syringetin
4H-1-benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-
 
Notes:
from grape and wine, induces human osteoblast differentiation.
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CAS Number: 4423-37-4Picture of molecule3D/inchi
Nikkaji Web: J13.513E
MDL: MFCD00017449
XlogP3: 1.80 (est)
Molecular Weight: 346.29218000
Formula: C17 H14 O8
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
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Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 622.40 °C. @ 760.00 mm Hg (est)
Flash Point: 449.00 °F. TCC ( 231.90 °C. ) (est)
logP (o/w): 1.340 (est)
Soluble in:
 water, 1048 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Carbosynth
For experimental / research use only.
Syringetin
ExtraSynthese
For experimental / research use only.
Syringetin (HPLC) ≥99%
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for syringetin usage levels up to:
 not for fragrance use.
 
Recommendation for syringetin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5281953
National Institute of Allergy and Infectious Diseases: Data
 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
Chemidplus: 0004423374
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References:
 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5281953
Pubchem (sid): 135231027
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C11620
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
4H-1-benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-
3',5'-dimethoxy-3,5,7,4'-tetrahydroxyflavone
3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-1-benzopyran-4-one
3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
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Articles:
PubMed: Identification of new flavonols in hybrid grapes by combined liquid chromatography-mass spectrometry approaches.
PubMed: Advanced knowledge of three important classes of grape phenolics: anthocyanins, stilbenes and flavonols.
PubMed: Indirect activation of the SV23 and SV24 splice variants of human constitutive androstane receptor: analysis with 3-hydroxyflavone and its analogues.
PubMed: Evolution of flavonoids in Mouratón berries taken from both bunch halves.
PubMed: Polyphenolics composition of the leaves of Zanthoxylum bungeanum Maxim. grown in Hebei, China, and their radical scavenging activities.
PubMed: Quantitative and Chemical Fingerprint Analysis for the Quality Evaluation of Receptaculum Nelumbinis by RP-HPLC Coupled with Hierarchical Clustering Analysis.
PubMed: HPLC-MSn identification and quantification of flavonol glycosides in 28 wild and cultivated berry species.
PubMed: Enhanced UV-B and elevated CO(2) impacts sub-arctic shrub berry abundance, quality and seed germination.
PubMed: Antioxidant activities of extract and fractions from receptaculum nelumbinis and related flavonol glycosides.
PubMed: Evaluation of antiaggregatory activity of flavonoid aglycone series.
PubMed: Separation, characterization and quantification of phenolic compounds in blueberries and red and black currants by HPLC-DAD-ESI-MSn.
PubMed: Chemical behavior of methylpyranomalvidin-3-O-glucoside in aqueous solution studied by NMR and UV-visible spectroscopy.
PubMed: [Inhibitory effects of Spartina anglica on Heterosigma akashiwo and Prorocenrum micans and the isolation and identification of the algicidal compounds].
PubMed: Preparative isolation and purification of four flavonoids from the petals of Nelumbo nucifera by high-speed counter-current chromatography.
PubMed: Anthocyanin and flavonol variation in bog bilberries (Vaccinium uliginosum L.) in Finland.
PubMed: Syringetin, a flavonoid derivative in grape and wine, induces human osteoblast differentiation through bone morphogenetic protein-2/extracellular signal-regulated kinase 1/2 pathway.
PubMed: Red-color related phenolic composition of Garnacha Tintorera (Vitis vinifera L.) grapes and red wines.
PubMed: Flavonol 3-O-glycosides series of Vitis vinifera Cv. Petit Verdot red wine grapes.
PubMed: Principal components of phenolics to characterize red Vinho Verde grapes: anthocyanins or non-coloured compounds?
PubMed: [Studies on chemical constituents of Heliciopsis lobata II].
PubMed: Phytochemical investigation of Turnera diffusa.
PubMed: Flavonol profiles of Vitis vinifera red grapes and their single-cultivar wines.
PubMed: Metabolite profiling of grape: Flavonols and anthocyanins.
PubMed: Isolation of five types of flavonol from seabuckthorn (Hippophae rhamnoides) and induction of apoptosis by some of the flavonols in human promyelotic leukemia HL-60 cells.
PubMed: Anthocyanin transformation in Cabernet Sauvignon wine during aging.
PubMed: Discrimination and identification of coastal Douglas-fir clones using needle flavonoid fingerprints.
PubMed: Four flavonol glycosides from Achlys triphylla.
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