Bergapten
Clinical data | |
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Routes of administration | Oral |
ATC code | D05BA03 (WHO) |
Identifiers | |
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CAS Number | 484-20-8 |
PubChem (CID) | 2355 |
ChemSpider | 2265 |
UNII | 4FVK84C92X |
KEGG | D07521 |
ChEBI | CHEBI:18293 |
ChEMBL | CHEMBL24171 |
Chemical and physical data | |
Formula | C12H8O4 |
Molar mass | 216.19 g/mol |
3D model (Jmol) | Interactive image |
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Bergapten (5-methoxypsoralen) is a psoralen (also known as furocoumarins) found in bergamot essential oil, in other citrus essential oils,[1] and in grapefruit juice.[2] It is the chemical in bergamot oil that causes phototoxicity.[3] Bergapten-free bergamot essential oil or synthetics are now used in perfumery.
A known use of bergapten is in the synthesis of Fraxinol.[4]
References
- ↑ Calvarano I.; Calvarano M.; Gionfriddo F.; Bovalo F.; Postorino E. (1995). "HPLC profile of citrus essential oils from different species and geographic origin". Essenze Derivati agrumari. 65: 488–502.
- ↑ Sakamaki N.; Nakazato M.; Matsumoto H.; Hagino K.; Hirata K.; Ushiyama H. (2008). "Contents of furanocoumarins in grapefruit juice and health foods". Journal of the Food Hygienic Society of Japan. 49 (4): 326–331. doi:10.3358/shokueishi.49.326. PMID 18787320.
- ↑ Francesco Gionfriddo; Enrico Postorino & Giuseppe Calabrò (2004). "Elimination of Furocoumarins in Bergamot Peel Oil". Perfumer & Flavorist. 29.
- ↑ Schönberg, Alexander; Badran, Nasry; Starkowsky, Nicolas A. (1955). "Furo-chromones and -Coumarins. XII. Synthesis of Fraxinol from Bergapten and of Baicalein from Visnagin". Journal of the American Chemical Society. 77 (20): 5390–5392. doi:10.1021/ja01625a055. ISSN 0002-7863.
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