Cannabaceae

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Ombuin
Chemical structure of ombuin
Names
IUPAC name
3,3′,5-Trihydroxy-4′,7-dimethoxyflavone
Systematic IUPAC name
3,5-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
Other names
4′,7-Dimethylquercetin
7,4′-Di-O-methylquercetin
4′,7-Dimethoxy-3,3′,5-trihydroxyflavone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-12(23-2)10(18)5-8/h3-7,18-19,21H,1-2H3 ☒N
    Key: BWORNNDZQGOKBY-UHFFFAOYSA-N ☒N
  • InChI=1/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-12(23-2)10(18)5-8/h3-7,18-19,21H,1-2H3
    Key: BWORNNDZQGOKBY-UHFFFAOYAW
  • COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)O)O
Properties
C17H14O7
Molar mass 330.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ombuin is an O-methylated flavonol, a type of flavonoid. It is the 4',7-O-methyl derivative of quercetin.

Ombuin can be found in species of the genus Erythroxylum. It can also be synthesized.[1] Ombuin 3-sulfate can be isolated from Flaveria chlorifolia.[2]

Glycosides[edit]

Ombuin-3-rutinoside can be isolated from Phytolacca dioica, the ombu tree.[3] Ombuin-3-O-rhamnosylglucoside can be found in Erythroxylum rufum.[4]
Other glycosides (ombuosides) :

References[edit]

  1. ^ Partial methylation of quercetin: Direct synthesis of tamarixetin, ombuin and ayanin. Koppaka V. Rao, Jacob A. Owoyale, Journal of Heterocyclic Chemistry, Volume 13 Issue 6, Pages 1293 - 1295[dead link]
  2. ^ Ombuin 3-sulphate from Flaveria chloraefolia. Denis Barron and Ragai K. Ibrahim, Phytochemistry, Volume 27, Issue 7, 1988, pages 2362-2363, doi:10.1016/0031-9422(88)80166-3
  3. ^ Über die Synthese von Quercetin-3-glykosiden, II. Synthese des Ombuosids und eine rationelle Synthese von Rutin. Ludwig Hörhammer, Hildebert Wagner, Hans-Günther Arndt, Gustav Hitzler, Lorand Farkas, Chemische Berichte, Volume 101 Issue 4, Pp 1183-1185, 1968 (German)
  4. ^ Flavonoids of Erythroxylum rufum and Erythroxylum ulei. Bruce A. Bohm, David W. Phillips and Fred R. Gander, J. Nat. Prod., 1981, volume 44, issue 6, pages 676–679, doi:10.1021/np50018a009
source: https://en.wikipedia.org/wiki/Ombuin

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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