eupafolin
nepetin
Identification
| Name | eupafolin |
| IUPAC | 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one |
| CAS Number | 520-11-6 |
| FDA UNII | I3O7LF3GED |
| Molecular Formula | C16 H12 O7 |
| Molecular Weight | 316.26604000 |
| Nikkaji Number | J11.589D |
| XlogP3 | 1.40 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Flash Point | 32.00 °F. TCC ( 0.00 °C. ) (est) |
| Soluble in | water, 505.9 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for eupafolin usage levels up to | not for fragrance use. |
| Recommendation for eupafolin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy- (9CI)
2-(3,4-
dihydroxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
flavone, 3',4',5,7-tetrahydroxy-6-methoxy- (8CI)
6-
methoxyluteolin
nepetin
PubMed:
HPLC-fingerprints and antioxidant constituents of Phyla nodiflora.
PubMed:
Eupafolin inhibits PGE2 production and COX2 expression in LPS-stimulated human dermal fibroblasts by blocking JNK/AP-1 and Nox2/p47(phox) pathway.
PubMed:
Separation of nine compounds from Salvia plebeia R.Br. using two-step high-speed counter-current chromatography with different elution modes.
PubMed:
Characterisation of polyphenolic compounds in Clerodendrum petasites S. Moore and their potential for topical delivery through the skin.
PubMed:
Eupafolin suppresses prostate cancer by targeting phosphatidylinositol 3-kinase-mediated Akt signaling.
PubMed:
Further characterization of foliar flavonoids in Crossostephium chinense and their geographic variation.
PubMed:
One-Step Separation of Four Flavonoids from Herba Salviae Plbeiae by HSCCC.
PubMed:
Phytochemical and antitrypanosomal investigation of the fractions and compounds isolated from Artemisia elegantissima.
PubMed:
Eupafolin, a skin whitening flavonoid isolated from Phyla nodiflora, downregulated melanogenesis: Role of MAPK and Akt pathways.
PubMed:
Eupafolin and Ethyl Acetate Fraction of Kalanchoe gracilis Stem Extract Show Potent Antiviral Activities against Enterovirus 71 and Coxsackievirus A16.
PubMed:
Flavonoids from the Japanese monotypic genus, Nipponanthemum.
PubMed:
[Chemical constituents of Eupatorium lindleyanum].
PubMed:
Antiproliferative, antimicrobial and apoptosis inducing effects of compounds isolated from Inula viscosa.
PubMed:
Sesquiterpenes and other constituents from Dendranthema zawadskii var. latilobum.
PubMed:
Antioxidant, anti-inflammatory and antiproliferative activities of Kalanchoe gracilis (L.) DC stem.
PubMed:
Eupatorium perfoliatum L.: phytochemistry, traditional use and current applications.
PubMed:
Cytotoxic compounds from the leaves of Gaillardia aristata Pursh. growing in Egypt.
PubMed:
Anti-inflammatory activity of Eupatorium perfoliatum L. extracts, eupafolin, and dimeric guaianolide via iNOS inhibitory activity and modulation of inflammation-related cytokines and chemokines.
PubMed:
An unusual dimeric guaianolide with antiprotozoal activity and further sesquiterpene lactones from Eupatoriumperfoliatum.
PubMed:
Eupafolin, a flavonoid isolated from Artemisia princeps, induced apoptosis in human cervical adenocarcinoma HeLa cells.
PubMed:
Chemical fingerprint and quantitative analysis of Salvia plebeia R.Br. by high-performance liquid chromatography.
PubMed:
Eupafolin: Effect on mitochondrial energetic metabolism.
PubMed:
A novel daucosterol derivative and antibacterial activity of compounds from Arctotis arctotoides.
PubMed:
Anti-inflammatory activity of flavonoids from Eupatorium arnottianum.
PubMed:
Hispidulin: antioxidant properties and effect on mitochondrial energy metabolism.
PubMed:
Topical anti-inflammatory activity of flavonoids and a new xanthone from Santolina insularis.
PubMed:
[Studies on chemical constituents in bud of Artemisia scoparia (II)].
PubMed:
Cytotoxic activity of nepetin, a flavonoid from Eupatorium ballotaefolium HBK.
PubMed:
Iridoids from Globularia dumulosa.
PubMed:
Eudesmanolides from Dimerostemma vestitum.
PubMed:
Antiproliferative constituents in plants 9. Aerial parts of Lippia dulcis and Lippia canescens.
PubMed:
Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship.
PubMed:
Flavonoids of Inula britannica protect cultured cortical cells from necrotic cell death induced by glutamate.
PubMed:
Antioxidant activity of chemical components from sage (Salvia officinalis L.) and thyme (Thymus vulgaris L.) measured by the oil stability index method.
PubMed:
Anti-phospholipase A2 and anti-inflammatory activity of Santolina chamaecyparissus.
PubMed:
Analysis of vervain flavonoids by HPLC/Diode array detector method. Its application to quality control.
PubMed:
Mono- and sesquiterpenes and antifungal constituents from Artemisia species.
PubMed:
Decreased helenalin-induced cytotoxicity by flavonoids from Arnica as studied in a human lung carcinoma cell line.
PubMed:
Influence of a series of natural flavonoids on free radical generating systems and oxidative stress.
PubMed:
New Flavonoid Glycosides from Arnicae Flos DAB 91.
PubMed:
Flavones and flavonol glycosides from Eupatorium cannabinum L.
PubMed:
Screening of the influence of flavonoids on lipoxygenase and cyclooxygenase activity, as well as on nonenzymic lipid oxidation.
PubMed:
Some pharmacological, toxicological and phytochemical investigations on Centaurea phyllocephala.