Bergamottin

Bergamottin
Names
	Preferred IUPAC name 4-{[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g][1]benzopyran-7-one
	Other names Bergamotine; 5-Geranoxypsoralen
Identifiers
CAS Number	7380-40-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1078442 ;
ChemSpider	4581520 ;
ECHA InfoCard	100.166.792
PubChem CID	5471349;
UNII	JMU611YFRB ;
CompTox Dashboard (EPA)	DTXSID50897528 ;
	InChI 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+ Key: DBMJZOMNXBSRED-OQLLNIDSSA-N ; InChI=1/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+ Key: DBMJZOMNXBSRED-OQLLNIDSBR;
	SMILES CC(=CCC/C(=C/COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/C)C;
Properties
Chemical formula	C21H22O4
Molar mass	338.403 g·mol−1
Melting point	55 to 56 °C (131 to 133 °F; 328 to 329 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Bergamottin (5-geranoxypsoralen) is a natural furanocoumarin found in the pulp of pomelos and grapefruits.^[1] It is also found in the peel and pulp of the bergamot orange, from which it was first isolated and from which its name is derived.

^ Dugrand-Judek, Audray; Olry, Alexandre; Hehn, Alain; Costantino, Gilles; Ollitrault, Patrick; Froelicher, Yann; Bourgaud, Frédéric (November 2015). "The Distribution of Coumarins and Furanocoumarins in Citrus Species Closely Matches Citrus Phylogeny and Reflects the Organization of Biosynthetic Pathways". PLOS ONE. 10 (11): e0142757. Bibcode:2015PLoSO..1042757D. doi:10.1371/journal.pone.0142757. PMC 4641707. PMID 26558757.

[Dugrand-Judek_et_al._2015-1] Dugrand-Judek, Audray; Olry, Alexandre; Hehn, Alain; Costantino, Gilles; Ollitrault, Patrick; Froelicher, Yann; Bourgaud, Frédéric (November 2015). "The Distribution of Coumarins and Furanocoumarins in Citrus Species Closely Matches Citrus Phylogeny and Reflects the Organization of Biosynthetic Pathways". PLOS ONE. 10 (11): e0142757. Bibcode:2015PLoSO..1042757D. doi:10.1371/journal.pone.0142757. PMC 4641707. PMID 26558757.

[1]

Names


Preferred IUPAC name 4-{[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g][1]benzopyran-7-one
Other names Bergamotine 5-Geranoxypsoralen
Identifiers
CAS Number	7380-40-7^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1078442^Y
ChemSpider	4581520^Y
ECHA InfoCard	100.166.792
PubChem CID	5471349
UNII	JMU611YFRB^Y
CompTox Dashboard (EPA)	DTXSID50897528
InChI 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+^Y Key: DBMJZOMNXBSRED-OQLLNIDSSA-N^Y InChI=1/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+ Key: DBMJZOMNXBSRED-OQLLNIDSBR
SMILES CC(=CCC/C(=C/COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/C)C
Properties
Chemical formula	C₂₁H₂₂O₄
Molar mass	338.403 g·mol⁻¹
Melting point	55 to 56 °C (131 to 133 °F; 328 to 329 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references