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Azaleatin

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]

Azaleatin
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
  • 529-51-1 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:2945 N
ChEMBL
  • ChEMBL470848 Y
ChemSpider
  • 4444923 Y
  • 5281604
UNII
  • SO52512D8G Y
  • DTXSID80200945
  • 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 Y
    Key: RJBAXROZAXAEEM-UHFFFAOYSA-N Y
  • 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
  • O=C1c3c(O/C(=C1/O)c2ccc(O)c(O)c2)cc(O)cc3OC
Properties
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).
N verify (what is YN ?)

Glycosides Edit

Azalein is the 3-O-α-L-rhamnoside of azaleatin.

References Edit

  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.

azaleatin, chemical, compound, methylated, flavonol, type, flavonoid, first, isolated, from, flowers, rhododendron, mucronatum, 1956, since, been, recorded, other, rhododendron, species, plumbago, capensis, ceratostigma, willmottiana, carya, pecan, also, been,. 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 Azaleatin NamesIUPAC name 3 3 4 7 Tetrahydroxy 5 methoxyflavoneSystematic IUPAC name 2 3 4 Dihydroxyphenyl 3 7 dihydroxy 5 methoxy 4H 1 benzopyran 4 oneOther names 2 3 4 Dihydroxyphenyl 3 7 dihydroxy 5 methoxy 4H chromen 4 one5 O MethylquercetinQuercetin 5 methyl etherIdentifiersCAS Number 529 51 1 Y3D model JSmol Interactive imageChEBI CHEBI 2945 NChEMBL ChEMBL470848 YChemSpider 4444923 YPubChem CID 5281604UNII SO52512D8G YCompTox Dashboard EPA DTXSID80200945InChI 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 YKey RJBAXROZAXAEEM UHFFFAOYSA N YInChI 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 1H3Key RJBAXROZAXAEEM UHFFFAOYAASMILES O C1c3c O C C1 O c2ccc O c O c2 cc O cc3OCPropertiesChemical formula C16H12O7Molar mass 316 26 g molDensity 1 634 g mLExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesGlycosides EditAzalein is the 3 O a L rhamnoside of azaleatin References Edit 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 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 Sasaki T Mikami M 1963 Studies on the Components of Pecan Carya Pecan Engl amp 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 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 This article about an aromatic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Azaleatin amp oldid 1167397594, wikipedia, wiki, book, books, library,

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