Patuletin

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Patuletin
Chemical structure of patuletin
Names
IUPAC name
3,3′,4′,5,7-Pentahydroxy-6-methoxyflavone
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one
Other names
6-Methoxyquercetin
Quercetagetin 6-methyl ether
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.529 Edit this at Wikidata
EC Number
  • 208-280-8
UNII
  • InChI=1S/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 ☒N
    Key: JMIFIYIEXODVTO-UHFFFAOYSA-N ☒N
  • 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
    Key: JMIFIYIEXODVTO-UHFFFAOYAR
  • COC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)O)O
Properties
C16H12O8
Molar mass 332.264 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Patuletin is an O-methylated flavonol. It can be found in the genus Eriocaulon.[1]

Glycosides

Patuletin glycosides can be found in Ipomopsis aggregata.[2]

Patuletin-3-O-rutinoside can be isolated from the aerial parts of Echinacea angustifolia.[3]

Patuletin acetylrhamnosides can be isolated from Kalanchoe brasiliensis.[4]

References

  1. ^ Bate-Smith, E. C.; Harborne, J. B. (1969). "Quercetagetin and patuletin in Eriocaulon". Phytochemistry. 8 (6): 1035. doi:10.1016/S0031-9422(00)86351-7.
  2. ^ Smith, D. M.; Glennie, C. W.; Harborne, J. B. (1971). "Identification of eupalitin, eupatolitin and patuletin glycosides in Ipomopsis aggregata". Phytochemistry. 10 (12): 3115. doi:10.1016/S0031-9422(00)97361-8.
  3. ^ Lin, L.; Qiu, S.; Lindenmaier, M.; He, X.; Featherstone, T.; Cordell, G. A. (2002). "Patuletin-3-O-Rutinoside from the Aerial Parts of Echinacea angustifolia". Pharmaceutical Biology. 40 (2): 92. doi:10.1076/phbi.40.2.92.5839. S2CID 84855629.
  4. ^ Costa, S. S.; Jossang, A.; Bodo, B.; Souza, M. L. M.; Moraes, V. L. G. (1994). "Patuletin Acetylrhamnosides from Kalanchoe brasiliensis as Inhibitors of Human Lymphocyte Proliferative Activity". Journal of Natural Products. 57 (11): 1503–1510. doi:10.1021/np50113a005. PMID 7853000.
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