QUERCETAGETIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H10O8
Molecular Weight	318.2351
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C(O)C=C(C=C1)C2=C(O)C(=O)C3=C(O)C(O)=C(O)C=C3O2

InChI

InChIKey=ZVOLCUVKHLEPEV-UHFFFAOYSA-N

InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)15-14(22)13(21)10-9(23-15)4-8(18)11(19)12(10)20/h1-4,16-20,22H

HIDE SMILES / InChI

Molecular Formula	C15H10O8
Molecular Weight	318.2351
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Induction of Mx-related protein in cat peripheral blood mononuclear cells after administration of recombinant human interferon hybrid.	1990 Feb	2160795
Differential inhibitory effects of various flavonoids on the activities of reverse transcriptase and cellular DNA and RNA polymerases.	1990 Jul 5	1695572
Flavones are inhibitors of HIV-1 proteinase.	1992 Oct 30	1445308
Effects of flavonoids on Naja naja and human recombinant synovial phospholipases A2 and inflammatory responses in mice.	1994	8190018
Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds.	1994 Aug 3	7520698
Differential inhibition of HIV-1 preintegration complexes and purified integrase protein by small molecules.	1996 Sep 3	8790401
Equivalent inhibition of half-site and full-site retroviral strand transfer reactions by structurally diverse compounds.	1997 Jan	8985421
Discovery and analysis of inhibitors of the human immunodeficiency integrase.	1997 May	9332828
Human immunodeficiency virus type 1 cDNA integration: new aromatic hydroxylated inhibitors and studies of the inhibition mechanism.	1998 Sep	9736543
Sesquiterpene lactones from Anthemis altissima and their anti-Helicobacter pylori activity.	2003 May	12762812
G2-M arrest and antimitotic activity mediated by casticin, a flavonoid isolated from Viticis Fructus (Vitex rotundifolia Linne fil.).	2004 May 10	15105046
Kinetic study of flavonoid reactions with stable radicals.	2004 May 19	15137819
Free radical scavengers and antioxidants from Tagetes mendocina.	2004 May-Jun	18998399
Vasorelaxing effects of flavonoids: investigation on the possible involvement of potassium channels.	2004 Oct	15378228
Pro-oxidative effect of beta-carotene and the interaction with flavonoids on UVA-induced DNA strand breaks in mouse fibroblast C3H10T1/2 cells.	2005 Dec	16098732
Acylated quercetagetin glycosides with antioxidant activity from Tagetes maxima.	2005 Oct	16168446
Molecular targets of dietary polyphenols with anti-inflammatory properties.	2005 Oct 31	16259055
Antifungal and antibacterial activities of Mexican tarragon (Tagetes lucida).	2006 May 17	19127719
Characterization of a potent and selective small-molecule inhibitor of the PIM1 kinase.	2007 Jan	17218638
Structure-activity relationship of flavonoids for inhibition of epidermal growth factor-induced transformation of JB6 Cl 41 cells.	2007 Jun	17219438
Effects of various methoxyflavones on vincristine uptake and multidrug resistance to vincristine in P-gp-overexpressing K562/ADM cells.	2007 Oct	17492365
The effect of flavonoids on transduction mechanisms in lipopolysaccharide-treated human gingival fibroblasts.	2007 Sep	17630199
Biochemical and structural analysis of substrate promiscuity in plant Mg2+-dependent O-methyltransferases.	2008 Apr 18	18342334
[Effects of quercetin on human laryngeal cancer Hep-2 cells].	2008 Feb	18476622
Structure-activity relationships of flavonoids as potential inhibitors of glycogen phosphorylase.	2008 Jun 25	18494482
The impact of the human DNA topoisomerase II C-terminal domain on activity.	2008 Mar 12	18335031
[Bioactivity guided isolation of alpha-glucosidase inhibitor from whole herbs of Crossostephium chinense].	2009 Sep	19943487
Binding of protein kinase inhibitors to synapsin I inferred from pair-wise binding site similarity measurements.	2010 Aug 16	20808948
Secondary metabolites as DNA topoisomerase inhibitors: A new era towards designing of anticancer drugs.	2010 Jan	22228937
Antioxidant effects of Glechoma hederacea as a food additive.	2010 Jan	20184023
Transcriptional regulation of Pim-1 kinase in vascular smooth muscle cells and its role for proliferation.	2010 Mar	19711112
The flavonoids luteolin and quercetagetin inhibit lipoteichoic acid actions on H9c2 cardiomyocytes.	2010 Sep	20685402
The hepatitis B virus ribonuclease H is sensitive to inhibitors of the human immunodeficiency virus ribonuclease H and integrase enzymes.	2013 Jan	23349632

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 00:49:30 GMT 2023` Edited by `admin` on `Sat Dec 16 00:49:30 GMT 2023`
Record UNII	SV68G507VO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

QUERCETAGETIN

Official Name

English

NSC-115916

Code

English

QUERCETAGETIN [MI]

Common Name

English

QUERCETAGETIN [INCI]

Common Name

English

2-(3,4-DIHYDROXYPHENYL)-3,5,6,7-TETRAHYDROXY-4H-1-BENZOPYRAN-4-ONE

Systematic Name

English

4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-3,5,6,7-TETRAHYDROXY-

Systematic Name

English

6-HYDROXYQUERCETIN

Common Name

English

3,3',4',5,6,7-HEXAHYDROXYFLAVONE

Systematic Name

English

Code System Code Type Description

NSC

115916