1-Benzopyran-4-one,3-(α-L-arabinofuranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-;Avicularin;3-(α-L-Arabinofuranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one;Avicularoside;Quercetin 3-α-L-arabinofuranoside;Avicularine;Quercetin 3-O-α-L-arabinofuranoside;844831-83-0;887670-96-4;158560-11-3
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CAS No:
Description
Avicularin is a bio-active flavonoid from plants, anti-inflammatory, anti-allergic, anti-oxidant, hepatoprotective, and anti-tumor activities. Avicularin exhibits anti-inflammatory activity through the suppression of ERK signaling pathway in LPS-stimulated RAW 264.7 macrophage cells. Avicularin ameliorates human hepatocellular carcinoma via the regulation of NF κB (p65), COX 2 and PPAR γ activities[1][2].
Avicularin is a quercetin O-glycoside in which an alpha-L-arabinofuranosyl residue is attached at position 3 of quercetin via a glycosidic linkage. It is isolated particularly from Juglans regia and Foeniculum vulgare. It has a role as a hepatoprotective agent and a plant metabolite. It is a monosaccharide derivative, an alpha-L-arabinofuranoside, a tetrahydroxyflavone and a quercetin O-glycoside.
Characteristics
186
2.06
White powder
1.9±0.1 g/cm3
207-208 °C
855.4±65.0 °C at 760 mmHg
305.8±27.8 °C
1.802
Avicularin Use and Manufacturing
Polyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Computed Properties
Molecular Weight:434.3
XLogP3:1
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:4
Exact Mass:434.08491139
Monoisotopic Mass:434.08491139
Topological Polar Surface Area:186
Heavy Atom Count:31
Complexity:711
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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