Structure via PubChem · Public domain (PubChem)
bergamottin
Sign in to saveAlso known as Bergaptin, 5-Geranoxypsoralen, Bergamotine, 4-{[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one
Bergamottin (5-geranoxypsoralen) is a natural furanocoumarin found in the pulp of pomelos and grapefruits. 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.
In the Vinony graph
Vinony's link graph records 46 inbound references to bergamottin, and connects out to pomelo, digital object identifier and chemical formula.
It is catalogued under topics including Chembox image size set, CYP3A4 inhibitors and ECHA InfoCard ID from Wikidata.
Vinony links it to 12 Wikipedia language editions.
Chemical data
- Formula
- C21H22O4
- Molecular weight
- 338.4 g/mol
- IUPAC name
- 4-[(2E)-3,7-dimethylocta-2,6-dienoxy]furo[3,2-g]chromen-7-one
- SMILES
- CC(=CCC/C(=C/COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/C)C
- InChIKey
- DBMJZOMNXBSRED-OQLLNIDSSA-N
- XLogP
- 5.6
- Polar surface area
- 48.7 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- furanocoumarin
- Mass
- 338.151809
Show 5 more facts
- found in taxon
- Ferulago lutea
- chemical formula
- C₂₁H₂₂O₄
- isomeric SMILES
- CC(=CCC/C(=C/COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/C)C
- canonical SMILES
- CC(=CCCC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)C)C
- Commons category
- Bergamottin
via Wikidata · CC0
~3 min read
Encyclopedic overview
3 sectionsContents
- Chemistry
- Biosynthesis
- References
{{chembox | Watchedfields = changed | verifiedrevid = 448005625 | ImageFile = bergamottin.svg | ImageSize = 220 | ImageAlt = Skeletal formula of bergamottin | ImageFile1 = Bergamottin-3D-balls.png | ImageSize1 = 240 | ImageAlt1 = Ball-and-stick model of the bergamottin molecule | PIN = 4-{[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g][1]benzopyran-7-one | OtherNames = Bergamotine5-Geranoxypsoralen |Section1= |Section2= |Section7= }}
Bergamottin (5-geranoxypsoralen) is a natural furanocoumarin found in the pulp of pomelos and grapefruits. 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.
Excerpted from Wikipedia’s “bergamottin” article, available under the CC BY-SA 4.0 licence.