6',7'-DIHYDROXYBERGAMOTTIN
- CAS NO.:145414-76-2
- Empirical Formula: C21H24O6
- Molecular Weight: 372.41
- MDL number: MFCD01311879
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-18 11:31:06
What is 6',7'-DIHYDROXYBERGAMOTTIN?
Description
6,7-
The Uses of 6',7'-DIHYDROXYBERGAMOTTIN
A minor metabolite of Bergamottin. Metabolization of Bergamottin by cytochromes P 450 2B6 and 3A5.
The Uses of 6',7'-DIHYDROXYBERGAMOTTIN
A minor metabolite of Bergamottin (B318400). Metabolization of Bergamottin by cytochromes P 450 2B6 and 3A5.
The Uses of 6',7'-DIHYDROXYBERGAMOTTIN
6′,7′-dihydroxybergamottin has been used to study its effect on the inhibition of cytochrome P450 (CYP)-mediated triazolam hydroxylation in dog liver microsomes.
What are the applications of Application
6′,7′-dihydroxy Bergamottin is a potent CYP3A4 inhibitor
Definition
ChEBI: 6',7'-Dihydroxybergamottin is a member of psoralens.
Biochem/physiol Actions
CYP3A4 inhibitor.
in vitro
6,7-dhb significantly blocked the testosterone 6β-hydrolase in human liver microsomes and human cyp3a4 expressed in escherichia coli membrane in a time- and concentration-dependent manner. furthermore, 6,7-dhb proved to be a potent nadph- and time-dependent inhibitor of cyp3a4 [1]. 6,7-dhb concentration-dependently inhibited nifedipine (nfp) oxidation in hepg2-gs-3a4 cell, a cell line from hepatoblastoma with overexpression of human cyp3a4 [2].
in vivo
male wistar-st rats were intraduodenally administered with 6,7-dhb at a dose of 3.4 mg/ml. after 4 hours, 6,7-dhb had no significant effects on the nfp plasma concentrations, suggesting that 6,7-dhb had no pharmacokinetic effect on the rats [3].
References
[1]. bellevue, f., woster, p., edwards, d., he, k., & hollenberg, p. synthesis and biological evaluation of 6′,7′-dihydroxybergamottin (6,7-dhb), a naturally occurring inhibitor of cytochrome p450 3a4. bioorganic & medicinal chemistry letters. 1997; 7(20): 2593-2598.
[2]. araki, n., tsuruoka, s., hasegawa, g., yanagihara, h., omasa, t., & enosawa, s. et al. inhibition of cyp3a4 by 6′,7′-dihydroxybergamottin in human cyp3a4 over-expressed hepg2 cells. journal of pharmacy and pharmacology. 2012; 64(12): 1715-1721.
[3]. mohri, k., & uesawa, y. effects of furanocoumarin derivatives in grapefruit juice on nifedipine pharmacokinetics in rats. pharmaceutical research, 2001;18(2):177-182.
Properties of 6',7'-DIHYDROXYBERGAMOTTIN
Melting point: | 112-113 °C |
Boiling point: | 578.2±50.0 °C(Predicted) |
Density | 1.260 |
storage temp. | 2-8°C |
solubility | ethanol: soluble |
form | Solid |
pka | 14.65±0.29(Predicted) |
color | white to off-white |
Safety information for 6',7'-DIHYDROXYBERGAMOTTIN
Computed Descriptors for 6',7'-DIHYDROXYBERGAMOTTIN
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