vitexin
8-D-glucosyl-4',5,7-trihydroxyflavone
 
Notes:
an apigenin flavone found in pennisetum millet (pearl millet) that inhibits thyroid peroxidase contributing to goiter.
  • BOC Sciences
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      Product(s):
      3681-93-4 Vitexin
       
  • Glentham Life Sciences
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CAS Number: 3681-93-4Picture of molecule3D/inchi
Other(deleted CASRN): 521-33-5
ECHA EINECS - REACH Pre-Reg: 222-963-8
FDA UNII: 9VP70K75OK
Nikkaji Web: J14.961F
Beilstein Number: 0067796
MDL: MFCD00017456
XlogP3-AA: 0.20 (est)
Molecular Weight: 432.38240000
Formula: C21 H20 O10
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
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
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 767.70 °C. @ 760.00 mm Hg (est)
Flash Point: 524.00 °F. TCC ( 273.10 °C. ) (est)
logP (o/w): -0.014 (est)
Soluble in:
 water, 3919 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:
Alfa Biotechnology
For experimental / research use only.
Vitexin 98%
BOC Sciences
For experimental / research use only.
Vitexin
Carbosynth
For experimental / research use only.
Vitexin
ExtraSynthese
For experimental / research use only.
Vitexin (HPLC) ≥99%
Glentham Life Sciences
Vitexin
Santa Cruz Biotechnology
For experimental / research use only.
Vitexin
Sigma-Aldrich
For experimental / research use only.
Vitexin
analytical standard
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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:
intraperitoneal-mouse LD25  1 mg/kg
Planta Medica. Vol. 43, Pg. 396, 1981.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for vitexin usage levels up to:
 not for fragrance use.
 
