Prunin
Names | |
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IUPAC name (2S)-7-(β-D-Glucopyranosyloxy)-4′,5-dihydroxyflavan-4-one | |
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 | |
Identifiers | |
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3D model (JSmol) |
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ChEBI |
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ChemSpider |
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ECHA InfoCard | 100.007.696 |
KEGG |
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PubChem CID |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | 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). Infobox references |
Chemical compound
Prunin is a flavanone glycoside found in immature citrus fruits[1][2] and in tomatoes.[3] Its aglycone form is called naringenin.
Metabolism
Glucosidase breaks prunin into glucose and naringenin.
References
- ^ 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
- 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
- Media related to Prunin at Wikimedia Commons
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Flavanones and their glycosides
- Butin
- Eriodictyol
- Naringenin
- Pinocembrin
- Alpinetin
- Hesperetin
- Homoeriodictyol
- Isosakuranetin
- Pinostrobin (Pinocembrin-7-methylether)
- Sakuranetin
- Sterubin
- Eriocitrin
- Neoeriocitrin
- Hesperidin
- Liquiritin
- Naringin (Narigenin 7-O-neohesperidoside)
- Narirutin (Naringenin 7-O-rutinoside)
- Poncirin
- Prunin (Naringenin-7-O-glucoside)
- Sakuranin
- Nirurin
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