Record Information
Version1.0
Creation date2018-04-10 10:04:32 UTC
Update date2018-04-16 14:17:14 UTC
FoodComEx IDPC001054
FoodDB RecordFDB011939
Chemical Information
NameBergamottin
DescriptionBergamottin 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 and in earl grey tea. 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.
CAS Number7380-40-7
Structure
Thumb
Synonyms
SynonymSource
4-[(3,7-Dimethyl-2,6-octadienyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one, 9CIdb_source
5-Geranoxypsoralenbiospider
5-Geranyloxypsoralendb_source
Bergamotinbiospider
Bergamotinebiospider
Bergaptindb_source
Bergaptol geranyl etherdb_source
Chemical FormulaC21H22O4
IUPAC name4-{[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one
InChI IdentifierInChI=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-
InChI KeyDBMJZOMNXBSRED-DHDCSXOGSA-N
Isomeric SMILESCC(C)=CCC\C(C)=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2
Average Molecular Weight338.403
Monoisotopic Molecular Weight338.151809188
Chemical Taxonomy
ClassPolyphenols
FamilyFuranocoumarins
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 59-61° (54°)DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 5 mg
Delivery Time2 weeks
Storage Formpowder
Storage Conditions-18°C
StabilityNot Available
Purity>98%
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Claudine ManachINRA, Human Nutrition, Research Center Auvergne-Rhône-Alpes - Theix, Clermont-Ferrand, FR, F-63122claudine.manach@inra.fr
Commercial Vendors
AKSci 7157AL
Cayman Chemical 10009439
Toronto Research Chemicals B318400