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6-Deoxyjacareubin
6-Deoxyjacareubin
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name 6-Deoxyjacareubin
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CAS No.: 16265-56-8
Catalog No.: CFN96276
Molecular Formula: C18H14O5
Molecular Weight: 310.3 g/mol
Purity: >=98%
Type of Compound: Xanthones
Physical Desc.: Yellow powder
Source: The stems and roots of Hypericum brasiliense.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: 6-Deoxyjacareubin possesses significant antioxidant activities, it also exhibits the cytotoxic activities against HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines.6-Deoxyjacareubin is antifungal against Cladosporium cucumerinum, while it shows differing degrees of inhibition of monoamine oxidase A and B. 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.
Targets: PAFR | Antifection
In vitro:
J Ethnopharmacol. 2001 May;75(2-3):287-90.
Inhibitory effects of xanthones on platelet activating factor receptor binding in vitro.[Pubmed: 11297865]

METHODS AND RESULTS:
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)xanthone, 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.
CONCLUSIONS:
The results revealed that xanthones can represent a new class of natural PAF receptor antagonists.
Molecules. 2011 Dec 7;16(12):10157-67.
Antioxidant phenolic compounds of cassava (Manihot esculenta) from Hainan[Pubmed: 22157579]

METHODS AND RESULTS:
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.
CONCLUSIONS:
The results showed that these phenolic compounds contributed to the antioxidant activity of cassava.
6-Deoxyjacareubin Description
Source: The stems and roots of Hypericum brasiliense.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
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 need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Cell Research:
Chinese Traditional & Herbal Drugs, 2016, 117(6):238-238.
Chemical constituents from fruiting bodies of Amauroderma rude[Reference: WebLink]
To study the chemical constituents from the fruiting bodies in Amauroderma rude of family Ganodermataceae.
METHODS AND RESULTS:
The constituents were separated by column chromatography and their structures were elucidated by spectral data analyses. The cytotoxicities of compounds were evaluated using MTT methods. Twelve compounds were isolated and identified from the fruiting bodies of A. rude and were identified as diptoindonesin D(1), 6-Deoxyjacareubin(2), jacareubin(3), 1H-indole-3-carboxylic acid(4), methyl 3,4-dihydroxybenzoate(5), 3,4-dihydroxyphenylethanol(6), 3β-hydroxy-7,22E-dien-ergosta(7), 3β,7α-dihydroxy-8,22E-5α,6α-epoxyergosta(8), 3β-hydroxy-7α-methoxy-8(14),22E-dien-5α,6α-epoxyergosta(9), ergosterol 5α,8α-peroxide(10), 3β-5β-8β-trihydroxy-6,22E-ergosta(11), and 3β,5α-6β-trihydroxy-7,22E-dien-ergosta(12). Compounds 2 and 3 exhibited the cytotoxic activities against HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines and compound 9 showed the cytotoxic activities against HL-60, MCF-7, and SW-480 cell lines.
CONCLUSIONS:
All the compounds are obtained from this fungus for the first time. Compounds 2, 3, and 9 show the definite cytotoxicities against five cell lines.
Structure Identification:
Phytochemistry. 1994 Aug;36(6):1381-5.
An antifungal gamma-pyrone and xanthones with monoamine oxidase inhibitory activity from Hypericum brasiliense.[Pubmed: 7765428]

METHODS AND RESULTS:
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.
CONCLUSIONS:
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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