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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 |
| Melting Point: | 239.50 °C. @ 760.00 mm Hg
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| Boiling Point: | 546.50 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 409.00 °F. TCC ( 209.70 °C. ) (est)
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| logP (o/w): | 3.530 (est) |
| Soluble in: |
| | water, 71.1 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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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: |
intraperitoneal-mouse LD50 > 2000 mg/kg Pharmaceutical Chemistry Journal Vol. 13, Pg. 51, 1979.
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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 prunetin usage levels up to: | | | not for fragrance use.
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| Recommendation for prunetin flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| European Food Safety Authority (EFSA) reference(s): |
Preparatory work to support the risk assessment for peri- and postmenopausal women taking food supplements containing isolated isoflavones View page or View pdf |
Risk assessment for peri- and post-menopausal women taking food supplements containing isolated isoflavones View page or View pdf |
| EPI System: | View |
| Chemical Carcinogenesis Research Information System: | Search |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 5281804 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WGK Germany: | 3 |
| | 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxychromen-4-one |
| Chemidplus: | 0000552590 |
| RTECS: | DJ3100050 for cas# 552-59-0 |
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 4H-1- | benzopyran-4-one, 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy- | | 5,4'- | dihydroxy-7-methoxyisoflavone | | iso | flavone, 4',5-dihydroxy-7-methoxy- (7CI,8CI)
| | 5- | hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-benzopyrone | | 5- | hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one | | 5- | hydroxy-3-(4-hydroxyphenyl)-7-methoxychromen-4-one | | | prunetin (6CI) | | | prunusetin |
Articles:
| PubMed: | Prunus yedoensis bark inhibits lipopolysaccharide-induced inflammatory cytokine synthesis by IκBα degradation and MAPK activation in macrophages. |
| PubMed: | Biochanin A and prunetin improve epithelial barrier function in intestinal CaCo-2 cells via downregulation of ERK, NF-κB, and tyrosine phosphorylation. |
| PubMed: | Effect of Prunetin on TNF-α-Induced MUC5AC Mucin Gene Expression, Production, Degradation of IκB and Translocation of NF-κB p65 in Human Airway Epithelial Cells. |
| PubMed: | The isoflavone irilone contributes to the estrogenic potential of dietary supplements containing red clover. |
| PubMed: | On the radical scavenging activity of isoflavones: thermodynamics of O-H bond cleavage. |
| PubMed: | Anti-inflammatory effect of prunetin via the suppression of NF-κB pathway. |
| PubMed: | Molecular mechanisms underlying the anti-obesity potential of prunetin, an O-methylated isoflavone. |
| PubMed: | Inhibitory effects of isoflavonoids on rat prostate testosterone 5α-reductase. |
| PubMed: | A Review on the Taxonomy, Ethnobotany, Chemistry and Pharmacology of Oroxylum indicum Vent. |
| PubMed: | Effects of feeding dairy cows different legume-grass silages on milk phytoestrogen concentration. |
| PubMed: | Screening and identification of BSA bound ligands from Puerariae lobata flower by BSA functionalized Fe₃O₄ magnetic nanoparticles coupled with HPLC-MS/MS. |
| PubMed: | Construction of an Indonesian herbal constituents database and its use in Random Forest modelling in a search for inhibitors of aldose reductase. |
| PubMed: | [Study on HPLC chromatographic fingerprint of anti-tumor active site SSCE of Caulis spatholobi]. |
| PubMed: | Secondary metabolites from the roots of Neolitsea daibuensis and their anti-inflammatory activity. |
| PubMed: | Analysis of 5-hydroxyisoflavones by surface-enhanced Raman spectroscopy: genistein and methoxy derivatives. |
| PubMed: | Isoflavones as apoptosis inducers in human hepatoma HuH-7 cells. |
| PubMed: | Antimicrobial activities of the CH2Cl2-CH3OH (1:1) extracts and compounds from the roots and fruits of Pycnanthus angolensis (Myristicaceae). |
| PubMed: | Inhibition of secretion, production and gene expression of mucin from cultured airway epithelial cells by prunetin. |
| PubMed: | Electrospray ionization Fourier transform ion cyclotron resonance mass spectrometric and semi-empirical calculations study of five isoflavone aglycones. |
| PubMed: | Secondary metabolites and antimycobacterial activities from the roots of Ficus nervosa. |
| PubMed: | Isoflavones isolated from red clover (Trifolium pratense) inhibit smooth muscle contraction of the isolated rat prostate gland. |
