EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

myricitrin
flavone,3,3',4',5,5',7-hexahydroxy-,3-rhamnoside

Supplier Sponsors

CAS Number: 17912-87-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:241-856-7
FDA UNII: 5Z0ZO61WPJ
MDL:MFCD00016930
XlogP3-AA:0.50 (est)
Molecular Weight:464.38080000
Formula:C21 H20 O12
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavoring agents
 
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
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:2207 myricitrin
FEMA Number:4491 myricitrin
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):17912-87-7 ; MYRICITRIN
 
Physical Properties:
Appearance:light yellow powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 197.00 to 199.00 °C. @ 760.00 mm Hg
Boiling Point: 895.00 to 897.00 °C. @ 760.00 mm Hg
Flash Point: 600.00 °F. TCC ( 315.56 °C. )
logP (o/w): -0.832 (est)
Soluble in:
 water, 2195 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antioxidants
skin protecting agents
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Myricitrin 98%
BOC Sciences
For experimental / research use only.
Myricitrin
Coompo
For experimental / research use only.
Myricitrin from Plants ≥96%
ExtraSynthese
For experimental / research use only.
Myricitrin (HPLC) ≥99%
Penta International
MYRICITRIN
Sigma-Aldrich: Sigma
For experimental / research use only.
Myricitrin ≥99.0% (HPLC)
sds
TCI AMERICA
For experimental / research use only.
Myricitrin >98.0%(HPLC)
sds
 
Safety Information:
Preferred SDS: View
 
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
 
Safety in Use Information:
Category:
flavoring agents
Recommendation for myricitrin 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: 24
Click here to view publication 24
 average usual ppmaverage maximum ppm
baked goods: 10.0000030.00000
beverages(nonalcoholic): 10.0000030.00000
beverages(alcoholic): 10.0000030.00000
breakfast cereal: --
cheese: --
chewing gum: 100.00000150.00000
condiments / relishes: --
confectionery froastings: 10.0000030.00000
egg products: --
fats / oils: 10.0000030.00000
fish products: --
frozen dairy: 10.0000030.00000
fruit ices: 10.0000030.00000
gelatins / puddings: 10.0000030.00000
granulated sugar: --
gravies: --
hard candy: 10.0000030.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: 10.0000030.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: 10.0000030.00000
soft candy: 10.0000030.00000
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5352000
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
Chemidplus:0017912877
 
References:
 5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5352000
Pubchem (sid):135030046
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEMBL:View
KEGG (GenomeNet):C10108
HMDB (The Human Metabolome Database):HMDB34360
FooDB:FDB012726
Export Tariff Code:2938.90.0000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 acacia confusa
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 acacia mearnsii
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 chrysophyllum cainito
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 desmanthus illinoensis
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 hazelnut bark
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 hazelnut leaf
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 lysimachia nummularia
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 manilkara zapota cv.tikal
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 myrtle southern wax myrtle root bark
Search Trop Picture
 walnut black walnut fruit
Search Trop Picture
 
Synonyms:
4H-1-benzopyran-4-one,3-[(6-deoxy-a-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-
5,7-dihydro-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl 6-deoxy-alpha-L-rhamnopyranoside
5,7-dihydro-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl 6-deoxy-alpha-laevo-rhamnopyranoside
5,7-dihydroxy-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-(3,4,5-trihydroxy-phenyl)-1-benzopyran-4-one
5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
 flavone,3,3',4',5,5',7-hexahydroxy-,3-rhamnoside
3,3',4',5,5',7-hexahydroxyflavone 3-rhamnoside
 myricetin 3-o-alpha-L-rhamnopyranoside
 myricetin 3-o-alpha-L-rhamnoside
 myricetin 3-O-rhamnoside
 myricetin 3-ortho-alpha-L-rhamnopyranoside
 myricetin 3-ortho-alpha-L-rhamnoside
 myricetin 3-ortho-alpha-laevo-rhamnopyranoside
 myricetin 3-ortho-alpha-laevo-rhamnoside
 myricetin 3-rhamnoside
 myricetol 3-rhamnoside
 myricitroside
 

Articles:

PubMed:Protective effects of myricitrin against osteoporosis via reducing reactive oxygen species and bone-resorbing cytokines.
PubMed:A novel copigment of quercetagetin for stabilization of grape skin anthocyanins.
PubMed:Chemical components of Ardisia splendens leaves and their activity against coxsackie A16 viruses.
PubMed:Antioxidative Properties and Ability of Phenolic Compounds of Myrtus communis Leaves to Counteract In Vitro LDL and Phospholipid Aqueous Dispersion Oxidation.
PubMed:Identification of the metabolites of myricitrin produced by human intestinal bacteria in vitro using ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry.
PubMed:Decorosides A and B, cytotoxic flavonoid glycosides from the leaves of Rhododendron decorum.
PubMed:Inhibition of catechol-o-methyltransferase (COMT) by myricetin, dihydromyricetin, and myricitrin.
PubMed:A UHPLC-MS/MS method for simultaneous determination of six flavonoids, gallic acid and 5,8-dihydroxy-1,4-naphthoquinone in rat plasma and its application to a pharmacokinetic study of Cortex Juglandis Mandshuricae extract.
PubMed:Anti-influenza sesquiterpene from the roots of Reynoutria japonica.
PubMed:[Protective effect of different solvent extracts from platycladi cacumen carbonisatum on LPS-induced human umbilical vein endothelial cells damage].
PubMed:Myricitrin Alleviates Methylglyoxal-Induced Mitochondrial Dysfunction and AGEs/RAGE/NF-κB Pathway Activation in SH-SY5Y Cells.
PubMed:Amphetamine-induced appetitive 50-kHz calls in rats: a marker of affect in mania?
PubMed:Simultaneous quantification and peroxynitrite-scavenging activities of flavonoids in Polygonum aviculare L. herb.
PubMed:Myricitrin inhibits acrylamide-mediated cytotoxicity in human Caco-2 cells by preventing oxidative stress.
PubMed:Antibacterial and anti-inflammatory effects of Syzygium jambos L. (Alston) and isolated compounds on acne vulgaris.
PubMed:Oral administration of the flavonoid myricitrin prevents dextran sulfate sodium-induced experimental colitis in mice through modulation of PI3K/Akt signaling pathway.
PubMed:[Protect effects and the underlying mechanisms of myricitrin against vascular endothelial cells apoptosis induced by oxidative stress].
PubMed:Myricitrin protects against peroxynitrite-mediated DNA damage and cytotoxicity in astrocytes.
PubMed:[Phenolic constituents of Ampelopsis grossedentata from zhangjiajie].
PubMed:Flavonoid constituents in the leaves of Myrica rubra sieb. et zucc. with anti-inflammatory activity.
PubMed:Study of the interaction of salmon sperm DNA with myricitrin-CPB based on the enhanced resonance light scattering signal and its potential application.
PubMed:Inhibitory effects of myricitrin on oxidative stress-induced endothelial damage and early atherosclerosis in ApoE-/- mice.
PubMed:Modeling anti-allergic natural compounds by molecular topology.
PubMed:A new anti-inflammatory triterpene saponin isolated from Anabasis setifera.
PubMed:Inhibition effects and induction of apoptosis of flavonoids on the prostate cancer cell line PC-3 in vitro.
PubMed:Anti-inflammatory and antinociceptive activities of Campomanesia adamantium.
PubMed:Identification of flavonoids and flavonoid rhamnosides from Rhododendron mucronulatum for. albiflorum and their inhibitory activities against aldose reductase.
PubMed:Diarylheptanoid sulfates and related compounds from Myrica rubra bark.
PubMed:Inhibitory effect of carob (Ceratonia siliqua) leaves methanolic extract on Listeria monocytogenes.
PubMed:Chemical constituents of Indonesian plant Protium javanicum Burm. f. and their antifeedant activities against Coptotermes formosanus Shiraki.
PubMed:Anti-inflammatory activity of Pistacia khinjuk in different experimental models: isolation and characterization of its flavonoids and galloylated sugars.
PubMed:Inhibitory effects of constituents from Euphorbia lunulata on differentiation of 3T3-L1 cells and nitric oxide production in RAW264.7 cells.
PubMed:Antioxidant flavonol glycosides from Elaeocarpus serratus and Filicium decipiens.
PubMed:Triterpene hexahydroxydiphenoyl esters and a quinic acid purpurogallin carbonyl ester from the leaves of Castanopsis fissa.
