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Category:antioxidants
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 687.60 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 508.00 °F. TCC ( 264.20 °C. ) (est)
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| logP (o/w): | 0.950 |
| Soluble in: |
| | water, 2.203e+004 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
| |
| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intraperitoneal-mouse LD50 985 mg/kg
Russian Pharmacology and Toxicology Vol. 38, Pg. 213, 1975.
intraperitoneal-rat LD50 1200 mg/kg
Japanese Journal of Pharmacology. Vol. 21, Pg. 377, 1971.
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | antioxidants |
| Recommendation for dihydroquercetin usage levels up to: | | | not for fragrance use.
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| Recommendation for dihydroquercetin flavor usage levels up to: |
| | not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
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Scientific Opinion on taxifolin-rich extract from Dahurian Larch (Larix gmelinii)
View page or View pdf
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Statement on the safety of taxifolin-rich extract from Dahurian Larch (Larix gmelinii)
View page or View pdf
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| EPI System: View |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):480-18-2 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :10185 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one |
| Chemidplus:0000480182 |
References:
| | (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 10185 |
| Pubchem (sid): | 134974339 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 4H-1- | benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy- | | 4H-1- | benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)- | | 4H-1- | benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R)- | | (2R,3R)- | dihydroquercetin | | (2R-trans)-2-(3,4- | dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone | | (2R)-2-(3,4- | dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one | | (2R)-2-(3,4- | dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one | | | flavanone, 3,3',4',5,7-pentahydroxy- | | | flavone, 2,3-dihydro-3,3',4',5,7-pentahydroxy- | | 3,3',4',5,7- | pentahydroxyflavanone | | | quercetin, dihydro- | | | taxifolin | | | taxifoliol |
Articles:
| PubMed:Phenolic Composition of Vinegars over an Accelerated Aging Process Using Different Wood Species (Acacia, Cherry, Chestnut, and Oak): Effect of Wood Toasting. |
| PubMed:Metmyoglobin reduction by polyphenols and mechanism of the conversion of metmyoglobin to oxymyoglobin by quercetin. |
| PubMed:New highly in vitro antioxidative 3,8″-linked Biflav(an)ones and Flavanone-C-glycosides from Garcinia buchananii stem bark. |
| PubMed:Taxifolin prevents diabetic cardiomyopathy in vivo and in vitro by inhibition of oxidative stress and cell apoptosis. |
| PubMed:In vitro study on the antioxidant activity of a polyphenol-rich extract from Pinus brutia bark and its fractions. |
| PubMed:Profiling polyphenols of two diploid strawberry (Fragaria vesca) inbred lines using UHPLC-HRMS(n.). |
| PubMed:Phenolic profile, antioxidant activity and palynological analysis of stingless bee honey from Amazonas, Northern Brazil. |
| PubMed:Enzyme-assisted extraction of cactus bioactive molecules under high hydrostatic pressure. |
| PubMed:Site-specific inhibitory mechanism for amyloid β42 aggregation by catechol-type flavonoids targeting the Lys residues. |
| PubMed:Structure-activity relationship for (+)-taxifolin isolated from silymarin as an inhibitor of amyloid β aggregation. |
| PubMed:Dihydroquercetin (DHQ) induced HO-1 and NQO1 expression against oxidative stress through the Nrf2-dependent antioxidant pathway. |
| PubMed:Structure selective complexation of cyclodextrins with five polyphenols investigated by capillary electrokinetic chromatography. |
| PubMed:Quantification of flavonoids in black rice by liquid chromatography-negative electrospray ionization tandem mass spectrometry. |
