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

eupatorin
3',5-dihydroxy-4',6,7-trimethoxyflavone

Supplier Sponsors

Name:5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one
CAS Number: 855-96-9Picture of molecule3D/inchi
FDA UNII: 3J474AV6MY
Nikkaji Web:J7.145E
MDL:MFCD00016929
XlogP3-AA:2.90 (est)
Molecular Weight:344.31992000
Formula:C18 H16 O7
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
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Google Scholar: with word "volatile"Search
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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: 587.00 °C. @ 760.00 mm Hg (est)
Flash Point: 421.00 °F. TCC ( 216.00 °C. ) (est)
logP (o/w): 2.960 (est)
Soluble in:
 water, 45.53 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.
Eupatorin 98%
BOC Sciences
For experimental / research use only.
Eupatorin >97%
Odor: characteristic
Use: Eupatorin, a natural flavonoid isolated from the herbs of Eupatorium semiserratum, exhibits the activities of anti-inflammatory and antiproliferative in cells. Eupatorin also inhibits cell proliferation in human tumor cells. anti-proliferative; anti-inflammatory; anti-tumor
ExtraSynthese
For experimental / research use only.
Eupatorin (HPLC) ≥95%
Sigma-Aldrich: Sigma
For experimental / research use only.
Eupatorin ≥97% (HPLC)
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 eupatorin usage levels up to:
 not for fragrance use.
 
Recommendation for eupatorin 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 :97214
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one
Chemidplus:0000855969
 
References:
 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):97214
Pubchem (sid):135052815
 
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
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB001539
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
 lippia citriodora
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 mandarin pericarp
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 orthosiphon spicatus
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 peppermint
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 peppermint oil
Search Trop Picture
 
Synonyms:
4H-1-benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy- (9CI)
3',5-dihydroxy-4',6,7-trimethoxyflavone
5,3'-dihydroxy-6,7,4'-trimethoxyflavone
 eupatorine
 flavone, 3',5-dihydroxy-4',6,7-trimethoxy- (8CI)
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one
 

Articles:

PubMed:Eupatorin-induced cell death in human leukemia cells is dependent on caspases and activates the mitogen-activated protein kinase pathway.
PubMed:Orthosiphon stamineus protects Caenorhabditis elegans against Staphylococcus aureus infection through immunomodulation.
PubMed:Preparation and characterization of nano liposomes of Orthosiphon stamineus ethanolic extract in soybean phospholipids.
PubMed:Antioxidant and enzyme inhibitory activities of Plebeian herba (Salvia plebeia R. Br.) under different cultivation conditions.
PubMed:Benzo[a]pyrene sensitizes MCF7 breast cancer cells to induction of G1 arrest by the natural flavonoid eupatorin-5-methyl ether, via activation of cell signaling proteins and CYP1-mediated metabolism.
PubMed:Characterization of the Interaction between Eupatorin and Bovine Serum Albumin by Spectroscopic and Molecular Modeling Methods.
PubMed:A simple isocratic HPLC method for the simultaneous determination of sinensetin, eupatorin, and 3'-hydroxy-5,6,7,4'-tetramethoxyflavone in Orthosiphon stamineus extracts.
PubMed:Antiproliferative and antiangiogenic effects of flavone eupatorin, an active constituent of chloroform extract of Orthosiphon stamineus leaves.
PubMed:Bioactivity-guided isolation of antiproliferative compounds from Centaurea jacea L.
PubMed:Flavonoids eupatorin and sinensetin present in Orthosiphon stamineus leaves inhibit inflammatory gene expression and STAT1 activation.
PubMed:The flavonoid eupatorin inactivates the mitotic checkpoint leading to polyploidy and apoptosis.
PubMed:Comparative CYP1A1 and CYP1B1 substrate and inhibitor profile of dietary flavonoids.
PubMed:In vitro effects of active constituents and extracts of Orthosiphon stamineus on the activities of three major human cDNA-expressed cytochrome P450 enzymes.
PubMed:Flavones and rosmarinic acid from Salvia limbata.
PubMed:In vitro modulatory effects of Andrographis paniculata, Centella asiatica and Orthosiphon stamineus on cytochrome P450 2C19 (CYP2C19).
PubMed:Evaluation of the genotoxicity of Orthosiphon stamineus aqueous extract.
PubMed:Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria.
PubMed:HPLC and anti-inflammatory studies of the flavonoid rich chloroform extract fraction of Orthosiphon stamineus leaves.
PubMed:The methoxylated flavones eupatorin and cirsiliol induce CYP1 enzyme expression in MCF7 cells.
PubMed:Evaluation of the anti-pyretic potential of Orthosiphon stamineus Benth standardized extract.
PubMed:Antiproliferative and cytostatic effects of the natural product eupatorin on MDA-MB-468 human breast cancer cells due to CYP1-mediated metabolism.
PubMed:Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents.
PubMed:New Bisabolane-Type Sesquiterpenes from the Aerial Parts of Lippia dulcis.
PubMed:Determination of flavonoids from Orthosiphon stamineus in plasma using a simple HPLC method with ultraviolet detection.
PubMed:Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship.
PubMed:Constituents of the Vietnamese medicinal plant Orthosiphon stamineus.
PubMed:Analysis of vervain flavonoids by HPLC/Diode array detector method. Its application to quality control.
PubMed:Anti-inflammatory effects of South American Tanacetum vulgare.
PubMed:Lipophilic flavonoids from Orthosiphon spicatus prevent oxidative inactivation of 15-lipoxygenase.
PubMed:Inhibition of mitochondrial respiration and cyanide-stimulated generation of reactive oxygen species by selected flavonoids.
PubMed:Methylated Flavones from Teucrium polium.
PubMed:Plant anticancer agents. IX. Constituents of Hyptis tomentosa.
PubMed:Eupatorin, a constituent of Merrillia caloxylon.
PubMed:Flavonoid constituents from Eupatorium altissimum L. (Compositae).
PubMed:Tumor inhibitors. 8. Eupatorin, new cytotoxic flavone from Eupatorium semiserratum.
 
Notes:
a flavonoid from the east asian medicinal plant orthosiphon spicatus; prevents oxidative inactivation of 15-lipoxygenase.
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