| PubMed: | Absorption of red clover isoflavones in human subjects: results from a pilot study. |
| PubMed: | Gas chromatographic-mass spectrometric fragmentation study of phytoestrogens as their trimethylsilyl derivatives: identification in soy milk and wastewater samples. |
| PubMed: | Structure and concentration changes affect characterization of UGT isoform-specific metabolism of isoflavones. |
| PubMed: | [Isoflavone glycosides from the bark of Maackia amurensis]. |
| PubMed: | Disposition of flavonoids via enteric recycling: UDP-glucuronosyltransferase (UGT) 1As deficiency in Gunn rats is compensated by increases in UGT2Bs activities. |
| PubMed: | [Studies on chemical constituents of Primula sikkmensis]. |
| PubMed: | Flavonoid-responsive nodY-lacZ expression in three phylogenetically different Bradyrhizobium groups. |
| PubMed: | NMR spectral assignments of a new [C--O--C] isoflavone dimer from Andira surinamensis. |
| PubMed: | Disposition of flavonoids via enteric recycling: enzyme stability affects characterization of prunetin glucuronidation across species, organs, and UGT isoforms. |
| PubMed: | Rapid-resolution HPLC with spectrometric detection for the determination and identification of isoflavones in soy preparations and plant extracts. |
| PubMed: | Amorphane sesquiterpenes from a marine Streptomyces sp. |
| PubMed: | Pycnanthuquinone C: a new terpenoid-quinone from Pycnanthus angolensis. |
| PubMed: | Cytotoxic constituents from Butea superba Roxb. |
| PubMed: | Disposition of flavonoids via enteric recycling: structural effects and lack of correlations between in vitro and in situ metabolic properties. |
| PubMed: | Isoflavone profiles of red clovers and their distribution in different parts harvested at different growing stages. |
| PubMed: | Isoflavonoids are present in Arabidopsis thaliana despite the absence of any homologue to known isoflavonoid synthases. |
| PubMed: | Determination of isoflavones in dietary supplements containing soy, Red Clover and kudzu: extraction followed by basic or acid hydrolysis. |
| PubMed: | Dalsympathetin--a new isoflavone gentiobioside from Dalbergia sympathetica (Dennst.). |
| PubMed: | Disposition of flavonoids via recycling: comparison of intestinal versus hepatic disposition. |
| PubMed: | Immunoassay for biochanin A. |
| PubMed: | Isoflavonoids in the Rutaceae family: 1. Fortunella obovata, Murraya paniculata and four Citrus species. |
| PubMed: | Inhibitory effects of flavonoids on phosphodiesterase isozymes from guinea pig and their structure-activity relationships. |
| PubMed: | Absorption and metabolism of genistein and its five isoflavone analogs in the human intestinal Caco-2 model. |
| PubMed: | Assessment of the reactivity of selected isoflavones against proteins in comparison to quercetin. |
| PubMed: | Flavonoids of an extract of Pterospartum tridentatum showing endothelial protection against oxidative injury. |
| PubMed: | Determination of isoflavones in red clover and related species by high-performance liquid chromatography combined with ultraviolet and mass spectrometric detection. |
| PubMed: | Identification of CYP1A2 as the main isoform for the phase I hydroxylated metabolism of genistein and a prodrug converting enzyme of methylated isoflavones. |
| PubMed: | Identification of phytoestrogens in bovine milk using liquid chromatography/electrospray tandem mass spectrometry. |
| PubMed: | Cell-transforming activity and mutagenicity of 5 phytoestrogens in cultured mammalian cells. |
| PubMed: | In vitro antioxidant activity of some selected Prunus species in Korea. |
| PubMed: | A new coumaronochromone from Sophora japonica. |
| PubMed: | Triflavonoids of Ochna calodendron. |
| PubMed: | Four new isoflavone triglycosides from Sophora japonica. |
| PubMed: | Effect of enzyme inhibitors on protein quaternary structure determined by on-line size exclusion chromatography-microelectrospray ionization mass spectrometry. |
| PubMed: | Antiplasmodial activity of isoflavones from Andira inermis. |
| PubMed: | An isoflavone from Myristica malabarica. |
| PubMed: | Allosteric inhibition of human liver aldehyde dehydrogenase by the isoflavone prunetin. |
| PubMed: | TPK inhibitors differentially affect IFN-gamma activities. |
| PubMed: | Flavonoids as DNA topoisomerase antagonists and poisons: structure-activity relationships. |
| PubMed: | Biochemical studies of a new class of alcohol dehydrogenase inhibitors from Radix puerariae. |
| PubMed: | Daidzin: a potent, selective inhibitor of human mitochondrial aldehyde dehydrogenase. |
| PubMed: | Inhibition of herpes simplex virus replication by genistein, an inhibitor of protein-tyrosine kinase. |
| PubMed: | Impurity in a common growth medium component: presence of an isoflavonoid in samples of L-asparagine. |
| PubMed: | A synthesis of prunetin. |
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