1.02010-04-08 22:09:54 UTC2019-11-26 03:05:47 UTCFDB011939BergamottinConstituent of bergamot oiland is also from lemon oil and oils of other Citrus subspecies and carrot (Daucus carota)
Bergamottin is a natural furanocoumarin found principally in grapefruit juice. It is also found in the oil of bergamot, from which it was first isolated and from which its name is derived. To a lesser extent, bergamottin is also present in the essential oils of other citrus fruits. Along with the chemically related compound 6?,7?-dihydroxybergamottin, 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.4-[(3,7-Dimethyl-2,6-octadienyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one, 9CI5-Geranoxypsoralen5-GeranyloxypsoralenBergamotinBergamotineBergaptinBergaptol geranyl etherC21H22O4338.403338.1518091884-{[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one4-{[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}furo[3,2-g]chromen-7-one7380-40-7CC(C)=CCC\C(C)=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2InChI=1S/C21H22O4/c1-14(2)5-4-6-15(3)9-11-24-21-16-7-8-20(22)25-19(16)13-18-17(21)10-12-23-18/h5,7-10,12-13H,4,6,11H2,1-3H3/b15-9-DBMJZOMNXBSRED-DHDCSXOGSA-N belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.Terpene lactonesOrganic compoundsLipids and lipid-like moleculesPrenol lipidsTerpene lactonesAromatic heteropolycyclic compounds1-benzopyransAlkyl aryl ethersAromatic monoterpenoidsBenzenoidsBenzofuransFuransHeteroaromatic compoundsHydrocarbon derivativesLactonesOrganic oxidesOxacyclic compoundsPsoralensPyranones and derivatives1-benzopyranAlkyl aryl etherAromatic heteropolycyclic compoundAromatic monoterpenoidBenzenoidBenzofuranBenzopyranCoumarinEtherFuranFuranocoumarinHeteroaromatic compoundHydrocarbon derivativeLactoneLinear furanocoumarinMonoterpenoidOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePsoralenPyranPyranoneTerpene lactonelogp5.30logs-4.51solubility1.04e-02 g/lmelting_pointMp 59-61° (54°)logp4.81pka_strongest_basic-2.8iupac4-{[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g]chromen-7-oneaverage_mass338.403mono_mass338.151809188smilesCC(C)=CCC\C(C)=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2formulaC21H22O4inchiInChI=1S/C21H22O4/c1-14(2)5-4-6-15(3)9-11-24-21-16-7-8-20(22)25-19(16)13-18-17(21)10-12-23-18/h5,7-10,12-13H,4,6,11H2,1-3H3/b15-9-inchikeyDBMJZOMNXBSRED-DHDCSXOGSA-Npolar_surface_area48.67refractivity99.77polarizability37.47rotatable_bond_count6acceptor_count2donor_count0physiological_charge0formal_charge0Specdb::CMs18336Specdb::CMs137828Specdb::CMs145562Specdb::MsMs241507Specdb::MsMs241508Specdb::MsMs241509Specdb::MsMs243562Specdb::MsMs243563Specdb::MsMs243564Specdb::MsMs2368680Specdb::MsMs2368681Specdb::MsMs2368682Specdb::MsMs2566604Specdb::MsMs2566605Specdb::MsMs2566606HMDB33782#<Reference:0x0000555675f697f0>#<Reference:0x0000555675f695c0>Black teaType 1CitrusUnknowngenericGrapefruitType 1specificCitrus X paradisi37656LemonType 1specificCitrus limon2708LimeType 1specificCitrus aurantiifolia159033PummeloType 1specificCitrus maxima37334Root vegetablesUnknowngenericcalcium antagonist748Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.cytochrome-P450 inhibitor855An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.