Ombuin

Ombuin
IUPAC name 3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxychromen-4-one
Other names 4',7-Dimethylquercetin 7,4'-Di-O-methylquercetin 4',7-Dimethoxy-3,3',5-trihydroxyflavone
Identifiers
CAS number	529-40-8
PubChem	5320287
Jmol-3D images	Image 1
SMILES COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)O)O
Properties
Molecular formula	C17H14O7
Molar mass	330.29 g/mol
Exact mass	330.073953 u
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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 synthetized.^[1] Ombuin 3-sulfate can be isolated from Flaveria chloraefolia.^[2]

Glycosides

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) :

• Ombuin 3-galactoside (C₂₃H₂₄O₁₂, CAS number 69168-13-4)
• Ombuin 3-glucoside (C₂₃H₂₄O₁₂, CAS number 158642-42-3)

References

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
2. ^ Ombuin 3-sulphate from Flaveria chloraefolia. Phytochemistry, Volume 27, Issue 7, 1988, Pages 2362-2363, Denis Barron, Ragai K. Ibrahim
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, 44 (6), pp 676–679

This article about a natural phenol is a stub. You can help Wikipedia by expanding it.v · Categories: Flavonols Phenol ethers Natural phenol stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем написать реферат Ombúes de Lavalle Omdurman Ahlia High School Look at other dictionaries: Quercetin — IUPAC name 2 (3,4 dihydroxyphenyl) 3,5,7 trihydroxy 4H chromen 4 one …   Wikipedia Myricetin — IUPAC name 3,5,7 Trihydroxy 2 (3,4,5 trihydroxyphenyl) 4 chromenone …   Wikipedia Chrysosplenetin — IUPAC name 5 hydroxy 2 (4 hydroxy 3 methoxyphenyl) 3,6,7 trimethoxychromen 4 one …   Wikipedia Combretol — IUPAC name 5 hydroxy 3,7 dimethoxy 2 (3,4,5 trimethoxyphenyl)chromen 4 one …   Wikipedia Fisetin — IUPAC name 2 (3,4 dihydroxyphenyl) 3,7 dihydroxychromen 4 one …   Wikipedia Axillarin — IUPAC name 2 (3,4 dihydroxyphenyl) 5,7 dihydroxy 3,6 dimethoxychromen 4 one …   Wikipedia Centaureidin — IUPAC name 5,7 dihydroxy 2 (3 hydroxy 4 methoxyphenyl) 3,6 dimethoxychromen 4 one …   Wikipedia Dictionary of natural phenols and polyphenols molecular formulas — Natural polyphenols molecular formulas are generally formed from C, H and O. The entries are sorted by mass. Formula Example Exact mass (u) C8H10O 4 Ethylphenol, others 122.073164 C6H6O3 Hydroxyquinol, others 126.031694 C7H6O3 2 Hydroxybenzoic… …   Wikipedia Mearnsetin — IUPAC name 2 (3,5 dihydroxy 4 methoxyphenyl) 3,5,7 trihydroxychromen 4 one …   Wikipedia O-methylated flavonoid — The O methylated flavonoids or methoxyflavonoids are flavonoids with methylations on hydroxyl groups (methoxy bonds). O methylation has an effect on the solubility of flavonoids. Contents 1 Enzymes 1.1 Plant enzymes 1.2 Animal enzyme …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”