6',7'-DIHYDROXYBERGAMOTTIN

Modify Date: 2024-01-07 11:08:40

6',7'-DIHYDROXYBERGAMOTTIN Structure
6',7'-DIHYDROXYBERGAMOTTIN structure
Common Name 6',7'-DIHYDROXYBERGAMOTTIN
CAS Number 145414-76-2 Molecular Weight 370.396
Density 1.3±0.1 g/cm3 Boiling Point 611.3±55.0 °C at 760 mmHg
Molecular Formula C21H22O6 Melting Point 112-113 °C
MSDS Chinese USA Flash Point 323.5±31.5 °C

 Use of 6',7'-DIHYDROXYBERGAMOTTIN


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

 Names

Name 6´,-7´-Dihydroxybergamottin
Synonym More Synonyms

 6',7'-DIHYDROXYBERGAMOTTIN 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
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

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport

 Synthetic Route

~72%

6',7'-DIHYDROXYBERGAMOTTIN Structure

6',7'-DIHYDROXY...

CAS#:145414-76-2

Literature: BIOAVAILABILITY SYSTEMS, LLC Patent: WO2004/37827 A1, 2004 ; Location in patent: Page 30 ;

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6',7'-DIHYDROXYBERGAMOTTIN Structure

6',7'-DIHYDROXY...

CAS#:145414-76-2

Literature: Ohta, Tomihisa; Maruyama, Takuro; Nagahashi, Minoru; Miyamoto, Yasuyo; Hosoi, Shinzo; Kiuchi, Fumiyuki; Yamazoe, Yasushi; Tsukamoto, Sachiko Tetrahedron, 2002 , vol. 58, # 33 p. 6631 - 6635

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6',7'-DIHYDROXYBERGAMOTTIN Structure

6',7'-DIHYDROXY...

CAS#:145414-76-2

Literature: Organic and Biomolecular Chemistry, , vol. 4, # 8 p. 1604 - 1610

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6',7'-DIHYDROXYBERGAMOTTIN Structure

6',7'-DIHYDROXY...

CAS#:145414-76-2

Literature: Organic and Biomolecular Chemistry, , vol. 4, # 8 p. 1604 - 1610

~%

6',7'-DIHYDROXYBERGAMOTTIN Structure

6',7'-DIHYDROXY...

CAS#:145414-76-2

Literature: Organic and Biomolecular Chemistry, , vol. 4, # 8 p. 1604 - 1610

 Articles1

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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...

 Synonyms

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
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