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

peonidin 3-monoglucoside
1-benzopyrylium, 3-(beta-d-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, chloride (1:1)

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Name:(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
CAS Number: 6906-39-4Picture of molecule3D/inchi
FDA UNII: 3419IIT8I0
MDL:MFCD00189435
Molecular Weight:498.86851000
Formula:C22 H23 Cl O11
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
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
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Peonidin-3-O-glucoside 95%
BOC Sciences
For experimental / research use only.
Peonidin 3-O-glucoside chloride
Carbosynth
For experimental / research use only.
Peonidin 3-glucoside chloride
ExtraSynthese
For experimental / research use only.
Peonidin-3-O-glucoside chloride (HPLC) ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
Peonidin 3-O-glucoside chloride ≥95%
Sigma-Aldrich
For experimental / research use only.
Peonidin 3-O-glucoside chloride
analytical standard
 
Safety Information:
 
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:
natural substances and extractives
Recommendation for peonidin 3-monoglucoside usage levels up to:
 not for fragrance use.
 
Recommendation for peonidin 3-monoglucoside flavor usage levels up to:
 not for flavor use.
 
Safety References:
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :14311152
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
Chemidplus:0006906394
 
References:
 (2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):14311152
Pubchem (sid):163639435
 
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
KEGG (GenomeNet):C12141
HMDB (The Human Metabolome Database):HMDB13689
FooDB:FDB017308
VCF-Online:VCF Volatile Compounds in Food
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 bean butter bean
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 bilberry fruit
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 bilberry leaf
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 blueberry fruit
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 corn
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 cranberry fruit
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 grape exocarp
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 grape fruit
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 grape leaf
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 grape pericarp
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 grape tissue culture
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 olive fruit
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 prunus spp
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 rubus spp.
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 rye
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 vaccinium spp.
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 wheat
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 wine red wine
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Synonyms:
1-benzopyrylium, 3-(beta-d-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, chloride (1:1)
(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
 peonidin monoglucoside
 peonidin-3-O-glucoside chloride
 

Articles:

