quercetagetin

4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxy- (9CI)

CAS: 90-18-6 C15 H10 O8 MW: 318.23830000

Identification

Namequercetagetin
IUPAC2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxychromen-4-one
CAS Number90-18-6
EINECS201-973-6
FDA UNIISV68G507VO
Molecular FormulaC15 H10 O8
Molecular Weight318.23830000
MDL NumberMFCD00017428
Nikkaji NumberJ10.601A
XlogP31.20 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 732.40 °C. @ 760.00 mm Hg (est)
Flash Point 537.00 °F. TCC ( 280.40 °C. ) (est)
logP (o/w) 2.230 (est)
Soluble in water, 2234 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for quercetagetin usage levels up tonot for fragrance use.
Recommendation for quercetagetin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

orange fruit juice

Synonyms

4H-1- benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxy- (9CI) 2-(3,4- dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4-benzopyrone 2-(3,4- dihydroxyphenyl)-3,5,6,7-tetrahydroxychromen-4-one flavone, 3,3',4',5,6,7-hexahydroxy- (8CI) 3,3',4',5,6,7- hexahydroxyflavone 3,5,6,7,3',4'- hexahydroxyflavone PubMed: eNOS-JNK1-AR signaling pathway mediates deltamethrin-induced germ cells apoptosis in testes of adult rats. PubMed: Plant-Derived Flavones as Inhibitors of Aurora B Kinase and Their Quantitative Structure-Activity Relationships. PubMed: Discovery of lesser known flavones as inhibitors of NF-κB signaling in MDA-MB-231 breast cancer cells--A SAR study. PubMed: Inhibition of RNA binding to hepatitis C virus RNA-dependent RNA polymerase: a new mechanism for antiviral intervention. PubMed: A novel copigment of quercetagetin for stabilization of grape skin anthocyanins. PubMed: A nicotinic receptor-mediated anti-inflammatory effect of the flavonoid rhamnetin in BV2 microglia. PubMed: Quercetagetin inhibits macrophage-derived chemokine in HaCaT human keratinocytes via the regulation of signal transducer and activator of transcription 1, suppressor of cytokine signalling 1 and transforming growth factor-β1. PubMed: New thiophene and flavonoid from Tagetes minuta leaves growing in Saudi Arabia. PubMed: Appraisal of biological activities and identification of phenolic compound of African marigold (Tagetes erecta) flower extract. PubMed: Quantitative determination of phenolic compounds by UHPLC-UV-MS and use of partial least-square discriminant analysis to differentiate chemo-types of Chamomile/Chrysanthemum flower heads. PubMed: Anti-Inflammatory Effect of Quercetagetin, an Active Component of Immature Citrus unshiu, in HaCaT Human Keratinocytes. PubMed: Sourcing the affinity of flavonoids for the glycogen phosphorylase inhibitor site via crystallography, kinetics and QM/MM-PBSA binding studies: comparison of chrysin and flavopiridol. PubMed: Structural and functional analysis of the natural JNK1 inhibitor quercetagetin. PubMed: Eight flavonoids and their potential as inhibitors of human cytomegalovirus replication. PubMed: Influences of four different light-emitting diode lights on flowering and polyphenol variations in the leaves of chrysanthemum (Chrysanthemum morifolium). PubMed: Inhibition of Pim-1 attenuates the proliferation and migration in nasopharyngeal carcinoma cells. PubMed: Isolation of a new phlorotannin, a potent inhibitor of carbohydrate-hydrolyzing enzymes, from the brown alga Sargassum patens. PubMed: HPLC-ESIMS(n) profiling, isolation, structural elucidation, and evaluation of the antioxidant potential of phenolics from Paepalanthus geniculatus. PubMed: Antioxidant and cytotoxic flavonols from Calotropis procera. PubMed: ISOLATION OF FIVE BIOACTIVE COMPONENTS FROM EUPATORIUM ADENOPHORUM SPRENG USING STEPWISE ELUTION BY HIGH-SPEED COUNTER-CURRENT CHROMATOGRAPHY. PubMed: Investigation into the antioxidant activity and chemical composition of alcoholic extracts from defatted marigold (Tagetes erecta L.) residue. PubMed: Isolation and identification of an antioxidant flavonoid compound from citrus-processing by-product. PubMed: Use of countercurrent chromatography during isolation of 6-hydroxyluteolin-7-O-β-glucoside, a major antioxidant of Athrixia phylicoides. PubMed: Activation of a non-genomic Pim-1/Bad-Pser75 module is required for an efficient pro-survival effect of Bcl-xL induced by androgen in LNCaP cells. PubMed: The membrane transport of flavonoids from Crossostephium chinense across the Caco-2 monolayer. PubMed: Binding of protein kinase inhibitors to synapsin I inferred from pair-wise binding site similarity measurements. PubMed: The flavonoids luteolin and quercetagetin inhibit lipoteichoic acid actions on H9c2 cardiomyocytes. PubMed: Antioxidant effects of Glechoma hederacea as a food additive. PubMed: [Bioactivity guided isolation of alpha-glucosidase inhibitor from whole herbs of Crossostephium chinense]. PubMed: [Effects of chemical constituents of Crossostephium chinense on insulin secretion in rat islets in vitro]. PubMed: Transcriptional regulation of Pim-1 kinase in vascular smooth muscle cells and its role for proliferation. PubMed: Free radical scavengers and antioxidants from Tagetes mendocina. PubMed: Structure-activity relationships of flavonoids as potential inhibitors of glycogen phosphorylase. PubMed: Biochemical and structural analysis of substrate promiscuity in plant Mg2+-dependent O-methyltransferases. PubMed: The effect of flavonoids on transduction mechanisms in lipopolysaccharide-treated human gingival fibroblasts. PubMed: Effects of various methoxyflavones on vincristine uptake and multidrug resistance to vincristine in P-gp-overexpressing K562/ADM cells. PubMed: Structure-activity relationship of flavonoids for inhibition of epidermal growth factor-induced transformation of JB6 Cl 41 cells. PubMed: Characterization of a potent and selective small-molecule inhibitor of the PIM1 kinase. PubMed: Determination of polymethoxylated flavones in peels of selected Jamaican and Mexican citrus (Citrus spp.) cultivars by high-performance liquid chromatography. PubMed: [Studies on the flavonoids from whole herbs of Seriphidium terrae-albae]. PubMed: Antifungal and antibacterial activities of Mexican tarragon (Tagetes lucida). PubMed: Acylated quercetagetin glycosides with antioxidant activity from Tagetes maxima. PubMed: Identification of radical scavenging compounds in Rhaponticum carthamoides by means of LC-DAD-SPE-NMR. PubMed: Vasorelaxing effects of flavonoids: investigation on the possible involvement of potassium channels. PubMed: Kinetic study of flavonoid reactions with stable radicals. PubMed: G2-M arrest and antimitotic activity mediated by casticin, a flavonoid isolated from Viticis Fructus (Vitex rotundifolia Linne fil.). PubMed: Variations in lipophilic and vacuolar flavonoids among European Pulicaria species. PubMed: Identification of lipophilic flavones and flavonols by comparative HPLC, TLC and UV spectral analysis. PubMed: The role of lipophilic and polar flavonoids in the classification of temperate members of the Anthemideae. PubMed: Geographical variation in the surface flavonoids of Pulicaria dysenterica. PubMed: The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties. PubMed: Protective effect of flavonoids on endothelial cells against linoleic acid hydroperoxide-induced toxicity. PubMed: Antioxidant and pro-oxidant actions of flavonoids: effects on DNA damage induced by nitric oxide, peroxynitrite and nitroxyl anion. PubMed: Inhibition of tomato bushy stunt virus infection using a quercetagetin flavonoid isolated from Centaurea rupestris L. PubMed: Antimicrobial activity of flavonoids from leaves of Tagetes minuta. PubMed: HIV-1 integrase pharmacophore: discovery of inhibitors through three-dimensional database searching. PubMed: A biologically active lipophilic flavonol from Tanacetum parthenium. PubMed: Influence of anti-inflammatory flavonoids on degranulation and arachidonic acid release in rat neutrophils. PubMed: Cytotoxic terpenoids and flavonoids from Artemisia annua. PubMed: Effects of flavonoids on Naja naja and human recombinant synovial phospholipases A2 and inflammatory responses in mice. PubMed: New Flavonoid Glycosides from Arnicae Flos DAB 91. PubMed: Site-specific DNA cleavage by mammalian DNA topoisomerase II induced by novel flavone and catechin derivatives. PubMed: Inhibition of rat lens aldose reductase by quercetagetin and patuletin. PubMed: Anti-inflammatory activity and inhibition of arachidonic acid metabolism by flavonoids. PubMed: Mechanisms of inhibition of various cellular DNA and RNA polymerases by several flavonoids. PubMed: Differential inhibitory effects of various flavonoids on the activities of reverse transcriptase and cellular DNA and RNA polymerases. PubMed: Inhibition of sheep platelet arachidonate metabolism by flavonoids from Spanish and Indian medicinal herbs. PubMed: C18 solid-phase isolation and high-performance liquid chromatography/ultraviolet diode array determination of fully methoxylated flavones in citrus juices. PubMed: Screening of the influence of flavonoids on lipoxygenase and cyclooxygenase activity, as well as on nonenzymic lipid oxidation. PubMed: Inhibition of mitochondrial respiration and production of toxic oxygen radicals by flavonoids. A structure-activity study. PubMed: The flavonoids of Parthenium L. PubMed: Flavonols: pigments responsible for ultraviolet absorption in nectar guide of flower. PubMed: Quercetagetin 3,6-dimethyl ether.