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Azaleatin information


Azaleatin
Azaleatin structure
Names
IUPAC name
3,3′,4′,7-Tetrahydroxy-5-methoxyflavone
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-5-methoxy-4H-1-benzopyran-4-one
Other names
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-5-methoxy-4H-chromen-4-one
5-O-Methylquercetin
Quercetin 5-methyl ether
Identifiers
CAS Number
  • 529-51-1 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:2945 ☒N
ChEMBL
  • ChEMBL470848 checkY
ChemSpider
  • 4444923 checkY
PubChem CID
  • 5281604
UNII
  • SO52512D8G checkY
CompTox Dashboard (EPA)
  • DTXSID80200945 Edit this at Wikidata
InChI
  • InChI=1S/C16H12O7/c1-22-11-5-8(17)6-12-13(11)14(20)15(21)16(23-12)7-2-3-9(18)10(19)4-7/h2-6,17-19,21H,1H3 checkY
    Key: RJBAXROZAXAEEM-UHFFFAOYSA-N checkY
  • InChI=1/C16H12O7/c1-22-11-5-8(17)6-12-13(11)14(20)15(21)16(23-12)7-2-3-9(18)10(19)4-7/h2-6,17-19,21H,1H3
    Key: RJBAXROZAXAEEM-UHFFFAOYAA
SMILES
  • O=C1c3c(O/C(=C1/O)c2ccc(O)c(O)c2)cc(O)cc3OC
Properties
Chemical formula
C16H12O7
Molar mass 316.26 g/mol
Density 1.634 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Azaleatin is a chemical compound. It is an O-methylated flavonol, a type of flavonoid. It was first isolated from the flowers of Rhododendron mucronatum in 1956[1] and has since been recorded in 44 other Rhododendron species, in Plumbago capensis, in Ceratostigma willmottiana[2] and in Carya pecan.[3] It has also been found in the leaves of Eucryphia.[4]

  1. ^ Wada, Einosuke (1956). "On a Flavonol Glycoside Isolated from Flowers of a White Azalea (Rhododendron mucronatum G. Don)". Journal of the American Chemical Society. 78 (18): 4725–6. doi:10.1021/ja01599a052.
  2. ^ Harborne, J.B. (1962). "Plant polyphenols: 5. Occurrence of azalein and related pigments in flowers of Plumbago and Rhododendro species". Archives of Biochemistry and Biophysics. 96: 171–8. doi:10.1016/0003-9861(62)90467-8. PMID 13904580.
  3. ^ Sasaki, T; Mikami, M (1963). "Studies on the Components of Pecan (Carya Pecan Engl. & Graebn). I. On the Flavon Isolated from the Bark of Pecan". Yakugaku Zasshi. 83: 897–900. doi:10.1248/yakushi1947.83.9_897. PMID 14085492.
  4. ^ Bate-Smith, E. C.; Harborne, J. B.; Davenport, S. M. (1966). "Occurrence of Azaleatin and Caryatin in Eucryphia". Nature. 212 (5066): 1065–6. doi:10.1038/2121065a0. S2CID 4258930.

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Azaleatin

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Azaleatin is a chemical compound. It is an O-methylated flavonol, a type of flavonoid. It was first isolated from the flowers of Rhododendron mucronatum...

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Azalein

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It is a flavonol, a type of flavonoid. It is the 3-O-α-L-rhamnoside of azaleatin. It can be found in the flowers of Plumbago and Rhododendron species....

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Methylation

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are 5-O-methylgenistein, 5-O-methylmyricetin, and 5-O-methylquercetin (azaleatin). Along with ubiquitination and phosphorylation, methylation is a major...

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Quercetin

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Aglycones 5-O-methylmyricetin Annulatin Ayanin Axillarin Azaleatin Brickellin Centaureidin Chrysosplenetin Combretol Ermanin Eupatolitin Eupalitin Europetin...

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Flavonols

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6′ 3-Hydroxyflavone 3-hydroxy-2-phenylchromen-4-one H H H H H H H H H Azaleatin 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one OCH3 H OH...

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Fisetin

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Rutin

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Methylquercetin

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Methylquercetin may refer to: Azaleatin (5-methylquercetin) Isorhamnetin (3'-methylquercetin) Rhamnetin (7-methylquercetin) Tamarixetin (4'-methylquercetin)...

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Icariin

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Isoquercetin

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Troxerutin

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Myricetin

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Aglycones 5-O-methylmyricetin Annulatin Ayanin Axillarin Azaleatin Brickellin Centaureidin Chrysosplenetin Combretol Ermanin Eupatolitin Eupalitin Europetin...

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Kaempferol

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Quercitrin

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Hyperoside

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Europetin

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C16H12O7

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C16H12O7 (molar mass: 316.26 g/mol, exact mass: 316.058303) may refer to: Azaleatin, a flavonol Isorhamnetin, a flavonol Nepetin, a flavone Rhamnetin, a flavonol...

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Rhamnetin

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Isorhamnetin

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Robinin

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Astragalin

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Myricitrin

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Aglycones 5-O-methylmyricetin Annulatin Ayanin Axillarin Azaleatin Brickellin Centaureidin Chrysosplenetin Combretol Ermanin Eupatolitin Eupalitin Europetin...

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Annulatin

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Miquelianin

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Patuletin

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Aglycones 5-O-methylmyricetin Annulatin Ayanin Axillarin Azaleatin Brickellin Centaureidin Chrysosplenetin Combretol Ermanin Eupatolitin Eupalitin Europetin...

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