jaceosidin
4H-1-benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-
Identification
| Name | jaceosidin |
| IUPAC | 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-one |
| CAS Number | 18085-97-7 |
| FDA UNII | Search |
| Molecular Formula | C17 H14 O7 |
| Molecular Weight | 330.29298000 |
| MDL Number | MFCD01081948 |
| Nikkaji Number | J14.244A |
| XlogP3 | 1.70 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 619.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 450.00 °F. TCC ( 232.00 °C. ) (est) |
| logP (o/w) | 1.300 (est) |
| Soluble in | water, 60.29 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 jaceosidin usage levels up to | not for fragrance use. |
| Recommendation for jaceosidin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-
5,7-
dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one
5,7-
dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
5,7-
dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-chromen-4-one
5,7-
dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-one
eupatilin
jacesiolin
6-
methoxyluteolin-3'-methyl ether
4',5,7-
trihydroxy-3',6-dimethoxyflavone
PubMed:
Elucidating Molecular Interactions of Natural Inhibitors with HPV-16 E6 Oncoprotein through Docking Analysis.
PubMed:
Jaceosidin, a natural flavone, promotes angiogenesis via activation of VEGFR2/FAK/PI3K/AKT/NF-κB signaling pathways in endothelial cells.
PubMed:
Hypoglycemic properties of some preparations and compounds from Artemisia ludoviciana Nutt.
PubMed:
Further characterization of foliar flavonoids in Crossostephium chinense and their geographic variation.
PubMed:
Chemistry and biological activities of Tanacetum chiliophyllum var. oligocephalum extracts.
PubMed:
Anticoagulant and Antiplatelet Activities of Artemisia princeps Pampanini and Its Bioactive Components.
PubMed:
Inhibitory effect of chemical constituents from Artemisia scoparia Waldst. et Kit. on triglyceride accumulation in 3T3-L1 cells and nitric oxide production in RAW 264.7 cells.
PubMed:
Elicitation of induced resistance against Pectobacterium carotovorum and Pseudomonas syringae by specific individual compounds derived from native Korean plant species.
PubMed:
Determination of five active compounds in Artemisia princeps and A. capillaris based on UPLC-DAD and discrimination of two species with multivariate analysis.
PubMed:
Antibacterial serrulatane diterpenes from the Australian native plant Eremophila microtheca.
PubMed:
Flavonoids from the capitula of Eriocaulon australe.
PubMed:
Jaceosidin, isolated from dietary mugwort (Artemisia princeps), induces G2/M cell cycle arrest by inactivating cdc25C-cdc2 via ATM-Chk1/2 activation.
PubMed:
Flavonoids from the Japanese monotypic genus, Nipponanthemum.
PubMed:
[Chemical constituents of Eupatorium lindleyanum].
PubMed:
Natural flavone jaceosidin is a neuroinflammation inhibitor.
PubMed:
Jaceosidin Induces Apoptosis in U87 Glioblastoma Cells through G2/M Phase Arrest.
PubMed:
In vitro evaluation of flavonoids from Eriodictyon californicum for antagonist activity against the bitterness receptor hTAS2R31.
PubMed:
A new flavonoid and other constituents from Centaurea nicaeensis All. var. walliana M.
PubMed:
Jaceosidin induces p53-dependent G2/M phase arrest in U87 glioblastoma cells.
PubMed:
In vitro metabolism of jaceosidin and characterization of cytochrome P450 and UDP-glucuronosyltransferase enzymes in human liver microsomes.
PubMed:
Metabolism study of botanical drugs.
PubMed:
Jaceosidin inhibits contact hypersensitivity in mice via down-regulating IFN-γ/STAT1/T-bet signaling in T cells.
PubMed:
Effects of eupatilin and jaceosidin on cytochrome p450 enzyme activities in human liver microsomes.
PubMed:
Inhibitory effect of eupatilin and jaceosidin isolated from Artemisia princeps on carrageenan-induced inflammation in mice.
PubMed:
Liquid chromatography-tandem mass spectrometry for the determination of jaceosidin in rat plasma.
PubMed:
Jaceosidin induces apoptosis in human ovary cancer cells through mitochondrial pathway.
PubMed:
Anti-inflammatory and immunosuppressive effect of flavones isolated from Artemisia vestita.
PubMed:
In vitro antioxidant and anti-inflammatory activities of Jaceosidin from Artemisia princeps Pampanini cv. Sajabal.
PubMed:
Inhibitory effect of eupatilin and jaceosidin isolated from Artemisia princeps in IgE-induced hypersensitivity.
PubMed:
Anti-inflammatory activity of flavonoids from Eupatorium arnottianum.
PubMed:
Jaceosidin induces apoptosis in ras-transformed human breast epithelial cells through generation of reactive oxygen species.
PubMed:
Jaceosidin, a pharmacologically active flavone derived from Artemisia argyi, inhibits phorbol-ester-induced upregulation of COX-2 and MMP-9 by blocking phosphorylation of ERK-1 and -2 in cultured human mammary epithelial cells.
PubMed:
Elemanolide sesquiterpenes and eudesmane sesquiterpene glycosides from Centaurea hierapolitana.
PubMed:
Methyl jasmonate stimulates jaceosidin and hispidulin production in cell cultures of Saussurea medusa.
PubMed:
Salicylic acid enhances Jaceosidin and Syringin production in cell cultures of Saussurea medusa.
PubMed:
Flavonoids from Artemisia copa with anti-inflammatory activity.
PubMed:
Inhibitory effect of jaceosidin isolated from Artemisiaargyi on the function of E6 and E7 oncoproteins of HPV 16.
PubMed:
[Study on the flavonoids of Eupatorium lindleyanum].
PubMed:
Cellular aggregate size as the critical factor for flavonoid production by suspension cultures of Saussurea medusa.
PubMed:
Transformation of Saussurea medusa for hairy roots and jaceosidin production.
PubMed:
Active components from Artemisia iwayomogi displaying ONOO(-) scavenging activity.
PubMed:
Effect of aggregate size in cell cultures of Saussurea medusa on cell growth and jaceosidin production.
PubMed:
Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship.
PubMed:
Sesquiterpene lactones and other constituents of Disynaphia multicrenulata from Argentina.
PubMed:
Antimutagens in gaiyou (Artemisia argyi levl. et vant.).
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:
Acute and chronic antiinflammatory effects of plant flavonoids.
PubMed:
Chlorogenic acid, an antioxidant principle from the aerial parts ofArtemisia iwayomogi that acts on 1,1-diphenyl-2-picrylhydrazyl radical.
PubMed:
Cytotoxicity of flavonoids and sesquiterpene lactones from Arnica species against the GLC4 and the COLO 320 cell lines.
PubMed:
Methylated Flavonoids from Arnica montana and Arnica chamissonis.
PubMed:
Some pharmacological, toxicological and phytochemical investigations on Centaurea phyllocephala.