PubMed:On the use of Ethephon as abscising agent in cv. Crimson Seedless table grape production: Combination of Fruit Detachment Force, Fruit Drop and metabolomics.
PubMed:Combined Mass Spectrometry-Based Metabolite Profiling of Different Pigmented Rice (Oryza sativa L.) Seeds and Correlation with Antioxidant Activities.
PubMed:Anthocyanins potentiate the activity of trastuzumab in human epidermal growth factor receptor 2-positive breast cancer cells in vitro and in vivo.
PubMed:Anthocyanins, phenolic acids and antioxidant properties of Juçara fruits (Euterpe edulis M.) along the on-tree ripening process.
PubMed:Antioxidative and cardioprotective properties of anthocyanins from defatted dabai extracts.
PubMed:Selective anti-proliferation of HER2-positive breast cancer cells by anthocyanins identified by high-throughput screening.
PubMed:Black rice and anthocyanins induce inhibition of cholesterol absorption in vitro.
PubMed:Phenolic acids, anthocyanins, and antioxidant capacity in rice (Oryza sativa L.) grains at four stages of development after flowering.
PubMed:Antioxidant, α-glucosidase and xanthine oxidase inhibitory activity of bioactive compounds from maize (Zea mays L.).
PubMed:Role of anthocyanin-enriched purple-fleshed sweet potato p40 in colorectal cancer prevention.
PubMed:Identification of antimutagenic properties of anthocyanins and other polyphenols from rose (Rosa centifolia) petals and tea.
PubMed:Effects of bilberry (Vaccinium myrtillus) in combination with lactic acid bacteria on intestinal oxidative stress induced by ischemia-reperfusion in mouse.
PubMed:Phenolic compounds and bioactivities of pigmented rice.
PubMed:Purple corn color inhibition of prostate carcinogenesis by targeting cell growth pathways.
PubMed:Inhibitory effects of anthocyanins on secretion of Helicobacter pylori CagA and VacA toxins.
PubMed:Anti-oxidative analysis, and identification and quantification of anthocyanin pigments in different coloured rice.
PubMed:The effect of self-aggregation on the determination of the kinetic and thermodynamic constants of the network of chemical reactions in 3-glucoside anthocyanins.
PubMed:Anthocyanins block ischemia-induced apoptosis in the perfused heart and support mitochondrial respiration potentially by reducing cytosolic cytochrome c.
PubMed:Optimization of the Extraction of Anthocyanins from the Fruit Skin of Rhodomyrtus tomentosa (Ait.) Hassk and Identification of Anthocyanins in the Extract Using High-Performance Liquid Chromatography-Electrospray Ionization-Mass Spectrometry (HPLC-ESI-MS).
PubMed:Formation of vitisins and anthocyanin-flavanol adducts during red grape drying.
PubMed:Differences in the structure of anthocyanins from the two amphibious plants, Lobelia cardinalis and Nesaea crassicaulis.
PubMed:HPLC-DAD-ESI-MS analysis of flavonoid compounds in 5 seedless table grapes grown in Apulian Region.
PubMed:Phenolic composition and antioxidant activity in seed coats of 60 Chinese black soybean (Glycine max L. Merr.) varieties.
PubMed:Exceptionally fast uptake and metabolism of cyanidin 3-glucoside by rat kidneys and liver.
PubMed:Switching to black rice diets modulates low-density lipoprotein oxidation and lipid measurements in rabbits.
PubMed:New phenolic grape skin products from Vitis vinifera cv. Pinot Noir.
PubMed:Characterization and quantification of polyphenols in Amazon grape (Pourouma cecropiifolia Martius).
PubMed:Phenolic profiles and antioxidant activity of black rice bran of different commercially available varieties.
PubMed:Microencapsulation by spray-drying of anthocyanin pigments from Corozo ( Bactris guineensis) fruit.
PubMed:Peonidin 3-glucoside inhibits lung cancer metastasis by downregulation of proteinases activities and MAPK pathway.
PubMed:Berry anthocyanins and anthocyanidins exhibit distinct affinities for the efflux transporters BCRP and MDR1.
PubMed:Induction of apoptosis and inhibition of invasion in human hepatoma cells by anthocyanins from meoru.
PubMed:Red-color related phenolic composition of Garnacha Tintorera (Vitis vinifera L.) grapes and red wines.
PubMed:Influence of cooking on anthocyanins in black rice (Oryza sativa L. japonica var. SBR).
PubMed:Simulated digestion and antioxidant activity of red wine fractions separated by high speed countercurrent chromatography.
PubMed:Identification of Cabernet Sauvignon anthocyanin gut microflora metabolites.
PubMed:Antioxidant capacity of seed coat, dehulled bean, and whole black soybeans in relation to their distributions of total phenolics, phenolic acids, anthocyanins, and isoflavones.
PubMed:Total phenolics, phenolic acids, isoflavones, and anthocyanins and antioxidant properties of yellow and black soybeans as affected by thermal processing.
