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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 358.00 to 359.00 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 561.00 °F. TCC ( 293.60 °C. ) (est)
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| logP (o/w): | 2.826 (est) |
| Soluble in: |
| | alcohol | | | water, 104.4 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for naringenin chalcone usage levels up to: | | | not for fragrance use.
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| Recommendation for naringenin chalcone flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
| | (E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5280960 |
| Pubchem (sid): | 135111386 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | chalconaringenin | | 3-(4- | hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one | | (2E)-3-(4- | hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one | | (E)-3-(4- | hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one | | | naringenin chalcone, (E)-isomer | | 2- | propen-1-one, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)- | | iso | salipurpol | | | tetrahydroxychalcone | | 2',4,4',6'- | tetrahydroxychalcone | | 2',4',6',4- | tetrahydroxychalcone | | 2'4'6'4- | tetrahydroxychalcone |
Articles:
| PubMed: | Identification and Mode of Inheritance of Quantitative Trait Loci for Secondary Metabolite Abundance in Tomato. |
| PubMed: | Electrochemical tomato (Solanum lycopersicum L.) characterisation using contact probe in situ voltammetry. |
| PubMed: | Functional characterization of a chalcone synthase from the liverwort Plagiochasma appendiculatum. |
| PubMed: | Genetic mapping of semi-polar metabolites in pepper fruits (Capsicum sp.): towards unravelling the molecular regulation of flavonoid quantitative trait loci. |
| PubMed: | The flavonoid biosynthetic enzyme chalcone isomerase modulates terpenoid production in glandular trichomes of tomato. |
| PubMed: | Home processing of tomatoes (Solanum lycopersicum): effects on in vitro bioaccessibility of total lycopene, phenolics, flavonoids, and antioxidant capacity. |
| PubMed: | Functional diversification of duplicated chalcone synthase genes in anthocyanin biosynthesis of Gerbera hybrida. |
| PubMed: | Selenium fertilization alters the chemical composition and antioxidant constituents of tomato (Solanum lycopersicon L.). |
| PubMed: | [Flavonoids from Humulus lupulus]. |
| PubMed: | Imbalance in expression of hop (Humulus lupulus) chalcone synthase H1 and its regulators during hop stunt viroid pathogenesis. |
| PubMed: | Identification and characterization of a type III polyketide synthase involved in quinolone alkaloid biosynthesis from Aegle marmelos Correa. |
| PubMed: | Xanthohumol, a prenylated chalcone from Humulus lupulus L., inhibits cholesteryl ester transfer protein. |
| PubMed: | Induction of electrophile-responsive element (EpRE)-mediated gene expression by tomato extracts in vitro. |
| PubMed: | Enzymatic Properties and Mutational Studies of Chalcone Synthase from Physcomitrella patens. |
| PubMed: | Combinatorial analysis of lupulin gland transcription factors from R2R3Myb, bHLH and WDR families indicates a complex regulation of chs_H1 genes essential for prenylflavonoid biosynthesis in hop (Humulus Lupulus L.). |
| PubMed: | HlPT-1, a membrane-bound prenyltransferase responsible for the biosynthesis of bitter acids in hops. |
| PubMed: | [Cloning, expression and charaterization of chalcone synthase from Saussurea medusa]. |
| PubMed: | Structural classification and properties of ketoacyl synthases. |
| PubMed: | Properties of chalconaringenin and rutin isolated from cherry tomatoes. |
| PubMed: | Differential expression of anthocyanin biosynthetic genes and anthocyanin accumulation in tartary buckwheat cultivars 'Hokkai t8' and 'Hokkai t10'. |
| PubMed: | The role of chalcones in suppression of NF-κB-mediated inflammation and cancer. |
| PubMed: | Core structure of flavonoids precursor as an antihyperglycemic and antihyperlipidemic agent: an in vivo study in rats. |
| PubMed: | Genetics of flavonoid, carotenoid, and chlorophyll pigments in melon fruit rinds. |
| PubMed: | Naringenin chalcone improves adipocyte functions by enhancing adiponectin production. |
| PubMed: | Distribution and biosynthesis of flavan-3-ols in Camellia sinensis seedlings and expression of genes encoding biosynthetic enzymes. |
| PubMed: | Naringenin chalcone suppresses allergic asthma by inhibiting the type-2 function of CD4 T cells. |
| PubMed: | LAP3, a novel plant protein required for pollen development, is essential for proper exine formation. |
| PubMed: | Fruit-surface flavonoid accumulation in tomato is controlled by a SlMYB12-regulated transcriptional network. |
| PubMed: | Biochemical and molecular analysis of pink tomatoes: deregulated expression of the gene encoding transcription factor SlMYB12 leads to pink tomato fruit color. |
| PubMed: | TOMATO AGAMOUS-LIKE 1 is a component of the fruit ripening regulatory network. |
| PubMed: | Identification and quantification of metabolites of orally administered naringenin chalcone in rats. |
| PubMed: | A novel type III polyketide synthase encoded by a three-intron gene from Polygonum cuspidatum. |
| PubMed: | Metabolome analysis of biosynthetic mutants reveals a diversity of metabolic changes and allows identification of a large number of new compounds in Arabidopsis. |
| PubMed: | Accumulation of isoflavone genistin in transgenic tomato plants overexpressing a soybean isoflavone synthase gene. |
| PubMed: | Differential gene expression profiles of red and green forms of Perilla frutescens leading to comprehensive identification of anthocyanin biosynthetic genes. |
