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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 619.00 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 450.00 °F. TCC ( 232.00 °C. ) (est)
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| logP (o/w): | 1.300 (est) |
| Soluble in: |
| | water, 60.29 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
| Alfa Biotechnology |
| For experimental / research use only. |
| Jaceosidin 98%
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| BOC Sciences |
| For experimental / research use only. |
| Jaceosidin >98%
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| Carbosynth |
| For experimental / research use only. |
| Jaceosidin
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| Coompo |
| For experimental / research use only. |
| Jaceosidin from Plants ≥98%
Odor: characteristic Use: Jaceosidin has been shown to exert anticancer, anti-oxidative, anti-inflammatory, and immunosuppressive effects.
Jaceosidin inhibits the TPA-induced upregulation of cyclooxygenase-2 and matrix metalloproteinase-9 by blocking extracellular signal-regulated protein kinase-1 and -2 phosphorylation in human breast epithelial cells, which may be indicative of its chemopreventive potential.
Microglia are the innate immune cells in the central nervous system, and they play a central role in the initiation and maintenance of neuroinflammation. We report that jaceosidin inhibits inflammatory activation of microglia, reducing nitric oxide (NO) production and proinflammatory cytokine expression. IC50 for NO inhibition was 27 +/- 0.4 uM. The flavone also attenuated microglial neurotoxicity in the microglia/neuroblastoma co-culture. Systemic injection of jaceosidin ameliorated neuroinflammation in the mouse model of experimental allergic encephalomyelitis. These results indicate that plant flavone jaceosidin is a microglial inhibitor with anti-neuroinflammation activity.
Eupatilin and jaceosidin were also found to moderately inhibit CYP2C19-catalyzed [S]-mephenytoin 4¢-hydroxylation, CYP2D6-catalyzed bufuralol 1¢-hydroxylation, and CYP2C8-catalyzed amodiaquine N-deethylation. Kinetic analysis of human liver microsomes showed that eupatilin is a competitive inhibitor of CYP1A2 with a Ki value of 2.3 mM and a mixed-type inhibitor of CYP2C9 with a Ki value of 1.6 mM. Jaceosidin was shown to be a competitive inhibitor of CYP1A2 with a Ki value of 3.8 mM and a mixed-type inhibitor of CYP2C9 with Ki value of 6.4 mM in human liver microsomes. These in vitro results suggest that eupatilin and jaceosidin should be further examined for potential pharmacokinetic drug interactions in vivo due to inhibition of CYP1A2 and CYP2C9. |
Safety Information:
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| 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 |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for jaceosidin usage levels up to: | | | not for fragrance use.
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| Recommendation for jaceosidin flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
| | 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5379096 |
| Pubchem (sid): | 135150327 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
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 |
Articles:
| 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. |
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3D/inchi