PubMed:Myricitrin, a nitric oxide and protein kinase C inhibitor, exerts antipsychotic-like effects in animal models.
PubMed:Differential phenolic profiles in six African savanna woody species in relation to antiherbivore defense.
PubMed:Ultrasound-assisted extraction of phenolic antioxidants from Acacia confusa flowers and buds.
PubMed:Anti-allergic effect of the flavonoid myricitrin from Myrica rubra leaf extracts in vitro and in vivo.
PubMed:Further antinociceptive effects of myricitrin in chemical models of overt nociception in mice.
PubMed:The diarylheptanoid (+)-aR,11S-myricanol and two flavones from bayberry (Myrica cerifera) destabilize the microtubule-associated protein tau.
PubMed:Structure-activity relationship of flavonoids derived from medicinal plants in preventing methylmercury-induced mitochondrial dysfunction.
PubMed:Isoquercitrin is the most effective antioxidant in the plant Thuja orientalis and able to counteract oxidative-induced damage to a transformed cell line (RGC-5 cells).
PubMed:Assessment of DNA damage induced by extracts, fractions and isolated compounds of Davilla nitida and Davilla elliptica (Dilleniaceae).
PubMed:Two new C-glucosyl benzoic acids and flavonoids from Mallotus nanus and their antioxidant activity.
PubMed:Simultaneous determination of myricitrin, hyperin, quercitroside, and quercetin in Folium Rhododendri Micranthi by RP-HPLC.
PubMed:The flavonoid glycosides, myricitrin, gossypin and naringin exert anxiolytic action in mice.
PubMed:Polyphenolic profile and bioactivity study of Oenothera speciosa Nutt. aerial parts.
PubMed:Free radical scavenging and antielastase activities of flavonoids from the fruits of Thuja orientalis.
PubMed:Inhibitory effect of Myrica bark on lipase activity in mouse plasma and gastrointestinal tract.
PubMed:[Studies on chemical constituents of Heliciopsis lobata II].
PubMed:Cytotoxic chalcones and antioxidants from the fruits of a Syzygium samarangense (Wax Jambu).
PubMed:In vitro activity of uva-ursi against cytochrome P450 isoenzymes and P-glycoprotein.
PubMed:Myricitrin as a substrate and inhibitor of myeloperoxidase: implications for the pharmacological effects of flavonoids.
PubMed:Phytochemical investigation and hepatoprotective activity of Cupressus sempervirens L. leaves growing in Egypt.
PubMed:Involvement of p38MAPK on the antinociceptive action of myricitrin in mice.
PubMed:Crotogossamide, a cyclic nonapeptide from the latex of Croton gossypifolius.
PubMed:Preventive effects of a flavonoid myricitrin on the formation of azoxymethane-induced premalignant lesions in colons of rats.
PubMed:Antinociceptive action of myricitrin: involvement of the K+ and Ca2+ channels.
PubMed:Flavonoids from the flower of Rhododendron yedoense var. poukhanense and their antioxidant activities.
PubMed:Anti-allodynic property of flavonoid myricitrin in models of persistent inflammatory and neuropathic pain in mice.
PubMed:Antioxidant galloylated flavonol glycosides from Calliandra haematocephala.
PubMed:Influence of different phenolic copigments on the color of malvidin 3-glucoside.
PubMed:[Studies on antiviral constituents in stems and leaves of Pithecellibium clypearia].
PubMed:Potential polyphenol markers of phase change in apple (Malus domestica).
PubMed:Enzymatic production of highly soluble myricitrin glycosides using beta-galactosidase.
PubMed:Inhibition of thyroid peroxidase by Myrcia uniflora flavonoids.
PubMed:Studies on nepalese crude drugs. XXVIII. Chemical constituents of Bhote Khair, the underground parts of Eskemukerjea megacarpum HARA.
PubMed:Analysis of the antinociceptive effect of the flavonoid myricitrin: evidence for a role of the L-arginine-nitric oxide and protein kinase C pathways.
PubMed:Transepithelial permeability of myricitrin and its degradation by simulated digestion in human intestinal Caco-2 cell monolayer.
PubMed:Flavonoids from the leaves of Litsea japonica and their anti-complement activity.
PubMed:Myricitrin degraded by simulated digestion inhibits oxidation of human low-density lipoprotein.
PubMed:Complement inhibiting properties of dragon's blood from Croton draco.
