kaempferide

flavanone, 4'-methoxy-3,5,7-trihydroxy-

CAS: 491-54-3 C16 H12 O6 MW: 300.26684000

Identification

Namekaempferide
IUPAC3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one
CAS Number491-54-3
EINECS207-738-4
FDA UNII508XL61MPD
Molecular FormulaC16 H12 O6
Molecular Weight300.26684000
MDL NumberMFCD00016771
Nikkaji NumberJ13.293D
Beilstein0305378
XlogP32.20 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 543.80 °C. @ 760.00 mm Hg (est)
Flash Point 405.00 °F. TCC ( 207.10 °C. ) (est)
logP (o/w) 2.740 (est)
Soluble in water, 327.6 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for kaempferide usage levels up tonot for fragrance use.
Recommendation for kaempferide flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

actinidia kolomikta leaf cherry sour cherry plant clove fruit galangal lesser galangal root plum wood

Synonyms

4H-1- benzopyran-4-one, 3,5,7-trihydroxy-2-(4-methoxyphenyl)- 4H-1- benzopyran-4-one, 3,5,7-trihydroxy-2-(4-methoxyphenyl)- (9CI) campheride flavanone, 4'-methoxy-3,5,7-trihydroxy- flavone, 3,5,7-trihydroxy-4'-methoxy- kaempferid kaempferol 4'-methyl ether kampferide 4'- methoxy-3,5,7-trihydroxyflavone 4'- methylkaempferol 4'-O- methylkaempferol 3,5,7- trihydroxy-2-(4-methoxy-phenyl)-chromen-4-one 1.3,5,7- trihydroxy-2-(4-methoxyphenyl)-4-benzopyrone 3,5,7- trihydroxy-2-(4-methoxyphenyl)-4-benzopyrone 3,5,7- trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 3,5,7- trihydroxy-2-(4-méthoxyphényl)-4H-chromén-4-one 3,5,7- trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one # 3,5,7- trihydroxy-2-(4-methoxyphenyl)chromen-4-one 3,5,7- trihydroxy-4'-methoxyflavone PubMed: Lipase-mediated lipid removal from propolis extract and its antiradical and antimicrobial activity. PubMed: [Chemical constituents of leaf of Eucommia ulmoides]. PubMed: Identification of known chemicals and their metabolites from Alpinia oxyphylla fruit extract in rat plasma using liquid chromatography/tandem mass spectrometry (LC-MS/MS) with selected reaction monitoring. PubMed: Synthesis and anticancer activity of new flavonoid analogs and inconsistencies in assays related to proliferation and viability measurements. PubMed: Different accumulation profiles of multiple components between pericarp and seed of Alpinia oxyphylla capsular fruit as determined by UFLC-MS/MS. PubMed: [Non-isoflavonoid compounds of Iris tectorum]. PubMed: Structure-activity relationship studies of flavonol analogues on pollen germination. PubMed: Limonoids and flavonoids from the flowers of Azadirachta indica var. siamensis, and their melanogenesis-inhibitory and cytotoxic activities. PubMed: [Quality standard of zhuang medicine jasmini sambacis flos]. PubMed: Protective effect of flavonoid-rich extract from Rosa laevigata Michx on cerebral ischemia-reperfusion injury through suppression of apoptosis and inflammation. PubMed: Kaempferide-7-O-(4"-O-acetylrhamnosyl)-3-O-rutinoside reduces myocardial infarction size after coronary artery ligation in rats. PubMed: Two new antioxidant diarylheptanoids from the fruits of Alpinia oxyphylla. PubMed: Chemical Composition and Anti-Inflammatory Effect of Ethanolic Extract of Brazilian Green Propolis on Activated J774A.1 Macrophages. PubMed: Cytotoxic Activity of Six Samples of Brazilian Propolis on Sea Urchin (Lytechinus variegatus) Eggs. PubMed: Vavilosides A1/A2-B1/B2, new furostane glycosides from the bulbs of Allium vavilovii with cytotoxic activity. PubMed: Propolis extract promotes translocation of glucose transporter 4 and glucose uptake through both PI3K- and AMPK-dependent pathways in skeletal muscle. PubMed: Methylation of genistein and kaempferol improves their affinities for proteins. PubMed: Induction of melanogenesis by 4'-O-methylated flavonoids in B16F10 melanoma cells. PubMed: Cytotoxic isoferulic acidamide from Myricaria germanica (Tamaricaceae). PubMed: Novel insight into qualitative standardization of Polygoni avicularis herba (Ph. Eur.). PubMed: [Comparison of effects of kaempferide and anhydroicaritin on biomineralization of cultured osteoblasts]. PubMed: Hypolipidemic effect of avocado (Persea americana Mill) seed in a hypercholesterolemic mouse model. PubMed: The effective method for investigation meridian tropism theory in rats. PubMed: Hypolipidemic effects of kaempferide-7-O-(4''-O-acetylrhamnosyl)-3-O-rutinoside in hyperlipidemic rats induced by a high-fat diet. PubMed: Antioxidant, anti-glycation and anti-inflammatory