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=COC2=CC3=C1C=CC(=O)O3

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

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:54:18 GMT 2023` Edited by `admin` on `Fri Dec 15 18:54:18 GMT 2023`
Record UNII	KTC8ANI30F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BERGAPTOL

Common Name

English

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

Systematic Name

English

5-HYDROXYPSORALEN

Common Name

English

NSC-341958

Code

English

4-HYDROXYBERGAPTEN

Common Name

English

Code System Code Type Description

PUBCHEM

5280371