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3'-O-Methylquercetin 3-galactoside

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3'-O-Methylquercetin 3-galactoside Basic information

Product Name:
3'-O-Methylquercetin 3-galactoside
Synonyms:
  • 2-(4-Hydroxy-3-methoxyphenyl)-3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one
  • 3-(β-D-Galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
  • 3'-O-Methylquercetin 3-galactoside
  • Cacticin
  • Isorhamnetin 3-galactoside
  • Isorhamnetin 3-O-galactoside
  • Isorhamnetol 3-O-galactoside
  • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
CAS:
6743-92-6
MF:
C22H22O12
MW:
478.4
Mol File:
6743-92-6.mol
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3'-O-Methylquercetin 3-galactoside Chemical Properties

Melting point:
267-269℃
Boiling point:
834.4±65.0 °C(Predicted)
Density 
1.75±0.1 g/cm3 (20 ºC 760 Torr)
form 
Solid
pka
6.17±0.40(Predicted)
color 
Light yellow to yellow
InChIKey
CQLRUIIRRZYHHS-VYGHHSHNNA-N
SMILES
O=C1C2C(=CC(=CC=2OC(C2C=C(OC)C(O)=CC=2)=C1OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)O)O |&1:23,26,28,30,r|
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3'-O-Methylquercetin 3-galactoside Usage And Synthesis

Uses

Isorhamnetin 3-O-galactoside (Cacticin), a flavonoid glycoside isolated from Artemisia capillaris Thunberg, which ameliorates CCl4-induced hepatic damage by enhancing the anti-oxidative defense system and reducing the inflammatory signaling pathways. Isorhamnetin 3-O-galactoside (Cacticin) has antithrombotic and anti-inflammatory activities[1][2][3].

Definition

ChEBI: Isorhamnetin 3-O-beta-D-galactopyranoside is a glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-galactosyl residue. It has a role as a metabolite. It is a beta-D-galactoside, a monosaccharide derivative, a glycosyloxyflavone, a monomethoxyflavone and a trihydroxyflavone. It is functionally related to an isorhamnetin and a beta-D-galactose.

References

[1] Kim DW, et al. Isorhamnetin-3-O-galactoside Protects against CCl4-Induced Hepatic Injury in Mice. Biomol Ther (Seoul). 2012 Jul;20(4):406-12. DOI:10.4062/biomolther.2012.20.4.406
[2] Kim TH, et al. Anti-inflammatory activities of isorhamnetin-3-O-galactoside against HMGB1-induced inflammatory responses in both HUVECs and CLP-induced septic mice. J Cell Biochem. 2013 Feb;114(2):336-45. DOI:10.1002/jcb.24361
[3] Ku SK, et al. Antithrombotic and profibrinolytic activities of isorhamnetin-3-O-galactoside and hyperoside. Food Chem Toxicol. 2013 Mar;53:197-204. DOI:10.1016/j.fct.2012.11.040

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