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6-Deoxyjacareubin

CAS# 16265-56-8

6-Deoxyjacareubin

2D Structure

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3D structure

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6-Deoxyjacareubin

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Chemical Properties of 6-Deoxyjacareubin

Cas No. 16265-56-8 SDF Download SDF
PubChem ID 5281629 Appearance Yellow powder
Formula C18H14O5 M.Wt 310.3
Type of Compound Xanthones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5,10-dihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one
SMILES CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C4=C(O3)C(=CC=C4)O)C
Standard InChIKey NHNIESSJWQBRJW-UHFFFAOYSA-N
Standard InChI InChI=1S/C18H14O5/c1-18(2)7-6-9-12(23-18)8-13-14(15(9)20)16(21)10-4-3-5-11(19)17(10)22-13/h3-8,19-20H,1-2H3
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-Deoxyjacareubin

The stems and roots of Hypericum brasiliense.

Biological Activity of 6-Deoxyjacareubin

Description1. 6-Deoxyjacareubin, 1,5-dihydroxyxanthone, and 5-hydroxy-1-methoxyxanthoneis are antifungal against Cladosporium cucumerinum, while they show differing degrees of inhibition of monoamine oxidase A and B. 2. 6-Deoxyjacareubin shows strong platelet activating factor (PAF) receptor binding inhibitory effects using rabbit platelets with IC50 values of 29.0 microM, suggests that xanthones can represent a new class of natural PAF receptor antagonists. 3. 6-Deoxyjacareubin possesses significant antioxidant activities. 4. 6-Deoxyjacareubin exhibits the cytotoxic activities against HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines.
TargetsPAFR | Antifection

6-Deoxyjacareubin Dilution Calculator

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6-Deoxyjacareubin Molarity Calculator

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Preparing Stock Solutions of 6-Deoxyjacareubin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2227 mL 16.1134 mL 32.2269 mL 64.4538 mL 80.5672 mL
5 mM 0.6445 mL 3.2227 mL 6.4454 mL 12.8908 mL 16.1134 mL
10 mM 0.3223 mL 1.6113 mL 3.2227 mL 6.4454 mL 8.0567 mL
50 mM 0.0645 mL 0.3223 mL 0.6445 mL 1.2891 mL 1.6113 mL
100 mM 0.0322 mL 0.1611 mL 0.3223 mL 0.6445 mL 0.8057 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.

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References on 6-Deoxyjacareubin

Antioxidant phenolic compounds of cassava (Manihot esculenta) from Hainan.[Pubmed:22157579]

Molecules. 2011 Dec 7;16(12):10157-67.

An activity-directed fractionation and purification process was used to isolate antioxidant components from cassava stems produced in Hainan. The ethyl acetate and n-butanol fractions showed greater DPPH and ABTS.+ scavenging activities than other fractions. The ethyl acetate fraction was subjected to column chromatography, to yield ten phenolic compounds: Coniferaldehyde (1), isovanillin (2), 6-Deoxyjacareubin (3), scopoletin (4), syringaldehyde (5), pinoresinol (6), p-coumaric acid (7), ficusol (8), balanophonin (9) and ethamivan (10), which possess significant antioxidant activities. The relative order of DPPH. scavenging capacity for these compounds was ascorbic acid (reference) > 6 > 1 > 8 > 10 > 9 > 3 > 4 > 7 > 5 > 2, and that of ABTS.+ scavenging capacity was 5 > 7 > 1 > 10 > 4 > 6 > 8 > 2 > Trolox (reference compound) > 3 > 9. The results showed that these phenolic compounds contributed to the antioxidant activity of cassava.

Inhibitory effects of xanthones on platelet activating factor receptor binding in vitro.[Pubmed:11297865]

J Ethnopharmacol. 2001 May;75(2-3):287-90.

Nine naturally occurring xanthones were investigated for their platelet activating factor (PAF) receptor binding inhibitory effects using rabbit platelets. 2-(3-methylbut-2-enyl)-1,3,5-trihydoxyxanthone, macluraxanthone, 1,3,5-trihydroxy-6,6'-dimethylpyrano(2',3':6,7)-4-(1,1-dimethylprop-2-enyl)xantho ne, 6-Deoxyjacareubin and 2-(3-methylbut-2-enyl)-1,3,5,6-terahydroxyxanthone showed strong inhibition with IC50 values of 4.8, 11.0, 21.0, 29.0 and 44.0 microM, respectively. The prenyl group at C-2, the dimethylprop-2-enyl group at C-4 and the hydroxyl group at C-5 are all beneficial to the binding of xanthones to the PAF receptor. The results revealed that xanthones can represent a new class of natural PAF receptor antagonists.

An antifungal gamma-pyrone and xanthones with monoamine oxidase inhibitory activity from Hypericum brasiliense.[Pubmed:7765428]

Phytochemistry. 1994 Aug;36(6):1381-5.

A new gamma-pyrone (hyperbrasilone), three known xanthones (1,5-dihydroxyxanthone, 5-hydroxy-1-methoxyxanthone and 6-Deoxyjacareubin) and betulinic acid have been isolated from a dichloromethane extract of stems and roots of Hypericum brasiliense. Their structures were established by spectroscopic methods (UV, EI-MS, 1H and 13C NMR) and that of the gamma-pyrone was confirmed by X-ray crystallography. Hyperbrasilone and the xanthones were all antifungal against Cladosporium cucumerinum, while the three xanthones showed differing degrees of inhibition of monoamine oxidase A and B.

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