| Record Information |
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| Version | 1.0 |
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| Creation date | 2018-04-10 10:04:32 UTC |
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| Update date | 2018-04-16 14:17:14 UTC |
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| FoodComEx ID | PC001054 |
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| FoodDB Record | FDB011939 |
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| Chemical Information |
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| Name | Bergamottin |
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| Description | 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 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. |
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| CAS Number | 7380-40-7 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 4-[(3,7-Dimethyl-2,6-octadienyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one, 9CI | db_source | | 5-Geranoxypsoralen | biospider | | 5-Geranyloxypsoralen | db_source | | Bergamotin | biospider | | Bergamotine | biospider | | Bergaptin | db_source | | Bergaptol geranyl ether | db_source |
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| Chemical Formula | C21H22O4 |
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| IUPAC name | 4-{[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one |
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| InChI Identifier | InChI=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- |
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| InChI Key | DBMJZOMNXBSRED-DHDCSXOGSA-N |
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| Isomeric SMILES | CC(C)=CCC\C(C)=C/COC1=C2C=COC2=CC2=C1C=CC(=O)O2 |
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| Average Molecular Weight | 338.403 |
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| Monoisotopic Molecular Weight | 338.151809188 |
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| Chemical Taxonomy |
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| Class | Polyphenols |
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| Family | Furanocoumarins |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Mp 59-61° (54°) | DFC |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | 1 to 5 mg |
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| Delivery Time | 2 weeks |
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| Storage Form | powder |
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| Storage Conditions | -18°C |
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| Stability | Not Available |
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| Purity | >98% |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Contact Name | Contact Institution | Contact Email |
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| Claudine Manach | INRAE, Human Nutrition, Research Center Clermont-Auvergne-Rhône-Alpes, Clermont-Ferrand, FR, F-63122 | claudine.manach@inra.fr |
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| Commercial Vendors |
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| AKSci | 7157AL |
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| Cayman Chemical | 10009439 |
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| Toronto Research Chemicals | B318400 |
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