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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H18O13
Molecular Weight 478.3598
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUERCITURONE

SMILES

O[C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@H]1OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C4=CC(O)=C(O)C=C4)C(O)=O

InChI

InChIKey=DUBCCGAQYVUYEU-ZUGPOPFOSA-N
InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)/t14-,15-,16+,19-,21+/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Human metabolism of dietary flavonoids: identification of plasma metabolites of quercetin.
2001 Dec
Identification and determination of glucuronides and their aglycones in Erigeron breviscapus by liquid chromatography-tandem mass spectrometry.
2001 Sep 14
Superoxide scavenging by polyphenols: effect of conjugation and dimerization.
2002
Quercetin glucuronide prevents VSMC hypertrophy by angiotensin II via the inhibition of JNK and AP-1 signaling pathway.
2002 May 24
Constituents of Hypericum laricifolium and their cyclooxygenase (COX) enzyme activities.
2003 Dec
Metabolism of quercetin-7- and quercetin-3-glucuronides by an in vitro hepatic model: the role of human beta-glucuronidase, sulfotransferase, catechol-O-methyltransferase and multi-resistant protein 2 (MRP2) in flavonoid metabolism.
2003 Feb 1
Intracellular metabolism and bioactivity of quercetin and its in vivo metabolites.
2003 May 15
Bioguided isolation and identification of the nonvolatile antioxidant compounds from fennel (Foeniculum vulgare Mill.) waste.
2004 Apr 7
Properties of quercetin conjugates: modulation of LDL oxidation and binding to human serum albumin.
2004 Aug
Characterisation of metabolites of the putative cancer chemopreventive agent quercetin and their effect on cyclo-oxygenase activity.
2004 Sep 13
Absorption, excretion and metabolite profiling of methyl-, glucuronyl-, glucosyl- and sulpho-conjugates of quercetin in human plasma and urine after ingestion of onions.
2006 Jul
Radical scavenging activity and composition of raspberry (Rubus idaeus) leaves from different locations in Lithuania.
2007 Feb
Macrophage as a target of quercetin glucuronides in human atherosclerotic arteries: implication in the anti-atherosclerotic mechanism of dietary flavonoids.
2008 Apr 4
Immunochemical detection of flavonoid glycosides: development, specificity, and application of novel monoclonal antibodies.
2008 Aug 15
Metabolic transformation has a profound effect on anti-inflammatory activity of flavonoids such as quercetin: lack of association between antioxidant and lipoxygenase inhibitory activity.
2008 Mar 1
Antioxidative effect and active components from leaves of Lotus ( Nelumbo nucifera ).
2009 Aug 12
Glucuronidated and sulfated metabolites of the flavonoid quercetin prevent endothelial dysfunction but lack direct vasorelaxant effects in rat aorta.
2009 May
Deconjugation kinetics of glucuronidated phase II flavonoid metabolites by beta-glucuronidase from neutrophils.
2010
Modulation of flavonoid biosynthetic pathway genes and anthocyanins due to virus infection in grapevine (Vitis vinifera L.) leaves.
2010 Aug 23
Ultra-performance liquid chromatography-tandem mass spectrometry analysis of the bioactive components and their metabolites of Shaofu Zhuyu decoction active extract in rat plasma.
2010 Feb 1
Chemical constituents of Asparagus.
2010 Jul
A structural basis for the inhibition of collagen-stimulated platelet function by quercetin and structurally related flavonoids.
2010 Mar
Platelet-mediated metabolism of the common dietary flavonoid, quercetin.
2010 Mar 12
Patents

Patents

Name Type Language
QUERCITURONE
Common Name English
QUERCETIN 3-O-.BETA.-D-GLUCURONOPYRANOSIDE
Common Name English
QUERCETIN .BETA.-GLUCURONIDE
Common Name English
GLUCOPYRANOSIDURONIC ACID, 2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-3-YL, .BETA.-D-
Common Name English
QUERCETIN GLUCURONIDE
Common Name English
QUERCETIN 3-.BETA.-GLUCURONIDE
Common Name English
QUERCETIN-3-GLUCOSIDURONIC ACID
Common Name English
QUERCETIN-3-.BETA.-D-GLUCURONIDE
Common Name English
QUERCITURON
Common Name English
HMDB29212
Code English
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, 2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-3-YL
Common Name English
QUERCETIN 3-O-GLUCURONIDE
Common Name English
MIKWELIANIN
Common Name English
MIQUELIANIN
Common Name English
QUERCETIN-3-O-.BETA.-D-GLUCURONIDE
Common Name English
QUERCETIN 3-GLUCURONIDE
Common Name English
Code System Code Type Description
CAS
22688-79-5
Created by admin on Fri Dec 15 22:03:23 GMT 2023 , Edited by admin on Fri Dec 15 22:03:23 GMT 2023
PRIMARY
CHEBI
66395
Created by admin on Fri Dec 15 22:03:23 GMT 2023 , Edited by admin on Fri Dec 15 22:03:23 GMT 2023
PRIMARY
FDA UNII
RY36PD0CQ2
Created by admin on Fri Dec 15 22:03:23 GMT 2023 , Edited by admin on Fri Dec 15 22:03:23 GMT 2023
PRIMARY
WIKIPEDIA
Miquelianin
Created by admin on Fri Dec 15 22:03:23 GMT 2023 , Edited by admin on Fri Dec 15 22:03:23 GMT 2023
PRIMARY
PUBCHEM
5274585
Created by admin on Fri Dec 15 22:03:23 GMT 2023 , Edited by admin on Fri Dec 15 22:03:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID70945358
Created by admin on Fri Dec 15 22:03:23 GMT 2023 , Edited by admin on Fri Dec 15 22:03:23 GMT 2023
PRIMARY