patuletin
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone
 
Notes:
Pigment from flowers of French marigold Tagetes patula
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CAS Number: 519-96-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 208-280-8
FDA UNII: 9BNM33N01N
Nikkaji Web: J11.683A
XlogP3-AA: 2.10 (est)
Molecular Weight: 332.26524000
Formula: C16 H12 O8
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
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Google Scholar: with word "odor"Search
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US Patents: Search
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Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 2319 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:
 None found
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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 patuletin usage levels up to:
 not for fragrance use.
 
Recommendation for patuletin 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 : 5281678
National Institute of Allergy and Infectious Diseases: Data
 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxychromen-4-one
Chemidplus: 0000519960
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References:
 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxychromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5281678
Pubchem (cas): 519-96-0
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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): C10118
HMDB (The Human Metabolome Database): HMDB30802
FooDB: FDB002744
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
 chamomile
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 chamomile sweet false chamomile plant
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 spinach
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 spinach leaf
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 tagetes patula flower pigment
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Synonyms:
4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxychromen-4-one
6-O-methyl quercetagetin
6-O-methylquercetagetin
 quercetagetin 6-methyl ether
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Articles:
PubMed: Chenopodium bonus-henricus L. - A source of hepatoprotective flavonoids.
PubMed: Inhibitory Effects of Hydroethanolic Leaf Extracts of Kalanchoe brasiliensis and Kalanchoe pinnata (Crassulaceae) against Local Effects Induced by Bothrops jararaca Snake Venom.
PubMed: Constituents of French Marigold (Tagetes patula L.) Flowers Protect Jurkat T-Cells against Oxidative Stress.
PubMed: [Phytopharmacological review of bathurst burr (Xanthium spinosum L.)].
PubMed: Anti-TNF-α and anti-arthritic effect of patuletin: A rare flavonoid from Tagetes patula.
PubMed: A new acylated flavonol from the aerial parts of Asteriscus maritimus (L.) Less (Asteraceae).
PubMed: Simultaneous determination of thirteen flavonoids from Xiaobuxin-Tang extract using high-performance liquid chromatography coupled with electrospray ionization mass spectrometry.
PubMed: Exploiting the Complementarity between Dereplication and Computer-Assisted Structure Elucidation for the Chemical Profiling of Natural Cosmetic Ingredients: Tephrosia purpurea as a Case Study.
PubMed: New Polyphenols Identified in Artemisiae abrotani herba Extract.
PubMed: Anthocyanins and other flavonoids as flower pigments from eleven Centaurea species.
PubMed: Establishment of hairy root cultures of Rhaponticum carthamoides (Willd.) Iljin for the production of biomass and caffeic acid derivatives.
PubMed: Cytotoxic and antioxidant properties of phenolic compounds from Tagetes patula flower.
PubMed: Simultaneous quantification and validation of new peroxynitrite scavengers from Artemisia iwayomogi.
PubMed: Green synthesis and molecular recognition ability of patuletin coated gold nanoparticles.
PubMed: Topical analgesic, anti-inflammatory and antioxidant properties of Oxybaphus nyctagineus: phytochemical characterization of active fractions.
PubMed: [Chemical constituents from Chenopodium ambrosioides].
PubMed: Effects of Flavonoids from French Marigold (Florets of Tagetes patula L.) on Acute Inflammation Model.
PubMed: Determination of major components and fingerprint analysis of Flaveria bidentis (L.) Kuntze.
PubMed: A new anti-inflammatory triterpene saponin isolated from Anabasis setifera.
PubMed: Flavonoids from Algerian endemic Centaurea microcarpa and their chemotaxonomical significance.
PubMed: Investigation into the antioxidant activity and chemical composition of alcoholic extracts from defatted marigold (Tagetes erecta L.) residue.
PubMed: Hydroxycinnamic acid amide derivatives, phenolic compounds and antioxidant activities of extracts of pollen samples from Southeast Brazil.
PubMed: An unusual dimeric guaianolide with antiprotozoal activity and further sesquiterpene lactones from Eupatoriumperfoliatum.
PubMed: Separation of patuletin-3-O-glucoside, astragalin, quercetin, kaempferol and isorhamnetin from Flaveria bidentis (L.) Kuntze by elution-pump-out high-performance counter-current chromatography.
PubMed: Bioassay-guided isolation of antioxidant agents with analgesic properties from flowers of Tagetes patula.
PubMed: [Chemical constituents of Laggera pterodonta].
PubMed: New antioxidant flavonoid isolated from Leuzea carthamoides.
PubMed: Free radical scavengers and antioxidants from Tagetes mendocina.
PubMed: High-performance liquid chromatography analysis of four Leuzea carthamoides flavonoids.
PubMed: Evaluation of natural antioxidants of Leuzea carthamoides as a result of a screening study of 88 plant extracts from the European Asteraceae and Cichoriaceae.
PubMed: Antibacterial phenolic components from Eriocaulon buergerianum.
PubMed: In vitro antiplatelet activity of flavonoids from Leuzea carthamoides.
PubMed: Primary flavonoids in marigold dye: extraction, structure and involvement in the dyeing process.
PubMed: Antifungal and antibacterial activities of Mexican tarragon (Tagetes lucida).
PubMed: A review of the bioactivity and potential health benefits of chamomile tea (Matricaria recutita L.).
PubMed: A new flavonoid: tinctosid from Anthemis tinctoria L.
PubMed: Antioxidant capacity and phenolic content of spinach as affected by genetics and maturation.
PubMed: Variations in lipophilic and vacuolar flavonoids among European Pulicaria species.
PubMed: Flavonoids of Inula britannica protect cultured cortical cells from necrotic cell death induced by glutamate.
PubMed: The role of lipophilic and polar flavonoids in the classification of temperate members of the Anthemideae.
PubMed: Acylated flavonol glycosides from the flower of Inula britannica.
PubMed: Decreased helenalin-induced cytotoxicity by flavonoids from Arnica as studied in a human lung carcinoma cell line.
PubMed: Patuletin acetylrhamnosides from Kalanchoe brasiliensis as inhibitors of human lymphocyte proliferative activity.
PubMed: New Flavonoid Glycosides from Arnicae Flos DAB 91.
PubMed: Inhibition of rat lens aldose reductase by quercetagetin and patuletin.
PubMed: Screening of the influence of flavonoids on lipoxygenase and cyclooxygenase activity, as well as on nonenzymic lipid oxidation.
PubMed: Flavonoid Glucuronides from the Flowers of Arnica montana1.
PubMed: Flavonoid Glycosides from Arnica montana and Arnica chamissonis.
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