| PubMed: | Anticarcinogenic compounds in the Uzbek medicinal plant, Helichrysum maracandicum. |
| PubMed: | The flavonoids of tomatoes. |
| PubMed: | Molecular and biochemical characterization of benzalacetone synthase and chalcone synthase genes and their proteins from raspberry (Rubus idaeus L.). |
| PubMed: | Inhibitory effect of naringenin chalcone on inflammatory changes in the interaction between adipocytes and macrophages. |
| PubMed: | Constitutive expression of a grapevine stilbene synthase gene in transgenic hop (Humulus lupulus L.) yields resveratrol and its derivatives in substantial quantities. |
| PubMed: | Expression of a functional type-I chalcone isomerase gene is localized to the infected cells of root nodules of Elaeagnus umbellata. |
| PubMed: | An evaluation of the clinical efficacy of tomato extract for perennial allergic rhinitis. |
| PubMed: | Cloning and characterization of chalcone synthase from the moss, Physcomitrella patens. |
| PubMed: | Overexpression of the Saussurea medusa chalcone isomerase gene in S. involucrata hairy root cultures enhances their biosynthesis of apigenin. |
| PubMed: | Content of chalconaringenin and chlorogenic acid in cherry tomatoes is strongly reduced during postharvest ripening. |
| PubMed: | The genotypic variation of the antioxidant potential of different tomato varieties. |
| PubMed: | Metabolic engineering of the phenylpropanoid pathway in Saccharomyces cerevisiae. |
| PubMed: | Seasonal variations in the level of plant constituents in greenhouse production of cherry tomatoes. |
| PubMed: | A stilbene synthase gene (SbSTS1) is involved in host and nonhost defense responses in sorghum. |
| PubMed: | Partial reconstruction of flavonoid and isoflavonoid biosynthesis in yeast using soybean type I and type II chalcone isomerases. |
| PubMed: | Anti-allergic activity of naringenin chalcone from a tomato skin extract. |
| PubMed: | Xanthohumol and related prenylflavonoids from hops and beer: to your good health! |
| PubMed: | Enzymatic reactions by five chalcone synthase homologs from hop (Humulus lupulus L.). |
| PubMed: | First bacterial chalcone isomerase isolated from Eubacterium ramulus. |
| PubMed: | Characterization and content of flavonoid glycosides in genetically modified tomato (Lycopersicon esculentum) fruits. |
| PubMed: | Aromatic and pyrone polyketides synthesized by a stilbene synthase from Rheum tataricum. |
| PubMed: | High-flavonol tomatoes resulting from the heterologous expression of the maize transcription factor genes LC and C1. |
| PubMed: | Increasing antioxidant levels in tomatoes through modification of the flavonoid biosynthetic pathway. |
| PubMed: | Chalcones: structural requirements for antioxidant, estrogenic and antiproliferative activities. |
| PubMed: | Transformation of acridone synthase to chalcone synthase. |
| PubMed: | Flavonoids and UV photoprotection in Arabidopsis mutants. |
| PubMed: | Specificity analysis and mechanism of aurone synthesis catalyzed by aureusidin synthase, a polyphenol oxidase homolog responsible for flower coloration. |
| PubMed: | Overexpression of petunia chalcone isomerase in tomato results in fruit containing increased levels of flavonols. |
| PubMed: | Influence of prenylated and non-prenylated flavonoids on liver microsomal lipid peroxidation and oxidative injury in rat hepatocytes. |
| PubMed: | Chalcones are potent inhibitors of aromatase and 17beta-hydroxysteroid dehydrogenase activities. |
| PubMed: | Antioxidant and prooxidant actions of prenylated and nonprenylated chalcones and flavanones in vitro. |
| PubMed: | Evidence for catalytic cysteine-histidine dyad in chalcone synthase. |
| PubMed: | Identification of amino acid residues important in the cyclization reactions of chalcone and stilbene synthases. |
| PubMed: | Chalcone and stilbene synthases expressed in eucaryotes exhibit reduced cross-reactivity in vitro. |
| PubMed: | Prenylated chalcones and flavanones as inducers of quinone reductase in mouse Hepa 1c1c7 cells. |
| PubMed: | Cross-reaction of chalcone synthase and stilbene synthase overexpressed in Escherichia coli. |
| PubMed: | Water permeability of isolated cuticular membranes: a structural analysis. |
| PubMed: | Molecular analysis of chalcone and dihydropinosylvin synthase from Scots pine (Pinus sylvestris), and differential regulation of these and related enzyme activities in stressed plants. |
| PubMed: | Stilbene and chalcone synthases: related enzymes with key functions in plant-specific pathways. |
| PubMed: | Time courses for phytochrome-induced enzyme levels in phenylpropanoid metabolism (phenylalanine ammonia-lyase, naringenin-chalcone synthase) compared with time courses for phytochrome-mediated end-product accumulation (anthocyanin, quercetin). |
| PubMed: | Molecular analysis of resveratrol synthase. cDNA, genomic clones and relationship with chalcone synthase. |
| PubMed: | Biochemical, immunological, and immunocytochemical evidence for the association of chalcone synthase with endoplasmic reticulum membranes. |
| PubMed: | Chalcone synthase from cell suspension cultures of Daucus carota L. |
| PubMed: | Chalcone synthesis and hydroxylation of flavonoids in 3'-position with enzyme preparations from flowers of Dianthus caryophyllus L. (carnation). |
| PubMed: | Genetic control of chalcone isomerase activity in flowers of Dianthus caryophyllus. |
| PubMed: | Highly purified "flavanone synthase" from parsley catalyzes the formation of naringenin chalcone. |
| PubMed: | Genetic control of chalcone isomerase activity in anthers of Petunia hybrida. |
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