| PubMed:Production, composition and toxicology studies of Enzogenol® Pinus radiata bark extract. |
| PubMed:Picea mariana bark: a new source of trans-resveratrol and other bioactive polyphenols. |
| PubMed:The influence of flavonoids on the binding of pantoprazole to bovine serum albumin by spectroscopic methods: with the viewpoint of food/drug interference. |
| PubMed:Flavonoid deactivation of excited state flavins: reaction monitoring by mass spectrometry. |
| PubMed:Chemical composition of currant seed extracts and their protective effect on human lymphocytes DNA. |
| PubMed:Cloning, characterization, and activity analysis of a flavonol synthase gene FtFLS1 and its association with flavonoid content in tartary buckwheat. |
| PubMed:Chemical interaction between polyphenols and a cysteinyl thiol under radical oxidation conditions. |
| PubMed:A theoretical study on cellular antioxidant activity of selected flavonoids. |
| PubMed:Chemical constituents comparison between Rhizoma Smilacis Glabrae and Rhizoma Smilacis Chinae by HPLC-DAD-MS/MS. |
| PubMed:Development of HPLC fingerprint for species differentiation and quality assessment of Rhizoma Smilacis Glabrae. |
| PubMed:Structural and quantitative analysis of antioxidant and low-density lipoprotein-antioxidant flavonoids from the grains of sugary rice. |
| PubMed:New anthocyanidin and anthocyanin pigments from blue plumbago. |
| PubMed:Isolation and structure elucidation of highly antioxidative 3,8″-linked biflavanones and flavanone-C-glycosides from Garcinia buchananii bark. |
| PubMed:Investigation of flavonoids bearing different substituents on ring C and their cu2+ complex binding with bovine serum albumin: structure-affinity relationship aspects. |
| PubMed:Phenolic tyrosinase inhibitors from the stems of Cudrania cochinchinensis. |
| PubMed:Investigation on the interaction between ilaprazole and bovine serum albumin without or with different C-ring flavonoids from the viewpoint of food-drug interference. |
| PubMed:Structure and function of the oxidation products of polyphenols and identification of potent lipoxygenase inhibitors from Fe-catalyzed oxidation of resveratrol. |
| PubMed:Phenolic composition of Malbec grape skins and seeds from Valle de Uco (Mendoza, Argentina) during ripening. Effect of cluster thinning. |
| PubMed:Pharmacology in health foods: improvement of vascular endothelial function by French maritime pine bark extract (Flavangenol). |
| PubMed:Flavonoid Glycosides from the Seeds of Litchi chinensis. |
| PubMed:Stability of Pycnogenol® as an ingredient in fruit juices subjected to in vitro gastrointestinal digestion. |
| PubMed:Development of capillary electrophoresis fingerprint for quality control of rhizoma Smilacis Glabrae. |
| PubMed:Characterization of a Vitis vinifera cv. Cabernet Sauvignon 3',5'-O-methyltransferase showing strong preference for anthocyanins and glycosylated flavonols. |
| PubMed:Depsides and other polar constituents from Origanum dictamnus L. and their in vitro antimicrobial activity in clinical strains. |
| PubMed:Phenolic compounds in cherry ( Prunus avium ) heartwood with a view to their use in cooperage. |
| PubMed:Effects of phenolic compounds on the browning of cooked barley. |
| PubMed:Chromatographic fingerprint analysis of Pycnogenol dietary supplements. |
| PubMed:Permeation of astilbin and taxifolin in Caco-2 cell and their effects on the P-gp. |
| PubMed:HPLC-DAD-ESI-MS/MS analysis and antioxidant activities of nonanthocyanin phenolics in mulberry (Morus alba L.). |
| PubMed:Differential effects of dietary flavonoids on reactive oxygen and nitrogen species generation and changes in antioxidant enzyme expression induced by proinflammatory cytokines in Chang Liver cells. |
| PubMed:Onions: a source of unique dietary flavonoids. |
| PubMed:Identification and quantification of flavonoids of Mexican oregano (Lippia graveolens) by LC-DAD-ESI/MS analysis. |
| PubMed:Kinetic model for the antiradical activity of the isolated p-catechol group in flavanone type structures using the free stable radical 2,2-diphenyl-1-picrylhydrazyl as the antiradical probe. |
| PubMed:Effects of various plant polyphenols on bladder carcinogen benzidine-induced mutagenicity. |
