eupatorin

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

CAS: 855-96-9 C18 H16 O7 MW: 344.31992000

Identification

Nameeupatorin
IUPAC5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one
CAS Number855-96-9
FDA UNII3J474AV6MY
Molecular FormulaC18 H16 O7
Molecular Weight344.31992000
MDL NumberMFCD00016929
Nikkaji NumberJ7.145E

Regulatory

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)

No sensory data available

Safety Information

Preferred SDSView
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 eupatorin usage levels up tonot for fragrance use.
Recommendation for eupatorin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

lippia citriodora mandarin pericarp orthosiphon spicatus peppermint peppermint oil

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 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.