PubMed:[Studies on chemical constituents in herb of Polygonum orientale].
PubMed:Mitochondrial-dependent, reactive oxygen species-independent apoptosis by myricetin: roles of protein kinase C, cytochrome c, and caspase cascade.
PubMed:Myricetin inhibits matrix metalloproteinase 2 protein expression and enzyme activity in colorectal carcinoma cells.
PubMed:PTP1B inhibitors from Ardisia japonica.
PubMed:Analysis of polyphenolic antioxidants from the fruits of three pouteria species by selected ion monitoring liquid chromatography-mass spectrometry.
PubMed:Dorycnioside, a new phenylbutanone glucoside from Dorycnium pentaphyllum subsp. herbaceum.
PubMed:Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102.
PubMed:Bioactive novel polyphenols from the fruit of Manilkara zapota (Sapodilla).
PubMed:Anti-complement activity of constituents from the stem-bark of Juglans mandshurica.
PubMed:Phenolic compounds from Nymphaea odorata.
PubMed:[Studies on the chemical constituents from Ampelopsis grossedentata].
PubMed:Polyphenolic antioxidants from the fruits of Chrysophyllum cainito L. (Star Apple).
PubMed:Phytochemical and pharmacological analysis of Bauhinia microstachya (Raddi) Macbr. (Leguminosae).
PubMed:[Chemical constituents in aerial part of Ampelopsis grossedentata(Hand.-Mazz.) W.T. Wang].
PubMed:Three new flavonol malonylrhamnosides from Ribes alpinum.
PubMed:Oroxylin A inhibition of lipopolysaccharide-induced iNOS and COX-2 gene expression via suppression of nuclear factor-kappaB activation.
PubMed:[Standardization of hazel leaf].
PubMed:Japanese intake of flavonoids and isoflavonoids from foods.
PubMed:Expression of antisense chalcone synthase RNA in transgenic hybrid walnut microcuttings. Effect on flavonoid content and rooting ability.
PubMed:Flavan-3-ols isolated from some medicinal plants inhibiting COX-1 and COX-2 catalysed prostaglandin biosynthesis.
PubMed:Antidiabetic principles of natural medicines. II. Aldose reductase and alpha-glucosidase inhibitors from Brazilian natural medicine, the leaves of Myrcia multiflora DC. (Myrtaceae): structures of myrciacitrins I and II and myrciaphenones A and B.
PubMed:Isolation and characterization of Guiera senegalensis J.F.Gmel. active principles.
PubMed:Effect of myricetin and other flavonoids on the liver plasma membrane Ca2+ pump. Kinetics and structure-function relationships.
PubMed:Flavonol Glycosides from Moghania faginea.
PubMed:[Constituents of Berchemia racemosa Sieb. et Zucc].
PubMed:Inhibitory effects of flavonol glycosides on 12-O-tetradecanoylphorbol-13-acetate-induced tumor promotion.
PubMed:Preliminary pharmacological studies on Eugenia uniflora leaves: xanthine oxidase inhibitory activity.
PubMed:Fast atom bombardment and tandem mass spectrometry for structure determination of steroid and flavonoid glycosides.
PubMed:Inhibition of the mutagenicity of bay-region diol-epoxides of polycyclic aromatic hydrocarbons by phenolic plant flavonoids.
PubMed:Inhibition of human lens aldose reductase by flavonoids, sulindac and indomethacin.
PubMed:Comparative mutagenesis of plant flavonoids in microbial systems.
PubMed:Flavonoids as inhibitors of lens aldose reductase.
PubMed:Isolation of myricadiol, myricitrin, taraxerol, and taraxerone from Myrica cerifera L. root bark.
PubMed:Metabolism of myricetin and related compounds in the rat. Metabolite formation in vivo and by the intestinal microflora in vitro.
PubMed:Metabolism of myricitrin and 3,4,5-trihydroxyphenylacetic acid.
PubMed:[Research on flavone heterosides: kaempferol-3-rhamnoglucoside, myricitrin, linarine, saponarine].
PubMed:The origins of tannins and flavonoids in black-wattle barks and heartwoods, and their associated "non-tannin" components.
PubMed:[ON THE FLAVONOIDS OF CAESALPINIA PULCHERRIMA SW: ISOLATION OF A FLAVONOSIDE IDENTIFIED AS MYRICITROSIDE].
 
Notes:
Isolated from root bark of Myrica cerifera L.. isolated from root bark of myrica cerifera l.. Myricitrin is a chemical compound. It can be isolated from the root bark of Myrica cerifera (Bayberry, a small tree native to North America).
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