isoquercetin
isoquercetin, enzymatically modified
 
Notes:
None found
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3-[(2S,3R,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one (Click)
CAS Number: 21637-25-2Picture of molecule
ECHA EINECS - REACH Pre-Reg: 244-488-5
FDA UNII: 0YX10VRV6J
Nikkaji Web: J11.252F
Beilstein Number: 0100989
MDL: MFCD00017746
XlogP3-AA: 0.40 (est)
Molecular Weight: 464.38080000
Formula: C21 H20 O12
NMR Predictor: Predict (works with chrome or firefox)
Category: antioxidants and preservatives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 220 alpha-Glycosyl isoquercitrin View-notice PDF
FEMA Number: 4225  isoquercetin, enzymatically modified
FDA Mainterm: ISOQUERCITRIN, ENZYMATICALLY MODIFIED
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Physical Properties:
Appearance: white to dark yellow powder (est)
Assay: 97.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 226.00 to  228.00 °C. @ 760.00 mm Hg
Boiling Point: 916.00 to  917.00 °C. @ 760.00 mm Hg
Flash Point: 612.00 °F. TCC ( 322.22 °C. )
logP (o/w): 0.049 (est)
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage: refrigerate in tightly sealed containers.
Soluble in:
 alcohol
 water, slightly
 water, 5581 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
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Suppliers:
BOC Sciences
For experimental / research use only.
isoQuercetin >98%
Santa Cruz Biotechnology
For experimental / research use only.
Quercetin 3-β-D-glucoside
Sigma-Aldrich
For experimental / research use only.
isoQuercetin European Pharmacopoeia (EP) Reference Standard
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 22 - Do not breath dust.
S 24/25 - Avoid contact with skin and eyes.
S 36 - Wear suitable protective clothing.
 
Hazards identification
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antioxidants and preservatives
Recommendation for isoquercetin usage levels up to:
 not for fragrance use.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 22. Update in publication number(s): 23
Click here to view publication 22
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): 150.00000200.00000
beverages(alcoholic): 150.00000200.00000
breakfast cereal: --
cheese: --
chewing gum: 1500.000002000.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 150.00000200.00000
fruit ices: --
gelatins / puddings: 150.00000200.00000
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 150.00000200.00000
soups: --
sugar substitutes: --
sweet sauces: --
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Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5484006
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 3-[(2S,3R,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
Chemidplus: 0021637252
RTECS: LK8960000 for cas# 21637-25-2
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References:
 3-[(2S,3R,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5484006
Pubchem (sid): 135046247
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
CHEBI: View
HMDB (The Human Metabolome Database): Search
FooDB: FDB016389
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 antioxidants 
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Occurrence (nature, food, other): note
 gossypium spp.
Search Trop  Picture
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Synonyms:
4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-
3-[[(2S,3R,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2-oxolanyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyran-4-one
3-[(2S,3R,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
2-(3,4-dihydroxyphenyl)-3-(b-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one
2-(3,4-dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one
2-(3,4-dihydroxyphenyl)-3-(beta-dextro-glucofuranosyl oxy)-5,7-dihydroxy-4H-1-benzopyran-4-one
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucofuranoside
alpha-glycosyl isoquercitrin
3,3',4',5,7-pentahydroxyflavone 3-b-D-glucofuranoside
3,3',4',5,7-pentahydroxyflavone 3-beta-D-glucofuranoside
3,3',4',5,7-pentahydroxyflavone 3-beta-dextro-glucofuranoside
 quercetin 3-β-D-glucoside
isoquercetin, enzymatically modified
isoquercitrin
isoquercitroside
 sanmelm
 trifoliin A
isotrifolin
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Articles:
PubMed: Research on the bioactivity of isoquercetin extracted from marestail on bladder cancer EJ cell and the mechanism of its occurrence.
PubMed: Persimmon (Diospyros kaki L.) leaves: a review on traditional uses, phytochemistry and pharmacological properties.
PubMed: Neuroprotective Effect of Prenylated Arylbenzofuran and Flavonoids from Morus alba Fruits on Glutamate-Induced Oxidative Injury in HT22 Hippocampal Cells.
PubMed: Bioprospecting medicinal plants for antioxidant components.
PubMed: [Study of screening nephroprotective bioactive substances based on triple-color fluorescence probes in Carthami flos].
PubMed: Identification of phenylpropanoids in fig (Ficus carica L.) leaves.
PubMed: [Study on chemical constituents from twig and leaf of Juniperus sabina].
PubMed: Induction of hepatic apolipoprotein A-I gene expression by the isoflavones quercetin and isoquercetrin.
PubMed: Comparative analysis of antioxidant activity and functional components of the ethanol extract of lotus (Nelumbo nucifera) from various growing regions.
PubMed: Unconventional approaches to the prevention of cancer associated thrombosis.
PubMed: Flavonoids from tartary buckwheat induce G2/M cell cycle arrest and apoptosis in human hepatoma HepG2 cells.
PubMed: Antiplatelet Activity of Morus alba Leaves Extract, Mediated via Inhibiting Granule Secretion and Blocking the Phosphorylation of Extracellular-Signal-Regulated Kinase and Akt.
PubMed: Thiol isomerases in thrombus formation.
PubMed: Estimation of flavoniods, antimicrobial, antitumor and anticancer activity of Carissa opaca fruits.
PubMed: Rosmarinic Acid and Its Methyl Ester as Antimicrobial Components of the Hydromethanolic Extract of Hyptis atrorubens Poit. (Lamiaceae).
PubMed: Flavonoids with α-glucosidase inhibitory activities and their contents in the leaves of Morus atropurpurea.
PubMed: Isoquercetin protects cortical neurons from oxygen-glucose deprivation-reperfusion induced injury via suppression of TLR4-NF-кB signal pathway.