Recommendation for vitexin flavor usage levels up to:
 not for flavor use.
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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 : 5280441
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Chemidplus: 0003681934
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References:
 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5280441
Pubchem (sid): 135047743
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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): C01460
HMDB (The Human Metabolome Database): Search
FooDB: FDB002501
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
 bean mung bean
Search Trop  Picture
 black gram
Search Trop  Picture
 buckwheat cotyledon
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 buckwheat testa
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 cacao plant
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 chasteberry
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 corn silk
Search Trop  Picture
 cucumber
Search Trop  Picture
 cyathea spp.
Search Trop  Picture
 fenugreek plant
Search Trop  Picture
 fenugreek seed
Search Trop  Picture
 flax leaf
Search Trop  Picture
 marjoram shoot
Search Trop  Picture
 oregano plant
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 pea
Search Trop  Picture
 salsify plant
Search Trop  Picture
 sorrel garden sorrel leaf
Search Trop  Picture
 soybean
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 soybean root
Search Trop  Picture
 tamarind leaf
Search Trop  Picture
 tea leaf
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 turnip indian turnip leaf
Search Trop  Picture
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Synonyms:
(1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphényl)-4-oxo-4H-chromén-8-yl]-D-glucitol
 apigenin-8-C-glucoside
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-4H-chromen-4-one
D-glucitol, 1,5-anhydro-1-C-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-8-yl]-, (1S)-
8-b-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
8-b-D-glucopyranosyl-apigenin
8-D-glucosyl-4',5,7-trihydroxyflavone
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Articles:
PubMed: [Chemical constituents of Rabdosia japonica var. glaucocalyx and their anti-complementary activity].
PubMed: Flavone C-glycosides from the flowers of Trollius chinensis and their anti-complementary activity.
PubMed: Antinociceptive, anti-inflammatory and antioxidant activities of aqueous extract from Remirea maritima (Cyperaceae).
PubMed: Isolation of antithrombotic phenolic compounds from the leaves of Crataegus pinnatifida.
PubMed: Chemical profile and antiacetylcholinesterase, antityrosinase, antioxidant and α-glucosidase inhibitory activity of Cynometra cauliflora L. leaves.
PubMed: Four Flavonoid Compounds from Phyllostachys edulis Leaf Extract Retard the Digestion of Starch and Its Working Mechanisms.
PubMed: Effects of antioxidants of bamboo leaves and flavonoids on 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) formation in chemical model systems.
PubMed: Verification of presence of caprolactam in sprouted achenes of Fagopyrum esculentum Moench and its influence on plant phenolic compound content.
PubMed: Changes in phenols contents from buckwheat sprouts during growth stage.
PubMed: Effects of C-glycosylation on anti-diabetic, anti-Alzheimer's disease and anti-inflammatory potential of apigenin.
PubMed: Metabolomic analysis of the polyphenols in germinating mung beans (Vigna radiata) seeds and sprouts.
PubMed: Qualitative and quantitative analysis of phenolics in Tetrastigma hemsleyanum and their antioxidant and antiproliferative activities.
PubMed: Variation in contents of main active components and antioxidant activity in leaves of different pigeon pea cultivars during growth.
PubMed: Altitudinal variation of antioxidant components and capability in Indocalamus latifolius (Keng) McClure leaf.
PubMed: Characterisation of different digestion susceptibility of lupin seed globulins.
PubMed: Passiflora manicata (Juss.) aqueous leaf extract protects against reactive oxygen species and protein glycation in vitro and ex vivo models.
PubMed: Caecal absorption of vitexin-2-O-xyloside and its aglycone apigenin, in the rat.
PubMed: Genotoxicity and acute and subchronic toxicity studies of a standardized methanolic extract of Ficus deltoidea leaves.
PubMed: Enrichment and antioxidant properties of flavone C-glycosides from trollflowers using macroporous resin.
PubMed: Nutritional and functional potential of Beta vulgaris cicla and rubra.
PubMed: An enzyme-linked immunosorbent assay for the measurement of plasma flavonoids in mice fed apigenin-C-glycoside.
PubMed: Vitexin-2-O-xyloside, raphasatin and (-)-epigallocatechin-3-gallate synergistically affect cell growth and apoptosis of colon cancer cells.
PubMed: [Determination of plasma protein binding rate of vitexin].
PubMed: Identification of the flavonoids in mungbean (Phaseolus radiatus L.) soup and their antioxidant activities.
PubMed: Screening and quantitative analysis of antioxidants in the fruits of Livistona chinensis R. Br using HPLC-DAD-ESI/MS coupled with pre-column DPPH assay.
PubMed: Effect of salinity stress on phenolic compounds and carotenoids in buckwheat (Fagopyrum esculentum M.) sprout.
PubMed: Variation in phenolic content and antioxidant activity of fermented rooibos herbal tea infusions: role of production season and quality grade.
PubMed: Assessment of flavonoids contents and in vitro antioxidant activity of Launaea procumbens.
PubMed: A review of the chemistry of the genus Crataegus.
PubMed: Accumulation of phenylpropanoids and correlated gene expression during the development of tartary buckwheat sprouts.
PubMed: Neuroprotective effects of vitexin, a flavonoid, on pentylenetetrazole-induced seizure in rats.
PubMed: An in vitro perspective to cholinesterase inhibitory and antioxidant activity of five Gentiana species and Gentianella caucasea.
PubMed: Seasonal Variations of the Antioxidant Composition in Ground Bamboo Sasa argenteastriatus Leaves.
PubMed: Antioxidants of therapeutic relevance in COPD from the neotropical blueberry Anthopterus wardii.
PubMed: Mushroom tyrosinase inhibitors from mung bean (Vigna radiatae L.) extracts.
PubMed: Vitexin protects against myocardial ischemia/reperfusion injury in Langendorff-perfused rat hearts by attenuating inflammatory response and apoptosis.
PubMed: Hepatoprotective effects of methanol extract of Carissa opaca leaves on CCl4-induced damage in rat.
PubMed: Antioxidant properties of the mung bean flavonoids on alleviating heat stress.
PubMed: Distribution of free amino acids, flavonoids, total phenolics, and antioxidative activities of Jujube (Ziziphus jujuba) fruits and seeds harvested from plants grown in Korea.
PubMed: Metabolomic analysis of phenolic compounds in buckwheat (Fagopyrum esculentum M.) sprouts treated with methyl jasmonate.
PubMed: Edible neotropical blueberries: antioxidant and compositional fingerprint analysis.
PubMed: Topical and systemic anti-inflammatory effects of Echinodorus macrophyllus (Kunth) Micheli (Alismataceae).
PubMed: The compound isolated from the leaves of Phyllostachys nigra protects oxidative stress-induced retinal ganglion cells death.
PubMed: Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart.
PubMed: Antioxidant activity of the dihydrochalcones Aspalathin and Nothofagin and their corresponding flavones in relation to other Rooibos ( Aspalathus linearis ) Flavonoids, Epigallocatechin Gallate, and Trolox.
PubMed: Quantitation of chafurosides A and B in tea leaves and isolation of prechafurosides A and B from oolong tea leaves.
PubMed: Investigation of contribution of individual constituents to antioxidant activity in herbal drugs using postcolumn HPLC method.
PubMed: Antioxidant activities of extracts and main components of Pigeonpea [Cajanus cajan (L.) Millsp.] leaves.
PubMed: Antioxidant constituents in the dayflower (Commelina communis L.) and their alpha-glucosidase-inhibitory activity.
PubMed: Deconjugation and degradation of flavonol glycosides by pig cecal microbiota characterized by Fluorescence in situ hybridization (FISH).
PubMed: HPLC-PDA-MS and NMR characterization of C-glycosyl flavones in a hydroalcoholic extract of Citrus aurantifolia leaves with antiplatelet activity.
PubMed: Use of cyclic voltammetry, photochemiluminescence, and spectrophotometric methods for the measurement of the antioxidant capacity of buckwheat sprouts.
PubMed: Trace element water improves the antioxidant activity of buckwheat (Fagopyrum esculentum Moench) sprouts.
PubMed: Exudation of allelopathic substances in buckwheat (Fagopyrum esculentum Moench).
PubMed: Metabolism of flavone C-glucosides and p-coumaric acid from antioxidant of bamboo leaves (AOB) in rats.
PubMed: Prenylation enhances cytotoxicity of apigenin and liquiritigenin in rat H4IIE hepatoma and C6 glioma cells.
PubMed: Phytotoxic activity of bibenzyl derivatives from the orchid Epidendrum rigidum.
PubMed: Determination of flavone C-glucosides in antioxidant of bamboo leaves (AOB) fortified foods by reversed-phase high-performance liquid chromatography with ultraviolet diode array detection.
PubMed: Unfermented rooibos tea: quantitative characterization of flavonoids by HPLC-UV and determination of the total antioxidant activity.
PubMed: Phenolic constituents and antioxidant properties of Xanthosoma violaceum leaves.
PubMed: Antioxidant capacity of polyphenolic extracts from leaves of Crataegus laevigata and Crataegus monogyna (Hawthorn) subjected to drought and cold stress.
PubMed: Thyroid ultrasound is the best prevalence indicator for assessment of iodine deficiency disorders: a study in rural/tribal schoolchildren from Gujarat (Western India).
PubMed: Effect of processing on the flavonoid content in buckwheat (Fagopyrum esculentum Möench) grain.
PubMed: Determination of flavone C-glycosides in tea.
PubMed: Antithyroid and goitrogenic effects of millet: role of C-glycosylflavones.
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