491-71-4

Basic information

• Product Name: CHRYSOERIOL
• Synonyms: CHRYSOERIOL;3'-METHOXY-5,7,4'-TRIHYDROXYFLAVONE;4',5,7-TRIHYDROXY-3'-METHOXYFLAVON;4',5,7-TRIHYDROXY-3'-METHOXYFLAVONE;3’-methoxyapigenin;3’-o-methyluteolin;5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4h-1-benzopyran-4-on;chryseriol
• CAS NO: 491-71-4
• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26
• EINECS: 207-742-6
• Product Categories: Tetra-substituted Flavones;Aromatics;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 491-71-4.mol
• Article Data: 24

Chemical Properties

• Melting Point: >300°C (dec.)
• Boiling Point: 574.3 °C at 760 mmHg
• Flash Point: 219.4 °C
• Appearance: /
• Density: 1.512 g/cm³
• Vapor Pressure: 8.61E-14mmHg at 25°C
• Refractive Index: 1.697
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated and Sonicated)
• PKA: 6.49±0.40(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: CHRYSOERIOL(CAS DataBase Reference)
• NIST Chemistry Reference: CHRYSOERIOL(491-71-4)
• EPA Substance Registry System: CHRYSOERIOL(491-71-4)

Safety Data

• Hazardous Substances Data: 491-71-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 491-71-4 differently. You can refer to the following data:
1. A methoxyflavonoid that selectively inhibits the formation of a carcinogenic estrogen metabolite in MCF-7 breast cancer cells. A metabolite of Luteolin (L475000).
2. Chrysoeriol is a methoxyflavonoid that selectively inhibits the formation of a carcinogenic estrogen metabolite in MCF-7 breast cancer cells. A metabolite of Luteolin (L475000).

Definition

ChEBI: The 3'-O-methyl derivative of luteolin.

InChI:InChI=1/C16H12O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-7,17-19H,1H3

Upstream product

• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 
• 491-70-3 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on 
• 485-80-3 S-adenosyl-L-methionine 
• 108-73-6 3,5-dihydroxyphenol 
• 56222-44-7 ethyl 3-(4-hydroxy-3-methoxyphenyl)-3-oxopropanoate 
• 56681-66-4 3-methoxy-4-acetoxybenzoyl chloride 
• 14031-35-7 S-Adenosyl-L-methionine 
• 1456788-20-7 3'-methoxy-4',5,7-tri[(2-methoxyethoxy)methoxy]flavone 
• 1456788-16-1 2'-hydroxy-3-methoxy-4,4',6'-tri[(2-methoxyethoxy)methoxy]chalcone 
• 78765-31-8 3-methoxy-4-<2'-(methoxyethoxy)methoxy>-benzaldehyde 
• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 

Downstream Products

• 76735-57-4 canniflavone-2 
• 76735-58-5 6-prenylchrysoeriol 
• 29741-07-9 5,4'-dihydroxy-3'-methoxyflavone-7-O-β-galacturonide 
• 3162-04-7 chrysoeriol tri-O-acetate 
• 3162-24-1 7-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-5-hydroxy-chromen-4-one 

Relevant articles and documents

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The fungal leaf endophyte Paraconiothyrium variabile specifically metabolizes the host-plant metabolome for its own benefit

Fungal endophytes live inside plant tissues and some have been found to provide benefits to their host. Nevertheless, their ecological impact is not adequately understood. Considering the fact that endophytes are continuously interacting with their hosts, it is conceivable that both partners have substantial influence on each other's metabolic processes. In this context, we have investigated the action of the endophytic fungus Paraconiothyrium variabile, isolated from the leaves of Cephalotaxus harringtonia, on the secondary metabolome of the host-plant. The alteration of the leaf compounds by the fungus was monitored through metabolomic approaches followed by structural characterization of the altered products. Out of more than a thousand molecules present in the crude extract of the plant leaf, we have observed a specific biotransformation of glycosylated flavonoids by the endophyte. In all cases it led to the production of the corresponding aglycone via deglycosylation. The deglycosylated flavonoids turned out to display significant beneficial effects on the hyphal growth of germinated spores. Our finding, along with the known allelopathic role of flavonoids, illustrates the chemical cooperation underlying the mutualistic relationship between the plant and the endophyte.

New Flavonoids from Artemisia frigida

New flavonoids were isolated from the aerial part of Artemisia frigida Willd. (Asteraceae). Their structures were elucidated using UV, IR, and NMR spectroscopy and mass spectrometry as chrysoeriol-7-O-(2′′-Oacetyl)-β-D-glucopyranoside (2′′-O-acetylthermop

New Flavone Glycosides from Astragalus tanae Endemic to Georgia

The new flavone glycosides tanoside I and II in addition to three known flavonoids and daucosterol were isolated from the Georgian endemic species Astragalus tanae Sosn. Their structures were elucidated as chrysoeriol-7-O-β-D-glucopyranosyl-4′ -O-α-L-rham