PubMed: First identification of α-glucosidase inhibitors from okra (Abelmoschus esculentus) seeds.
PubMed: Antioxidant and α-glucosidase inhibitory activities of cucurbit fruit vegetables and identification of active and major constituents from phenolic-rich extracts of Lagenaria siceraria and Sechium edule.
PubMed: Simultaneous HPLC quantitative analysis of active compounds in leaves of Moringa oleifera Lam.
PubMed: Cytotoxic evaluation of Melia azedarach in comparison with, Azadirachta indica and its phytochemical investigation.
PubMed: Anti-H5N1 virus flavonoids from Capparis sinaica Veill.
PubMed: Syzygium cumini (L.) Skeels: a review of its phytochemical constituents and traditional uses.
PubMed: Simultaneous Determination of Crypto-Chlorogenic Acid, Isoquercetin, and Astragalin Contents in Moringa oleifera Leaf Extracts by TLC-Densitometric Method.
PubMed: [Analysis of fingerprint and bioactive components of Bidens biternata by HPLC].
PubMed: The environmental and human effects of ptaquiloside-induced enzootic bovine hematuria: a tumorous disease of cattle.
PubMed: 1,25-Dihydroxyvitamin D3-glycoside of herbal origin exhibits delayed release pharmacokinetics when compared to its synthetic counterpart.
PubMed: Complete 1H NMR spectral analysis of ten chemical markers of Ginkgo biloba.
PubMed: Chemical composition of currant seed extracts and their protective effect on human lymphocytes DNA.
PubMed: Palynological origin, phenolic content, and antioxidant properties of honeybee-collected pollen from Bahia, Brazil.
PubMed: Flavonoid compounds identified in Alchemilla L. species collected in the north-eastern Black Sea region of Turkey.
PubMed: Antidiabetic activity of isoquercetin in diabetic KK -Ay mice.
PubMed: Synthesis and antiviral activity of substituted quercetins.
PubMed: Enzymatic Synthesis of the Flavone Glucosides, Prunin and Isoquercetin, and the Aglycones, Naringenin and Quercetin, with Selective α-L-Rhamnosidase and β-D-Glucosidase Activities of Naringinase.
PubMed: Chemical composition and antioxidant activities of extracts from Apocyni Veneti Folium.
PubMed: The acute effect of ingesting a quercetin-based supplement on exercise-induced inflammation and immune changes in runners.
PubMed: Effect of mixed flavonoids, n-3 fatty acids, and vitamin C on oxidative stress and antioxidant capacity before and after intense cycling.
PubMed: Hepatoprotective effects of methanol extract of Carissa opaca leaves on CCl4-induced damage in rat.
PubMed: [Simultaneous determination of six flavonoids in Apocynum venetum by HPLC].
PubMed: A new ursane-type triterpenoid glycoside from Centella asiatica leaves modulates the production of nitric oxide and secretion of TNF-α in activated RAW 264.7 cells.
PubMed: Comprehensive separation and identification of chemical constituents from Apocynum venetum leaves by high-performance counter-current chromatography and high performance liquid chromatography coupled with mass spectrometry.
PubMed: Phenolic-containing organic extracts of mulberry (Morus alba L.) leaves inhibit HepG2 hepatoma cells through G2/M phase arrest, induction of apoptosis, and inhibition of topoisomerase IIα activity.
PubMed: Inhibition of influenza virus replication by plant-derived isoquercetin.
PubMed: Solvent gradient elution for comprehensive separation of constituents with wide range of polarity in Apocynum venetum leaves by high-speed counter-current chromatography.
PubMed: Comparative evaluation of quercetin, isoquercetin and rutin as inhibitors of alpha-glucosidase.
PubMed: Phenylpropanoid glycosides from Heterosmilax erythrantha and their antioxidant activity.
PubMed: Effects of quercetin and EGCG on mitochondrial biogenesis and immunity.
PubMed: Study on the interaction between 3 flavonoid compounds and alpha-amylase by fluorescence spectroscopy and enzymatic kinetics.
PubMed: Simultaneous determination of seven active flavonols in the flowers of Abelmoschus manihot by HPLC.
PubMed: Level of catechin, myricetin, quercetin and isoquercitrin in buckwheat (Fagopyrum esculentum Moench), changes of their levels during vegetation and their effect on the growth of selected weeds.
PubMed: Cellular reactive oxygen species inhibitory constituents of Hypericum thasium Griseb.
PubMed: Flavonoids in onion cultivars (Allium cepa L.).
PubMed: Calpain inhibitory flavonoids isolated from Orostachys japonicus.
PubMed: [Chemical constituents of flavonoids from Apocynum venetum].
PubMed: In vitro activity of uva-ursi against cytochrome P450 isoenzymes and P-glycoprotein.
PubMed: [Isolation and preparation of flavonoids from the leaves of Nelumbo nucifera Gaertn by preparative reversed-phase high performance liquid chromatography].
PubMed: Quantitative phytochemical analyses of six hypericum species growing in slovenia.
PubMed: Determining the binding affinities of phenolic compounds to proteins by quenching of the intrinsic tryptophan fluorescence.
PubMed: Binding of selected phenolic compounds to proteins.
PubMed: [Quantitative analysis of active substances in St. John's wort (Hypericum perforatum L.) by the high performance liquid chromatography method].
PubMed: Constituents of the underground parts of Glehnia littoralis.
PubMed: [Oxyanthraquinones and flavonoids from garland chrysanthenum].
PubMed: Hepatoprotective effect of Apocynum venetum and its active constituents.
PubMed: Quercetin glycosides in Psidium guajava L. leaves and determination of a spasmolytic principle.
PubMed: Different properties of monomer and heterodimer forms of phosphatidylinositol 3-kinases.
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