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
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
| 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
| Title | Date | PubMed |
|---|---|---|
| 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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 13:56:47 UTC 2021
by
admin
on
Sat Jun 26 13:56:47 UTC 2021
|
| Record UNII |
RY36PD0CQ2
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
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 | |||
|
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 | |||
|
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 | |||
|
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
|
