6',7'-Dihydroxybergamottin

6',7'-Dihydroxybergamottin
Identifiers
CAS Number	145414-76-2;
3D model (JSmol)	Interactive image;
ChemSpider	4944758;
PubChem CID	156147;
CompTox Dashboard (EPA)	DTXSID901045472 ;
	InChI InChI=1S/C21H24O6/c1-13(4-6-18(22)21(2,3)24)8-10-26-20-14-5-7-19(23)27-17(14)12-16-15(20)9-11-25-16/h5,7-9,11-12,18,22,24H,4,6,10H2,1-3H3/b13-8+ Key: IXZUPBUEKFXTSD-MDWZMJQESA-N;
	SMILES O=C\1Oc3c(/C=C/1)c(OC\C=C(/C)CCC(O)C(O)(C)C)c2ccoc2c3;
Properties
Chemical formula	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). Infobox references

6',7'-Dihydroxybergamottin is a natural furanocoumarin found principally in grapefruit juice.^[1] Along with the chemically related compound bergamottin, it is believed to be responsible for the grapefruit juice effect, in which the consumption of the juice affects the metabolism of a variety of pharmaceutical drugs.^[2]^[3]

References

^ Edwards, D.J.; F.H Bellevue, 3rd; P.M. Woster (December 1996). "Identification of 6',7'-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice". Drug Metabolism & Disposition. 24 (12): 1287–1290.{{cite journal}}: CS1 maint: numeric names: authors list (link)
^ David G. Bailey, J. Malcolm, O. Arnold, J. David Spence (1998). "Grapefruit juice-drug interactions". Br J Clin Pharmacol. 46 (2): 101–110. doi:10.1046/j.1365-2125.1998.00764.x. PMC 1873672. PMID 9723817.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Girennavar, Basavaraj; Poulose, Shibu M.; Jayaprakasha, Guddadarangavvanahally K.; Bhat, Narayan G.; Patil, Bhimanagouda S. (2006). "Furocoumarins from grapefruit juice and their effect on human CYP 3A4 and CYP 1B1 isoenzymes". Bioorganic & Medicinal Chemistry. 14 (8): 2606–2612. doi:10.1016/j.bmc.2005.11.039. ISSN 0968-0896. PMID 16338240.

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[1] Edwards, D.J.; F.H Bellevue, 3rd; P.M. Woster (December 1996). "Identification of 6',7'-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice". Drug Metabolism & Disposition. 24 (12): 1287–1290.{{cite journal}}: CS1 maint: numeric names: authors list (link)

[2] David G. Bailey, J. Malcolm, O. Arnold, J. David Spence (1998). "Grapefruit juice-drug interactions". Br J Clin Pharmacol. 46 (2): 101–110. doi:10.1046/j.1365-2125.1998.00764.x. PMC 1873672. PMID 9723817.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[GirennavarPoulose2006-3] Girennavar, Basavaraj; Poulose, Shibu M.; Jayaprakasha, Guddadarangavvanahally K.; Bhat, Narayan G.; Patil, Bhimanagouda S. (2006). "Furocoumarins from grapefruit juice and their effect on human CYP 3A4 and CYP 1B1 isoenzymes". Bioorganic & Medicinal Chemistry. 14 (8): 2606–2612. doi:10.1016/j.bmc.2005.11.039. ISSN 0968-0896. PMID 16338240.

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