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6,7-dihydroxy Bergamottin

Cayman Chemical Item Number 10009598

6,7-DHB (CAS 145414-76-2)

6,7-dihydroxy Bergamottin (CAS 145414-76-2)

See more	Inhibitors (546) Cytochrome P450 (90) Endocrinology (337)

Description

6,7-dihydroxy Bergamottin (6,7-DHB) is a potent inhibitor of CYP3A4 (IC₅₀ = 25 µM).¹ It appears to be the primary compound in grapefruit juice that is responsible for inhibition of testosterone 6β-hydrolase activity. Ingestion of grapefruit juice during treatment regimes with drugs normally metabolized by cytochrome P450 enzymes of the CYP3A subfamily results in a substantial increase in plasma concentration of these agents.^2,1 However, giving a patient grapefruit juice or just 6,7-DHB could be advantageous in cases where a drug is metabolized too quickly by CYP3A4.

1 Edwards, D.J., Bellevue, F.H.I., and Woster, P.M. Identification of 6',7'-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice. Drug Metab Dispos 24(12) 1287-1290 (1996).

2 Bellevue, F.H.I., Woster, P.M., Edwards, D.J., et al. Synthesis and biological evalution of 6',7'-dihydroxybergamottin (6,7-DHB), a naturally occurring inhibitor of cytochrome P450 3A4. Bioorg Med Chem Lett 7(20) 2593-2598 (1997).

Synonyms	6,7-DHB
Formal Name	4-[[(2E)-6,7-dihydroxy-3,7-dimethyl-2-octenyl]oxy]-7H-fuoro[3,2-g][1]benzopyran-7-one
CAS Number	145414-76-2
Molecular Formula	C₂₁H₂₄O₆
Formula Weight	372.4
Formulation	A crystalline solid
Purity	≥98%
λ_max	221, 250, 309 nm
Stability	2 years
Storage	-20°C
Shipping	Room temperature in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard C/C(=C\COc1c2C=CCOc2cc2oc(=O)ccc12)/CCC(O)C(C)(C)C

Background Reading

Edwards, D.J., Bellevue, F.H.I., and Woster, P.M. Identification of 6',7'-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice. Drug Metab Dispos 24(12) 1287-1290 (1996).

Bellevue, F.H.I., Woster, P.M., Edwards, D.J., et al. Synthesis and biological evalution of 6',7'-dihydroxybergamottin (6,7-DHB), a naturally occurring inhibitor of cytochrome P450 3A4. Bioorg Med Chem Lett 7(20) 2593-2598 (1997).

Size	Price	Quantity	Subtotal
1 mg	$15.00		$0.00
5 mg	$68.00		$0.00
10 mg	$120.00		$0.00
25 mg	$263.00		$0.00
Bulk	Contact
		Cart Total	$0.00

Pricing updated 2012-05-25. Prices are subject to change without notice.

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