activities of phenolic constituents from Cordia sinensis. PubMed: Synergistic activity and mode of action of flavonoids isolated from smaller galangal and amoxicillin combinations against amoxicillin-resistant Escherichia coli. PubMed: Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis. PubMed: Effect of CdTe QDs on the protein-drug interactions. PubMed: Kaurane-type diterpenoids from Chromoleana odorata, their X-ray diffraction studies and potent α-glucosidase inhibition of 16-kauren-19-oic acid. PubMed: HPLC-DAD-MS analysis of dyes identified in textiles from Mount Athos. PubMed: Reversing β-lactam antibiotic resistance of Staphylococcus aureus with galangin from Alpinia officinarum Hance and synergism with ceftazidime. PubMed: Effects of single and multiple flavonoids on BCRP-mediated accumulation, cytotoxicity and transport of mitoxantrone in vitro. PubMed: Interaction of flavonoids, the naturally occurring antioxidants with different media: a UV-visible spectroscopic study. PubMed: Inhibition of in vitro growth and arrest in the G0/G1 phase of HCT8 line human colon cancer cells by kaempferide triglycoside from Dianthus caryophyllus. PubMed: Studies on the homolytic and heterolytic cleavage of kaempferol and kaempferide glycosides using electrospray ionization tandem mass spectrometry. PubMed: Inhibitory activity of Brazilian green propolis components and their derivatives on the release of cys-leukotrienes. PubMed: Melanogenesis inhibitors from the rhizomes of Alpinia officinarum in B16 melanoma cells. PubMed: Antihypertensive effects of flavonoids isolated from brazilian green propolis in spontaneously hypertensive rats. PubMed: Metabolic modifications of birch leaf phenolics by an herbivorous insect: detoxification of flavonoid aglycones via glycosylation. PubMed: A new ferulic acid ester and other constituents from Dracocephalum peregrinum. PubMed: Effects of propolis crude hydroalcoholic extract on chromosomal aberrations induced by doxorubicin in rats. PubMed: Bioavailable flavonoids: cytochrome P450-mediated metabolism of methoxyflavones. PubMed: Phenolics of Moringa oleifera leaves. PubMed: In vitro antimalarial activity of flavonoid derivatives dehydrosilybin and 8-(1;1)-DMA-kaempferide. PubMed: Effect of Brazilian green propolis on the production of reactive oxygen species by stimulated neutrophils. PubMed: Flavonol glycosides of Warburgia ugandensis leaves. PubMed: Flavonoid phytochemicals regulate activator protein-1 signal transduction pathways in endometrial and kidney stable cell lines. PubMed: Oxidation of the flavonoids galangin and kaempferide by human liver microsomes and CYP1A1, CYP1A2, and CYP2C9. PubMed: Estrogenic and antiestrogenic activities of flavonoid phytochemicals through estrogen receptor binding-dependent and -independent mechanisms. PubMed: Arctiin and onopordopicrin from Carduus micropterus ssp. perspinosus. PubMed: Phenolic compounds of propolis from Central Chilean matorral. PubMed: Kaempferide triglycoside: a possible factor of resistance of carnation (Dianthus caryophyllus) to Fusarium oxysporum f. sp. dianthi. PubMed: Flavonol glycosides from Costus spicatus. PubMed: Correlation between the affinity of flavonoids binding to the cytosolic site of Leishmania tropica multidrug transporter and their efficiency to revert parasite resistance to daunomycin. PubMed: Characterization of flavonoids as monofunctional or bifunctional inducers of quinone reductase in murine hepatoma cell lines. PubMed: Flavonoids: a class of modulators with bifunctional interactions at vicinal ATP- and steroid-binding sites on mouse P-glycoprotein. PubMed: The estrogenic and antiestrogenic activities of phytochemicals with the human estrogen receptor expressed in yeast. PubMed: Effects of synthetic and naturally occurring flavonoids on metabolic activation of benzo[a]pyrene in hamster embryo cell cultures. PubMed: Effects of synthetic and naturally occurring flavonoids on benzo[a]pyrene metabolism by hepatic microsomes prepared from rats treated with cytochrome P-450 inducers. PubMed: Inhibition of the mutagenicity of bay-region diol-epoxides of polycyclic aromatic hydrocarbons by phenolic plant flavonoids. PubMed: Methoxylated flavonols and flavanones from Eupatorium odoratum. PubMed: Mutagenicity of plant flavonols in the Salmonella/mammalian microsome test: activation of flavonol glycosides by mixed glycosidases from rat cecal bacteria and other sources.