6',7'-DIHYDROXYBERGAMOTTIN

Names

[ Name ]:
6',7'-DIHYDROXYBERGAMOTTIN

[Synonym ]:
7H-Furo[3,2-g][1]benzopyran-7-one, 5-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2,3-dihydroxy-
6',7'-Dihydroxy Bergamottin
5-{[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]oxy}-2,3-dihydroxy-7H-furo[3,2-g]chromen-7-one

Biological Activity

[Description]:

6',7'-Dihydroxybergamottin (6′,7′-DHB) is a furanocoumarin that inhibits CYP3A4 and is found in grapefruit juice and Seville orange juice[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450

[Target]

CYP3A4

[References]

[1]. D J Edwards, et al. 6',7'-Dihydroxybergamottin in grapefruit juice and Seville orange juice: effects on cyclosporine disposition, enterocyte CYP3A4, and P-glycoprotein. Clin Pharmacol Ther. 1999 Mar;65(3):237-44.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
611.3±55.0 °C at 760 mmHg

[ Melting Point ]:
112-113 °C

[ Molecular Formula ]:
C₂₁H₂₂O₆

[ Molecular Weight ]:
370.396

[ Flash Point ]:
323.5±31.5 °C

[ Exact Mass ]:
370.141632

[ PSA ]:
93.04000

[ LogP ]:
5.57

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.633

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Grapefruit juice, lyophilized grapefruit juice, and powdered whole grapefruit inhibit cytochrome P450-mediated triazolam hydroxylation by beagle dog liver microsomes.

J. Vet. Pharmacol. Ther. 33(2) , 189-95, (2010)

Coadministration of grapefruit juice (GFJ) has been proposed to enhance the systemic availability and decrease the required dose of drugs such as cyclosporine that are extensively metabolized in the i...