PubMed:Characterization and quantification of anthocyanins in grape juices obtained from the grapes cultivated in Korea by HPLC/DAD, HPLC/MS, and HPLC/MS/MS.
PubMed:Effects of growing conditions on purple corncob (Zea mays L.) anthocyanins.
PubMed:[The effect of anthocyanins on cholesterol efflux from mouse peritoneal macrophage-derived foam cells and its possible molecular mechanism].
PubMed:Determination of acylated anthocyanin in human urine after ingesting a purple-fleshed sweet potato beverage with various contents of anthocyanin by LC-ESI-MS/MS.
PubMed:Black rice anthocyanins inhibit cancer cells invasion via repressions of MMPs and u-PA expression.
PubMed:An anthocyanin-rich extract from black rice enhances atherosclerotic plaque stabilization in apolipoprotein E-deficient mice.
PubMed:Unravelling the total antioxidant capacity of pinotage wines: contribution of phenolic compounds.
PubMed:Cyanidin 3-glucoside and peonidin 3-glucoside inhibit tumor cell growth and induce apoptosis in vitro and suppress tumor growth in vivo.
PubMed:Characterization of anthocyanin extracts from maize kernels.
PubMed:Effect of red grapes co-winemaking in polyphenols and color of wines.
PubMed:Effects of anthocyanidin on the inhibition of proliferation and induction of apoptosis in human gastric adenocarcinoma cells.
PubMed:Anthocyanins are efficiently absorbed from the small intestine in rats.
PubMed:Analysis of flavonoids and other phenolic compounds using high-performance liquid chromatography with coulometric array detection: relationship to antioxidant activity.
PubMed:Characterization and quantification of anthocyanins and polyphenolics in bluehHoneysuckle (Lonicera caerulea L.).
PubMed:Effect of ripeness and postharvest storage on the phenolic profiles of Cherries (Prunus avium L.).
PubMed:Anthocyanins are efficiently absorbed from the stomach in anesthetized rats.
PubMed:Manipulating anthocyanin composition in Vitis vinifera suspension cultures by elicitation with jasmonic acid and light irradiation.
PubMed:Quality and enhancement of bioactive phenolics in cv. Napoleon table grapes exposed to different postharvest gaseous treatments.
PubMed:Black rice (Oryza sativa L. indica) pigmented fraction suppresses both reactive oxygen species and nitric oxide in chemical and biological model systems.
PubMed:Synergistic antioxidant effect of catechin and malvidin 3-glucoside on free radical-initiated peroxidation of linoleic acid in micelles.
PubMed:Varietal differences among the polyphenol profiles of seven table grape cultivars studied by LC-DAD-MS-MS.
PubMed:Absorption and metabolism of anthocyanins in elderly women after consumption of elderberry or blueberry.
PubMed:Blackberry anthocyanins are slightly bioavailable in rats.
PubMed:Influence of storage conditions on the stability of monomeric anthocyanins studied by reversed-phase high-performance liquid chromatography.
PubMed:Antioxidant capacities and phenolics levels of French wines from different varieties and vintages.
PubMed:Anthocyanins from maize (Zea mays) and reed canarygrass (Phalaris arundinacea).
PubMed:Determination of anthocyanins in wine based on flow-injection, liquid--solid extraction, continuous evaporation and high-performance liquid chromatography--photometric detection.
PubMed:Effect of postharvest ultraviolet irradiation on resveratrol and other phenolics of cv. Napoleon table grapes.
PubMed:Differences in the floral anthocyanin content of red petunias and Petunia exserta.
PubMed:Comparison of anthocyanin distribution in different blueberry sources by capillary zone electrophoresis.
PubMed:Direct intestinal absorption of red fruit anthocyanins, cyanidin-3-glucoside and cyanidin-3,5-diglucoside, into rats and humans.
PubMed:Flavonoid metabolites reduce tumor necrosis factor-α secretion to a greater extent than their precursor compounds in human THP-1 monocytes.
PubMed:Effect of extrusion on phytochemical profiles in milled fractions of black rice.
PubMed:Characterization of kinetic and thermodynamic parameters of cyanidin-3-glucoside methyl and glucuronyl metabolite conjugates.
PubMed:Stability of anthocyanins from red grape skins under pressurized liquid extraction and ultrasound-assisted extraction conditions.
PubMed:Phenolic compounds and antioxidant properties of breeding lines between the white and black rice.
PubMed:Mutagenicity and antimutagenicity of hydrophilic and lipophilic extracts of Thai northern purple rice.
PubMed:Antioxidant, α-glucosidase and xanthine oxidase inhibitory activity of bioactive compounds from maize (Zea mays L.).
 
Notes:
Isol. from grapes and many other plant spp. Present in red wine
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