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Prunin
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| Names | |
|---|---|
| IUPAC name
(2S)-7-(β-D-Glucopyranosyloxy)-4′,5-dihydroxyflavan-4-one
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| Systematic IUPAC name
(2S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-4H-1-benzopyran-4-one | |
| Other names
Naringenin-7-O-glucoside
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.007.696 |
| KEGG | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C21H22O10 | |
| Molar mass | 434.397 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Prunin is a flavanone glycoside found in immature citrus fruits[1][2] and in tomatoes.[3] Its aglycone form is called naringenin.
Metabolism
[edit]Glucosidase breaks prunin into glucose and naringenin.
References
[edit]- ^ Berhow, Mark A.; Vandercook, Carl E. (1989). "Biosynthesis of naringin and prunin in detached grapefruit". Phytochemistry. 28 (6): 1627–1630. doi:10.1016/S0031-9422(00)97813-0. ISSN 0031-9422.
- ^ Improved characterization of tomato polyphenols using liquid chromatography/electrospray ionization linear ion trap quadrupole Orbitrap mass spectrometry and liquid hromatography/electrospray ionization tandem mass spectrometry. Anna Vallverdu´-Queralt, Olga Jauregui, Alexander Medina-Remon, Cristina Andres-Lacueva and Rosa M. Lamuela-Raventos, Rapid Commun. Mass Spectrom., 2010, volume 24, pages 2986–2992, doi:10.1002/rcm.4731
Bibliography
[edit]- Habelt, Konrad; Pittner, Fritz (1983). "A rapid method for the determination of naringin, prunin, and naringenin applied to the assay of naringinase". Analytical Biochemistry. 134 (2): 393–397. doi:10.1016/0003-2697(83)90314-7. ISSN 0003-2697. PMID 6418025.
External links
[edit]
Media related to Prunin at Wikimedia Commons
Flavanones and their glycosides | |
|---|---|
| Flavanones | |
| O-methylated flavanones |
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| C-methylated flavanones | |
| Glycosides |
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| Acetylated | |
| Acetylated glycosides | |
 | This article about an aromatic compound is a stub. You can help Wikipedia by adding missing information. |