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Home > Products >  6',7'-Dihydroxybergamottin

6',7'-Dihydroxybergamottin CAS NO.264234-05-1

  • Min.Order: 10 Milligram
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Keywords

  • 6',7'-Dihydroxybergamottin
  • 264234-05-1
  • standard supplier in China

Quick Details

  • ProName: 6',7'-Dihydroxybergamottin
  • CasNo: 264234-05-1
  • Molecular Formula: C21H24O6= 372.4
  • Appearance: detailed see specifications
  • Application: analysis,activity test,Botanical Refer...
  • DeliveryTime: 1-3?working?days?after?confirming?the?...
  • PackAge: According to the clients requirement.
  • Port: China main port
  • ProductionCapacity: 1 Metric Ton/Day
  • Purity: ≥98%
  • Storage: Store at 2~8°C
  • Transportation: by air or by ocean shipping
  • LimitNum: 10 Milligram
  • Plant of Origin: Chinese herbal medicine
  • Testing Method: NMR/MS/HPLC
  • Product Ecification: 1mg-1kg
  • Heavy Metal: <10ppm
  • Voluntary Standards: company standard
  • Storage: Store in dry, dark and ventilated plac...
  • PackAge: Brown vial HDPE plastic bottle

Superiority

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers. 
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.
 
Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library
 

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

General tips：For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging：1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition：Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Details

Chemical Properties of 6',7'-Dihydroxybergamottin

Cas No. 264234-05-1    
PubChem ID 12082365 Appearance Powder
Formula C21H24O6 M.Wt 372.4
Type of Compound Coumarins Storage Desiccate at -20°C
Synonyms Dihydroxybergamottin
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-[(E,6R)-6,7-dihydroxy-3,7-dimethyloct-2-enoxy]furo[3,2-g]chromen-7-one
SMILES CC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)CCC(C(C)(C)O)O
Standard InChIKey IXZUPBUEKFXTSD-INMULRNOSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 6',7'-Dihydroxybergamottin

The peels of Citrus maxima

Biological Activity of 6',7'-Dihydroxybergamottin

Description 6',7'-Dihydroxybergamottin(DHB), a well-known inhibitor of CYP3A4, the inhibition of CYP3A4 activity by DHB includes the inhibition of POR activity, DHB can inhibit nifedipine oxidation in a concentration-dependent manner.
Targets P450 (e.g. CYP17)
In vitro

Ethylene degreening modulates health promoting phytochemicals in Rio Red grapefruit.[Pubmed: 26041167 ]

Food Chem. 2015 Dec 1;188:77-83.

In the current study, we examined the effects of postharvest degreening and storage on phytochemicals in Rio Red grapefruit.
METHODS AND RESULTS:
Grapefruits were degreened with 3.5 μl/l of ethylene at 21 °C and 80% relative humidity for 72 h, while non-degreened fruits were used as the control. Furthermore, the grapefruits were stored at 11 °C for 3 weeks and then at 21 °C for 2 weeks. Degreening improved the peel colour of the grapefruit without affecting total soluble solids or acidity of the juice. Degreened fruits had significantly more ascorbic acid after 35 days of storage. Degreening had no significant effect on the levels of carotenoids, limonoids and flavonoids as compared to the non-degreened fruits, after 35 days of storage. However, after 7 days, degreened fruits had more limonin and flavonoids and less furocoumarin, namely 6',7'-Dihydroxybergamottin.
CONCLUSIONS:
Overall, ethylene treatment had a significant effect on the phytochemical contents of Rio Red grapefruit, especially after 7 days of storage.

Protocol of 6',7'-Dihydroxybergamottin

Kinase Assay

Inhibition of CYP3A4 by 6',7'-dihydroxybergamottin in human CYP3A4 over-expressed hepG2 cells.[Pubmed: 23146034]

J Pharm Pharmacol. 2012 Dec;64(12):1715-21.

We previously established HepG2-GS-3A4, a cell line from hepatoblastoma with overexpression of human CYP3A4 and glutamine synthetase (GS). We further reported that these cells can be applied for screening inhibitors of CYP3A4 in vitro.
METHODS AND RESULTS:
The purpose of this study was to determine whether our CYP3A4-overexpresed cell could be applied to evaluate mechanisms of CYP3A4 inhibition by 6',7'-Dihydroxybergamottin (DHB), which is one of the major furanocoumarins in grapefruit juice, by using these cells.Nifedipine oxidation, activity and protein expression of NADPH-cytochrome reductase (POR) of HepG2-GS-3A4 cell were measured. CO-binding spectrumassay in microsomal fraction of the cells was also evaluated.DHB and ketoconazole, a well-known inhibitor of CYP3A4, inhibited nifedipine oxidation in a concentration-dependent manner. DHB at a concentration of 3.0 μm, sufficient to inhibit the nifedipine oxidation, decreased POR activity; however, ketoconazole at a concentration of 0.9 μm, sufficient to inhibit the oxidation, did not affect the activity. The expression of POR protein in HepG2-GS-3A4 cells was not changed by either DHB or ketoconazole. The expression of CYP3A4 mRNA and protein was not changed by the addition of DHB or ketoconazole. DHB also reduced the absorption rate at 450 nm in a CO-binding spectrum assay without alteration of the wavelength of maximum absorption. The mean absorption value at 450 nm slightly decreased with ketoconazole; however, the difference was not significant.
CONCLUSIONS:
We concluded that inhibition of CYP3A4 activity by DHB includes the inhibition of POR activity. HepG2-GS-3A4 might be a good tool to evaluate the mechanisms.

Preparing Stock Solutions of 6',7'-Dihydroxybergamottin

  1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6853 mL 13.4264 mL 26.8528 mL 53.7057 mL 67.1321 mL
5 mM 0.5371 mL 2.6853 mL 5.3706 mL 10.7411 mL 13.4264 mL
10 mM 0.2685 mL 1.3426 mL 2.6853 mL 5.3706 mL 6.7132 mL
50 mM 0.0537 mL 0.2685 mL 0.5371 mL 1.0741 mL 1.3426 mL
100 mM 0.0269 mL 0.1343 mL 0.2685 mL 0.5371 mL 0.6713 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

References on 6',7'-Dihydroxybergamottin

Ethylene degreening modulates health promoting phytochemicals in Rio Red grapefruit.[Pubmed:26041167]

Food Chem. 2015 Dec 1;188:77-83.

In the current study, we examined the effects of postharvest degreening and storage on phytochemicals in Rio Red grapefruit. Grapefruits were degreened with 3.5 mul/l of ethylene at 21 degrees C and 80% relative humidity for 72 h, while non-degreened fruits were used as the control. Furthermore, the grapefruits were stored at 11 degrees C for 3 weeks and then at 21 degrees C for 2 weeks. Degreening improved the peel colour of the grapefruit without affecting total soluble solids or acidity of the juice. Degreened fruits had significantly more ascorbic acid after 35 days of storage. Degreening had no significant effect on the levels of carotenoids, limonoids and flavonoids as compared to the non-degreened fruits, after 35 days of storage. However, after 7 days, degreened fruits had more limonin and flavonoids and less furocoumarin, namely 6',7'-dihydroxybergamottin. Overall, ethylene treatment had a significant effect on the phytochemical contents of Rio Red grapefruit, especially after 7 days of storage.

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