519-96-0

Basic information

• Product Name: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone
• Synonyms: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone;2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one;3,5,7-Trihydroxy-6-methoxy-2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one;6-Methoxyquercetin;Petuletin;2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxychromen-4-one
• CAS NO: 519-96-0
• Molecular Formula: C₁₆H₁₂O₈
• Molecular Weight: 332.26168
• EINECS: 208-280-8
• Mol File: 519-96-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 256 °C
• Boiling Point: 684.1°Cat760mmHg
• Flash Point: 258.8°C
• Appearance: /
• Density: 1.73g/cm³
• Vapor Pressure: 1.19E-19mmHg at 25°C
• Refractive Index: 1.772
• PKA: 6.29±0.40(Predicted)
• CAS DataBase Reference: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone(519-96-0)
• EPA Substance Registry System: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone(519-96-0)

Safety Data

• Hazardous Substances Data: 519-96-0(Hazardous Substances Data)

Usage

Uses

Patuletin is an antioxidant flavonoid found in spinach leaves.

Definition

ChEBI: A trimethoxyflavone that is quercetagetin methylated at position 6.

InChI:InChI=1/C16H12O8/c1-23-16-9(19)5-10-11(13(16)21)12(20)14(22)15(24-10)6-2-3-7(17)8(18)4-6/h2-5,17-19,21-22H,1H3

Upstream product

• 19833-27-3 3,5,7,3',4'-pentahydroxy-6-methoxyflavone-3-O-β-D-glucopyranoside 
• 188927-56-2 Toluene-4-sulfonic acid 7-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-isopropoxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-46-0 Toluene-4-sulfonic acid 7-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-hydroxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 1027843-57-7 3,4-Bis-benzyloxy-benzoic acid 2-acetyl-5-benzyloxy-3-isopropoxy-4-methoxy-phenyl ester 
• 188927-36-8 1-(4-Benzyloxy-6-hydroxy-2-isopropoxy-3-methoxy-phenyl)-3-(3,4-bis-benzyloxy-phenyl)-propane-1,3-dione 
• 188927-41-5 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-5-isopropoxy-6-methoxy-chromen-4-one 
• 188927-51-7 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-isopropoxy-6-methoxy-chromen-4-one 
• 188927-62-0 1-(4-Benzyloxy-2-isopropoxy-3,6-dimethoxy-phenyl)-ethanone 
• 188927-31-3 4-benzyloxy-6-hydroxy-3-methoxy-2-isopropoxyacetophenone 
• 7499-99-2 1-(2,4-dihydroxy-3,6-dimethoxy)phenylethanone 
• 3162-52-5 1-(4-benzyloxy-2-hydroxy-3,6-dimethoxy-phenyl)-ethanone 
• 3162-51-4 1-(2,4-Bis-benzyloxy-3,6-dimethoxy-phenyl)-ethanone 
• 188927-61-9 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5-dihydroxy-6-methoxy-chromen-4-one 
• 19833-25-1 3,5,7,3′,4′-pentahydroxy-6-methoxyflavone 7-O-β-D-glucopyranoside 

Downstream Products

• 479-90-3 artemetin 
• 1067670-15-8 3,3',4',7-tetra-O-cinnamoylpatuletin 
• 1226784-84-4 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-(8-2H)-4H-1-benzopyran-4-one 
• 67443-87-2 3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-6-methoxy-chromen-4-one 
• 90-18-6 quercetagetin 
• 1251-84-9 3,5,6,7,3',4'-Hexamethoxyflavon 

Relevant articles and documents

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Flavanoids from the Rudbeckia Hirta L. Herb

Seven crystalline flavanoids: 6,7-dimethoxy-3,5,3',4'-tetrahydroxyflavone 3-O-rhamnoside 1; 3,5,6,7,3',4'-hexahydroxyflavone 7-O-glucoside (quecetagitrin) 2; 6-methoxy-3,5,7,3',4'-pentahydroxyflavone 7-O-glucoside (patulitrin) 3; 3,5,7,3',4'-pentahydroxyflavone 7-O-glucoside (quercimetrin) 4; 6,7-dimethoxy-3,5,3',4'-tetrahydroxyflavone 5; dimethoxy-3,5,4'-trihydroxyflavone 3-O-rhamnoside 6; and 6,7-dimethoxy-3,5,3',4'-tetrahydroxyflavone 3-O-glucoside 7; have been isolated from methanolic extract of the Rudbeckia hirta L. herb by column chromatography on cellulose and polyamide.These compounds were identified by using UV, 1H NMR, 13C NMR, EI-MS and FD-MS.Four compounds: 1, 4, 5, and 6 have been found for the first time in this plant.

FLAVONOL GLYCOSIDES IN LEAVES OF SPINACIA OLERACEA

Besides spinatoside (3,6-dimethoxy-5,7,3',4'-tetrahydroxyflavone 4'-O-β-D-glucopyranuronide), three new flavonol glycosides have now been isolated from the polar fractions of the methanolic extract of Spinacia oleracea.They have been identified as patuletin 3-O-β-D-glucopyranosyl-(1->6)-2)>-β-D-glucopyranoside, patuletin 3-O-β-gentiobioside and spinacetin 3-O-β-gentiobioside, respectively. Key Word Index - Spinacia oleracea; Chenopodiaceae; spinach; 6-methoxy-3,5,7,3',4'-pentahydroxyflavone 3-O-β-D-glucosyl-(1->6)-2)>-β-D-glucoside; 6-methoxy-3,5,7,3',4'-pentahydroxyflavone 3-O-β-gentiobioside; 6,3'-dimethoxy-3,5,7,4'-tetrahydroxyflavone 3-O-β-D-gentiobiside; spinatoside.