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ChemicalBook >> CAS DataBase List >>6',7'-DIHYDROXYBERGAMOTTIN

6',7'-DIHYDROXYBERGAMOTTIN

6',7'-DIHYDROXYBERGAMOTTIN Structure
6',7'-DIHYDROXYBERGAMOTTIN structure
CAS No.
145414-76-2
Chemical Name:
6',7'-DIHYDROXYBERGAMOTTIN
Synonyms
6',7'-DIHYDROXYBERGAMOTTIN;6,7-dihydroxybergaMottin(DHB);4-[[(2E)-6,7-Dihydroxy-3,7-dimethyl-2-octen-1-yl]oxy]-7H-furo[3,2-g][1]benzopyran-7-one;7H-Furo[3,2-g][1]benzopyran-7-one, 4-[[(2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl]oxy]-
CBNumber:
CB0765541
Molecular Formula:
C21H24O6
Molecular Weight:
372.41
MDL Number:
MFCD01311879
MOL File:
145414-76-2.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:06
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6',7'-DIHYDROXYBERGAMOTTIN Properties

Melting point 112-113 °C
Boiling point 578.2±50.0 °C(Predicted)
Density 1.260
storage temp. 2-8°C
solubility ethanol: soluble
pka 14.65±0.29(Predicted)
form Solid
color white to off-white
FDA UNII S2O194AWTV

SAFETY

Risk and Safety Statements

WGK Germany  3

6',7'-DIHYDROXYBERGAMOTTIN price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich UC441 6,-7-Dihydroxybergamottin 145414-76-2 5mg $896 2024-03-01 Buy
Sigma-Aldrich UC441 6,-7-Dihydroxybergamottin 145414-76-2 10mg $1520 2022-05-15 Buy
Cayman Chemical 10009598 6,7-dihydroxy Bergamottin ≥98% 145414-76-2 1mg $20 2024-03-01 Buy
Cayman Chemical 10009598 6,7-dihydroxy Bergamottin ≥98% 145414-76-2 5mg $85 2024-03-01 Buy
Cayman Chemical 10009598 6,7-dihydroxy Bergamottin ≥98% 145414-76-2 10mg $146 2024-03-01 Buy
Product number Packaging Price Buy
UC441 5mg $896 Buy
UC441 10mg $1520 Buy
10009598 1mg $20 Buy
10009598 5mg $85 Buy
10009598 10mg $146 Buy

6',7'-DIHYDROXYBERGAMOTTIN Chemical Properties,Uses,Production

Description

6,7-dihydroxy Bergamottin (6,7-DHB) is a potent inhibitor of CYP3A4 (IC50 = 25 μM). 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. 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.

Uses

A minor metabolite of Bergamottin. Metabolization of Bergamottin by cytochromes P 450 2B6 and 3A5.

Uses

6′,7′-dihydroxybergamottin has been used to study its effect on the inhibition of cytochrome P450 (CYP)-mediated triazolam hydroxylation in dog liver microsomes.

Uses

A minor metabolite of Bergamottin (B318400). Metabolization of Bergamottin by cytochromes P 450 2B6 and 3A5.

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].

IC 50

25 μm

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.

6',7'-DIHYDROXYBERGAMOTTIN Preparation Products And Raw materials

Raw materials

Preparation Products

6',7'-DIHYDROXYBERGAMOTTIN Suppliers

Global( 49)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Zheyan Biotech Co., Ltd. 		18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co 		+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
Wuhan Nutra Biotechnology Co.,Ltd 		+8617786394783 nutrabiotech@outlook.com China 300 58
Wuhan Kemi-Works Chemical Co., Ltd. 		+86-2785736489 +8618171418573 sales@kemiworks.com China 729 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15402 60
China DongFan Chemical Co.,LTD 86-0571-85151182 China 5691 66
Wuhan Kemi-Works Chemical Co., Ltd 027-85736489 info@kemiworks.net China 540 57
Wuhan HengHeDa Pharm Co., Ltd. 27-27-84888682 18086046872 hhdpharm@hotmail.com China 103 55
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51456 80
Supplier Advantage
Shanghai Zheyan Biotech Co., Ltd. 		58
career henan chemical co 		58
Wuhan Nutra Biotechnology Co.,Ltd 		58
Wuhan Kemi-Works Chemical Co., Ltd. 		58
J & K SCIENTIFIC LTD. 76
Chemsky (shanghai) International Co.,Ltd 60
China DongFan Chemical Co.,LTD 66
Wuhan Kemi-Works Chemical Co., Ltd 57
Wuhan HengHeDa Pharm Co., Ltd. 55
Sigma-Aldrich 80

View Lastest Price from 6',7'-DIHYDROXYBERGAMOTTIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6',7'-DIHYDROXYBERGAMOTTIN pictures 2020-01-15 6',7'-DIHYDROXYBERGAMOTTIN
145414-76-2
 US $1.00 / KG 1KG 99.0% 100kg Career Henan Chemical Co

145414-76-2(6',7'-DIHYDROXYBERGAMOTTIN)Related Search:

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4-[[(2E)-6,7-Dihydroxy-3,7-dimethyl-2-octen-1-yl]oxy]-7H-furo[3,2-g][1]benzopyran-7-one 6',7'-DIHYDROXYBERGAMOTTIN 6,7-dihydroxybergaMottin(DHB) 7H-Furo[3,2-g][1]benzopyran-7-one, 4-[[(2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl]oxy]- 145414-76-2 Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Drug and Xenobiotic Metabolism Multi-Drug Resistance and Drug Metabolism Substrates, Inducers, Inhibitors