EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

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

Supplier Sponsors

Name:3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one
CAS Number: 491-54-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-738-4
FDA UNII: 508XL61MPD
Nikkaji Web:J13.293D
Beilstein Number:0305378
MDL:MFCD00016771
XlogP3:2.20 (est)
Molecular Weight:300.26684000
Formula:C16 H12 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge 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
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Kaempferide 98%
BOC Sciences
For experimental / research use only.
Kaempferide >98%
Odor: characteristic
Use: Kaempferide is an O-methylated flavonol. It can be found in Kaempferia galanga (aromatic ginger).
ExtraSynthese
For experimental / research use only.
Kaempferide (HPLC) ≥99%
Santa Cruz Biotechnology
For experimental / research use only.
Kaempferide
Sigma-Aldrich
For experimental / research use only.
Kaempferide
analytical standard
 
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
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for kaempferide usage levels up to:
 not for fragrance use.
 
Recommendation for kaempferide flavor usage levels up to:
 not for flavor use.
 
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 :5281666
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one
Chemidplus:0000491543
RTECS:LK6915000 for cas# 491-54-3
 
References:
 3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5281666
Pubchem (sid):134976473
 
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):C10098
HMDB (The Human Metabolome Database):HMDB37441
FooDB:FDB016499
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 actinidia kolomikta leaf
Search Trop Picture
 cherry sour cherry plant
Search Trop Picture
 clove fruit
Search Trop Picture
 galangal lesser galangal root
Search Trop Picture
 plum wood
Search Trop Picture
 
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
 

Articles:

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.
 
Notes:
Isol. from roots of Alpinia officinarum (lesser galangal)
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