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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H18O13
Molecular Weight 478.3607
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUERCITURONE

SMILES

c1cc(c(cc1-c2c(c(=O)c3c(cc(cc3o2)O)O)O[C@@]4([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C(=O)O)O4)O)O)O)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

Molecular Formula C21H18O13
Molecular Weight 478.3607
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Flavonoid metabolites in human plasma and urine after the consumption of red onions: analysis by liquid chromatography with photodiode array and full scan tandem mass spectrometric detection.
2004 Nov 26
Heterologous expression of active human uridine diphosphate glucuronosyltransferase 1A3 in Chinese hamster lung cells.
2005 Jan 7
Biosafety, antioxidant status, and metabolites in urine after consumption of dried cranberry juice in healthy women: a pilot double-blind placebo-controlled trial.
2007 Apr 18
Macrophage as a target of quercetin glucuronides in human atherosclerotic arteries: implication in the anti-atherosclerotic mechanism of dietary flavonoids.
2008 Apr 4
[Study on aqueous chemical constituents from the flower buds of Eugenia caryophylla].
2008 Jul
Flavanol and flavonol contents of cocoa powder products: influence of the manufacturing process.
2008 May 14
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
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
Changes of metabolic profiles in urine after oral administration of quercetin in rats.
2010 Jun
Platelet-mediated metabolism of the common dietary flavonoid, quercetin.
2010 Mar 12
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Jun 26 13:56:47 UTC 2021
Edited
by admin
on Sat Jun 26 13:56:47 UTC 2021
Record UNII
RY36PD0CQ2
Record Status Validated (UNII)
Record Version
  • Download
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 Sat Jun 26 13:56:48 UTC 2021 , Edited by admin on Sat Jun 26 13:56:48 UTC 2021
PRIMARY
FDA UNII
RY36PD0CQ2
Created by admin on Sat Jun 26 13:56:48 UTC 2021 , Edited by admin on Sat Jun 26 13:56:48 UTC 2021
PRIMARY
WIKIPEDIA
Miquelianin
Created by admin on Sat Jun 26 13:56:48 UTC 2021 , Edited by admin on Sat Jun 26 13:56:48 UTC 2021
PRIMARY
PUBCHEM
5274585
Created by admin on Sat Jun 26 13:56:48 UTC 2021 , Edited by admin on Sat Jun 26 13:56:48 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
The compound was screened for it's antioxidant capacity in the DPPH assay, and displayed a high antioxidant activity, with an IC50 value of 44.4 uM.
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
PARENT -> METABOLITE
Quantity of quercetin-3-glucuronide in urine of six healthy human subjects 0-24hr (total) after consumption of tomato juice containing 176 micromoles of rutin; Unit: nmoles
IN-VIVO
URINE