BERGAPTOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H6O4
Molecular Weight	202.1629
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C2C=CC(=O)OC2=CC3=C1C=CO3

InChI

InChIKey=GIJHDGJRTUSBJR-UHFFFAOYSA-N

InChI=1S/C11H6O4/c12-10-2-1-6-9(15-10)5-8-7(11(6)13)3-4-14-8/h1-5,13H

HIDE SMILES / InChI

Molecular Formula	C11H6O4
Molecular Weight	202.1629
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Coumarins from Seseli hartvigii.	2010-07	20734942
Differentiation of four pairs of furocoumarin isomers by electrospray ionization tandem mass spectrometry.	2010	20212330
Notopterygium forbesii Boiss extract and its active constituent phenethyl ferulate attenuate pro-inflammatory responses to lipopolysaccharide in RAW 264.7 macrophages. A "protective" role for oxidative stress?	2009-08	19642688
Constitutive expression of bergaptol O-methyltransferase in Glehnia littoralis cell cultures.	2009-02	18974989
Notopterygium forbesii boiss extract and its active constituents increase reactive species and heme oxygenase-1 in human fetal hepatocytes: mechanisms of action.	2008-12	19548360
[Studies on chemical constituents in roots and rhizomes of Notopterygium incisum].	2008-12	19294850
[Contents of furanocoumarins in grapefruit juice and health foods].	2008-08	18787320
White and colored grapefruit juice produce similar pharmacokinetic interactions.	2008-08	18771009
Aspergillus niger metabolism of citrus furanocoumarin inhibitors of human cytochrome P450 3A4.	2008-02	18183388
[A new coumarin glycoside from Glehnia littoralis].	2007-10	18229615
Potent inhibition of human cytochrome P450 3A4, 2D6, and 2C9 isoenzymes by grapefruit juice and its furocoumarins.	2007-10	17995595
Antimicrobial activity of the methanolic extracts and compounds from Treculia obovoidea (Moraceae).	2007-07-25	17532157
Radical scavenging and cytochrome P450 3A4 inhibitory activity of bergaptol and geranylcoumarin from grapefruit.	2007-06-01	17400460
The use of heat treatment to eliminate drug interactions due to grapefruit juice.	2006-11	17077528
Metabolism of bergamottin by cytochromes P450 2B6 and 3A5.	2006-09	16785317
UV-irradiated grapefruit juice loses pharmacokinetic interaction with nifedipine in rats.	2006-06	16755036
[Comprehensive determination of furanocoumarin derivatives in citrus juice by high performance liquid chromatography].	2005-11	16272808
Furanocoumarin biosynthesis in Ammi majus L. Cloning of bergaptol O-methyltransferase.	2004-03	15009205
Effects of furanocoumarin derivatives in grapefruit juice on nifedipine pharmacokinetics in rats.	2001-02	11405288

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:25:18 GMT 2025` Edited by `admin` on `Mon Mar 31 19:25:18 GMT 2025`
Record UNII	KTC8ANI30F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BERGAPTOL

Common Name

English

NSC-341958

Preferred Name

English

7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE, 4-HYDROXY-

Systematic Name

English

5-HYDROXYPSORALEN

Common Name

English

4-HYDROXYBERGAPTEN

Common Name

English

Code System Code Type Description

PUBCHEM

5280371