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

5,7-dimethoxyflavone
chrysin dimethyl ether

Supplier Sponsors

Name:5,7-dimethoxy-2-phenylchromen-4-one
CAS Number: 21392-57-4Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J145.247I
MDL:MFCD00016943
XlogP3:2.20 (est)
Molecular Weight:282.29538000
Formula:C17 H14 O4
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: 476.60 °C. @ 760.00 mm Hg (est)
Flash Point: 416.00 °F. TCC ( 213.40 °C. ) (est)
logP (o/w): 3.270 (est)
Soluble in:
 water, 11.42 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
5,7-Dimethoxyflavone 98%
Odor: characteristic
Use: 5,7-Dimethoxyflavone is a flavonoid with moderate activity against Trypanosoma brucei.
Carbosynth
For experimental / research use only.
Chrysin dimethyl ether
ExtraSynthese
For experimental / research use only.
Chrysin dimethylether (HPLC) ≥90%
Sigma-Aldrich: Aldrich
For experimental / research use only.
5,7-Dimethoxyflavone
sds
 
Safety Information:
Preferred SDS: View
 
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 5,7-dimethoxyflavone usage levels up to:
 not for fragrance use.
 
Recommendation for 5,7-dimethoxyflavone 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 :88881
National Institute of Allergy and Infectious Diseases:Data
5,7-dimethoxy-2-phenylchromen-4-one
Chemidplus:0021392574
 
References:
 5,7-dimethoxy-2-phenylchromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):88881
Pubchem (sid):135047248
 
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):C10029
HMDB (The Human Metabolome Database):HMDB36620
FooDB:FDB015537
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 leptospermum scoparium
Search Trop Picture
 
Synonyms:
4H-1-benzopyran-4-one, 5,7-dimethoxy-2-phenyl-
 chrysin dimethyl ether
 chrysin dimethylether
5,7-dimethoxy-2-phenyl-4H-chromen-4-one
5,7-dimethoxy-2-phenylchromen-4-one
 

Articles:

PubMed:Identification and evaluation of anti-inflammatory compounds from Kaempferia parviflora.
PubMed:A 5,7-dimethoxyflavone/hydroxypropyl-β-cyclodextrin inclusion complex with anti-butyrylcholinesterase activity.
PubMed:The O-methylation of chrysin markedly improves its intestinal anti-inflammatory properties: Structure-activity relationships of flavones.
PubMed:Novel formulation strategies for enhancing oral delivery of methoxyflavones in Kaempferia parviflora by SMEDDS or complexation with 2-hydroxypropyl-β-cyclodextrin.
PubMed:Pharmacokinetics, bioavailability, tissue distribution, excretion, and metabolite identification of methoxyflavones in Kaempferia parviflora extract in rats.
PubMed:Isoflavones inhibit the clonogenicity of human colon cancer cells.
PubMed:5,7-Dimethoxyflavone, an activator of PPARα/γ, inhibits UVB-induced MMP expression in human skin fibroblast cells.
PubMed:Methylated chrysin reduced cell proliferation, but antagonized cytotoxicity of other anticancer drugs in acute lymphoblastic leukemia.
PubMed:Methoxyflavone derivatives modulate the effect of TRAIL-induced apoptosis in human leukemic cell lines.
PubMed:Kaempferia parviflora, a plant used in traditional medicine to enhance sexual performance contains large amounts of low affinity PDE5 inhibitors.
PubMed:A chrysin analog exhibited strong inhibitory activities against both PGE2 and NO production.
PubMed:5, 7-Dimethoxyflavone sensitizes TRAIL-induced apoptosis through DR5 upregulation in hepatocellular carcinoma cells.
PubMed:Methylated chrysin induces co-ordinated attenuation of the canonical Wnt and NF-kB signaling pathway and upregulates apoptotic gene expression in the early hepatocarcinogenesis rat model.
PubMed:5,7-dimethoxyflavone induces melanogenesis in B16F10 melanoma cells through cAMP-dependent signalling.
PubMed:Antiproliferative activity of three methoxylated flavonoids isolated from Zeyheria montana Mart. (Bignoniaceae) leaves.
PubMed:5,7-Dimethoxyflavone and multiple flavonoids in combination alter the ABCG2-mediated tissue distribution of mitoxantrone in mice.
PubMed:Suppressive effects of methoxyflavonoids isolated from Kaempferia parviflora on inducible nitric oxide synthase (iNOS) expression in RAW 264.7 cells.
PubMed:Possible mechanisms of vasorelaxation for 5,7-dimethoxyflavone from Kaempferia parviflora in the rat aorta.
PubMed:Effects of single and multiple flavonoids on BCRP-mediated accumulation, cytotoxicity and transport of mitoxantrone in vitro.
PubMed:Chemical constituents from tiger's betel, Piper porphyrophyllum N.E.Br. (Fam. Piperaceae).
PubMed:Amino and nitro derivatives of 5,7-dimethoxyflavone from Kaempferia parviflora and cytotoxicity against KB cell line.
PubMed:Structural modification of 5,7-dimethoxyflavone from Kaempferia parviflora and biological activities.
PubMed:Anticholinesterase activity of 7-methoxyflavones isolated from Kaempferia parviflora.
PubMed:New 4'-substituted flavones from the fruit peels of Citrus limon (L.) Burm.f.
PubMed:Cytotoxic effects of the dietary flavones chrysin and apigenin in a normal trout liver cell line.
PubMed:Bioavailable flavonoids: cytochrome P450-mediated metabolism of methoxyflavones.
PubMed:Aromatase inhibition by bioavailable methylated flavones.
PubMed:Benzo[a]pyrene-induced cytochrome P450 1A and DNA binding in cultured trout hepatocytes - inhibition by plant polyphenols.
PubMed:Modulation of function of multidrug resistance associated-proteins by Kaempferia parviflora extracts and their components.
PubMed:Simultaneous identification and quantitation of 11 flavonoid constituents in Kaempferia parviflora by gas chromatography.
PubMed:Cancer chemopreventive properties of orally bioavailable flavonoids--methylated versus unmethylated flavones.
PubMed:Effects of Kaempferia parviflora extracts and their flavone constituents on P-glycoprotein function.
PubMed:Accumulation and metabolism of the anticancer flavonoid 5,7-dimethoxyflavone compared to its unmethylated analog chrysin in the Atlantic killifish.
PubMed:Inhibition of viral proteases by Zingiberaceae extracts and flavones isolated from Kaempferia parviflora.
PubMed:Methylated flavonoids have greatly improved intestinal absorption and metabolic stability.
PubMed:Methylation protects dietary flavonoids from rapid hepatic metabolism.
PubMed:Cytochrome P450 1B1, a novel chemopreventive target for benzo[a]pyrene-initiated human esophageal cancer.
PubMed:Inhibition of benzo[a]pyrene-activating enzymes and DNA binding in human bronchial epithelial BEAS-2B cells by methoxylated flavonoids.
PubMed:Preferential induction of CYP1B1 by benzo[a]pyrene in human oral epithelial cells: impact on DNA adduct formation and prevention by polyphenols.
PubMed:5,7-Dimethoxyflavone downregulates CYP1A1 expression and benzo[a]pyrene-induced DNA binding in Hep G2 cells.
PubMed:Flavanoids from Caesalpinia pulcherrima.
PubMed:Novel compounds from Piper methysticum Forst (Kava Kava) roots and their effect on cyclooxygenase enzyme.
PubMed:Pyrano chalcones and a flavone from Neoraputia magnifica and their Trypanosoma cruzi glycosomal glyceraldehyde-3-phosphate dehydrogenase-inhibitory activities.
PubMed:Flavonoids from Leptospermum scoparium with affinity to the benzodiazepine receptor characterized by structure activity relationships and in vivo studies of a plant extract.
PubMed:Anti-inflammatory activity of 5,7-dimethoxyflavone.
 
Notes:
Constit. of Leptospermum scoparium (red tea)
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