Chemistry:6',7'-Dihydroxybergamottin
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| IUPAC name
4-[(E,6R)-6,7-dihydroxy-3,7-dimethyloct-2-enoxy]furo[3,2-g]chromen-7-one
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3D model (JSmol)
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| Properties | |
| C21H24O6 | |
| Molar mass | 372.417 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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Tracking categories (test):
6',7'-Dihydroxybergamottin is a natural furanocoumarin found in pomelos, grapefruits, and sour oranges,[1] in both the peel and the pulp. Along with the chemically related compound bergamottin, it is believed to be responsible for a number of grapefruit–drug interactions, in which the consumption of citrus containing one or both of these compounds (especially grapefruit) affects the metabolism of a variety of pharmaceutical drugs.[2][3][4]
References
- ↑ Dugrand-Judek, Audray; Olry, Alexandre; Hehn, Alain; Costantino, Gilles; Ollitrault, Patrick; Froelicher, Yann; Bourgaud, Frédéric (November 2015). "The Distribution of Coumarins and Furanocoumarins in Citrus Species Closely Matches Citrus Phylogeny and Reflects the Organization of Biosynthetic Pathways". PLOS ONE 10 (11): e0142757. doi:10.1371/journal.pone.0142757. PMID 26558757. Bibcode: 2015PLoSO..1042757D.
- ↑ Edwards, D. J.; Bellevue, F. H.; Woster, P. M. (December 1996). "Identification of 6',7'-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice". Drug Metabolism and Disposition 24 (12): 1287–1290. PMID 8971132. http://dmd.aspetjournals.org/content/24/12/1287.short.
- ↑ Bailey, David G.; Malcolm, J.; Arnold, O.; Spence, J. David (1998). "Grapefruit juice-drug interactions". Br J Clin Pharmacol 46 (2): 101–110. doi:10.1046/j.1365-2125.1998.00764.x. PMID 9723817.
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