| PubMed:Small branches of olive tree: a source of biophenols complementary to olive leaves. |
| PubMed:Static-dynamic superheated liquid extraction of hydroxytyrosol and other biophenols from alperujo (a semisolid residue of the olive oil industry). |
| PubMed:HPLC-tandem mass spectrometric method to characterize resveratrol metabolism in humans. |
| PubMed:Novel transgenic rice overexpressing anthocyanidin synthase accumulates a mixture of flavonoids leading to an increased antioxidant potential. |
| PubMed:Phytochemical and nutrient composition of the freeze-dried amazonian palm berry, Euterpe oleraceae mart. (acai). |
| PubMed:An in vitro and in silico study on the flavonoid-mediated modulation of the transport of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) through Caco-2 monolayers. |
| PubMed:Newly constructed stable reporter cell lines for mechanistic studies on electrophile-responsive element-mediated gene expression reveal a role for flavonoid planarity. |
| PubMed:Isolation and structure elucidation of phenolic antioxidants from Tamarind (Tamarindus indica L.) seeds and pericarp. |
| PubMed:Effects of structure on radical-scavenging abilities and antioxidative activities of tea polyphenols: NMR analytical approach using 1,1-diphenyl-2-picrylhydrazyl radicals. |
| PubMed:Antispasmodic saponins from bulbs of red onion, Allium cepa L. var. Tropea. |
| PubMed:Induction of cancer cell apoptosis by flavonoids is associated with their ability to inhibit fatty acid synthase activity. |
| PubMed:Effects of silymarin, a natural hepatoprotector, in periparturient dairy cows. |
| PubMed:Kinetic study of flavonoid reactions with stable radicals. |
| PubMed:Effect of flavonoids on feeding preference and development of the crucifer pest Mamestra configurata Walker. |
| PubMed:Structural requirements for the flavonoid-mediated modulation of glutathione S-transferase P1-1 and GS-X pump activity in MCF7 breast cancer cells. |
| PubMed:Antioxidant activity of knotwood extractives and phenolic compounds of selected tree species. |
| PubMed:Inhibitory effects of plant-derived flavonoids and phenolic acids on malonaldehyde formation from ethyl arachidonate. |
| PubMed:Inactivation of creatine kinase induced by quercetin with horseradish peroxidase and hydrogen peroxide. pro-oxidative and anti-oxidative actions of quercetin. |
| PubMed:Study of low molecular weight phenolic compounds during the aging of sparkling wines manufactured with red and white grape varieties. |
| PubMed:Pigmentation in the developing seed coat and seedling leaves of Brassica carinata is controlled at the dihydroflavonol reductase locus. |
| PubMed:Kinetic and stoichiometric assessment of the antioxidant activity of flavonoids by electron spin resonance spectroscopy. |
| PubMed:Structure-dependent phytotoxicity of catechins and other flavonoids: flavonoid conversions by cell-free protein extracts of Centaurea maculosa (spotted knapweed) roots. |
| PubMed:Isolation and characterization of novel benzoates, cinnamates, flavonoids, and lignans from Riesling wine and screening for antioxidant activity. |
| PubMed:Phenolic composition of grape stems. |
| PubMed:Regeneration of phenolic antioxidants from phenoxyl radicals: an ESR and electrochemical study of antioxidant hierarchy. |
| PubMed:Food constituents attenuate monoamine oxidase activity and peroxide levels in C6 astrocyte cells. |
| PubMed:In vitro attenuation of nitric oxide production in C6 astrocyte cell culture by various dietary compounds. |
| PubMed:In vitro biotransformation of flavonoids by rat liver microsomes. |
| PubMed:The flavonols quercetin, rutin and morin in DNA solution: UV-vis dichroic (and mid-infrared) analysis explain the possible association between the biopolymer and a nucleophilic vegetable-dye. |
| PubMed:[Dihydroquercetin--a new antioxidant and biologically active food additive]. |
| PubMed:[Natural flavonoids as dietary antioxidants and biologically active additives]. |
| PubMed:Suppression of active oxygen-induced cytotoxicity by flavonoids. |
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3D/inchi