Bergapten

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Bergapten
Clinical data
Routes of; administration	Oral
ATC code	D05BA03 (WHO) ;
Identifiers
	IUPAC name 4-methoxy-7H-furo[3,2-g]chromen-7-one;
CAS Number	484-20-8 ;
PubChem CID	2355;
ChemSpider	2265 ;
UNII	4FVK84C92X;
KEGG	D07521 ;
ChEBI	CHEBI:18293 ;
ChEMBL	ChEMBL24171 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C12H8O4
Molar mass	216.19 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C\1Oc3c(/C=C/1)c(OC)c2ccoc2c3;
	InChI InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3 ; Key:BGEBZHIAGXMEMV-UHFFFAOYSA-N ;
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

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.

↑ 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 and Giuseppe Calabrò (2004). "Elimination of Furocoumarins in Bergamot Peel Oil". Perfumer & Flavorist. 29.

Clinical data

Routes of administration	Oral
ATC code	D05BA03 (WHO)
Identifiers
IUPAC name 4-methoxy-7H-furo[3,2-g]chromen-7-one
CAS Number	484-20-8^Y
PubChem CID	2355
ChemSpider	2265^Y
UNII	4FVK84C92X
KEGG	D07521^Y
ChEBI	CHEBI:18293^N
ChEMBL	ChEMBL24171^Y
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₁₂H₈O₄
Molar mass	216.19 g/mol
3D model (JSmol)	Interactive image
SMILES O=C\1Oc3c(/C=C/1)c(OC)c2ccoc2c3
InChI InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3^Y Key:BGEBZHIAGXMEMV-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)