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1,3,5-Trihydroxy-4-prenylxanthone

1,3,5-Trihydroxy-4-prenylxanthone

Catalog No. BCN5705
Size Price Stock
20mg $298 In stock
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Quality Control of 1,3,5-Trihydroxy-4-prenylxanthone

Chemical structure

1,3,5-Trihydroxy-4-prenylxanthone

Biological Activity of 1,3,5-Trihydroxy-4-prenylxanthone

1. 1,3,5-Trihydroxy-4-prenylxanthone is a relatively potent inhibitor of phosphodiesterase type 5 (PDE5), with an IC50 value of 3.0 μM.
2. 1,3,5-Trihydroxy-4-prenylxanthone inhibits LPS-induced NF-κB and AP-1 activations by interfering with the posttranslational modification (phosphorylation and/or ubiquitinylation) of IRAK-1 in the cell membrane to impede TAK1-mediated activation of IKK and MAPKs signal transduction.

1,3,5-Trihydroxy-4-prenylxanthone Dilution Calculator

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Chemical Properties of 1,3,5-Trihydroxy-4-prenylxanthone

Cas No. 53377-61-0 SDF Download SDF
SMILES O=C1c3c(O)cc(O)c(c3Oc2c1cccc2O)CC=C(/C)C
Standard InChIKey JCHQJCJKSHNCBA-UHFFFAOYSA-N
Standard InChI InChI=1S/C18H16O5/c1-9(2)6-7-10-13(20)8-14(21)15-16(22)11-4-3-5-12(19)17(11)23-18(10)15/h3-6,8,19-21H,7H2,1-2H3
Type of Compound Xanthones Appearance Yellow powder
Formula C18H16O5 M.Wt 312.3
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
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.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

Preparing Stock Solutions of 1,3,5-Trihydroxy-4-prenylxanthone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.202 mL 16.0102 mL 32.0205 mL 64.041 mL 80.0512 mL
5 mM 0.6404 mL 3.202 mL 6.4041 mL 12.8082 mL 16.0102 mL
10 mM 0.3202 mL 1.601 mL 3.202 mL 6.4041 mL 8.0051 mL
50 mM 0.064 mL 0.3202 mL 0.6404 mL 1.2808 mL 1.601 mL
100 mM 0.032 mL 0.1601 mL 0.3202 mL 0.6404 mL 0.8005 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.

Preparation of 1,3,5-Trihydroxy-4-prenylxanthone

This product is isolated and purified from the herbs of Cudrania tricuspidata

References on 1,3,5-Trihydroxy-4-prenylxanthone

1,3,5-trihydroxy-4-prenylxanthone represses lipopolysaccharide-induced iNOS expression via impeding posttranslational modification of IRAK-1.[Pubmed: 21232528]


1,3,5-Trihydroxy-4-prenylxanthone (TH-4-PX) isolated from Cudrania cochinchinensis repressed lipopolysaccharide (LPS)-induced NO production in RAW264.7 macrophages. Here we further examined the underlying mechanisms using RT-PCR and Western blot analyses. Consistent with NO inhibition, suppression of LPS-induced iNOS expression by 1,3,5-Trihydroxy-4-prenylxanthone through abolishing IκB kinase (IKK) phosphorylation, IκB degradation and nuclear factor-κB (NF-κB) nuclear translocation was observed. After LPS stimulation, the increased nuclear level of c-Fos and c-Jun (major components of activator protein-1, AP-1) and the phosphorylated level of upstream signal molecules, such as c-Jun NH2-terminal kinase (JNK) and extracellular signal-regulated kinase, (ERK) were all significantly suppressed by 1,3,5-Trihydroxy-4-prenylxanthone, while p38 remained unaffected. A further experiment revealed that 1,3,5-Trihydroxy-4-prenylxanthone inhibited the phosphorylation of transforming growth factor-β (TGF-β)-activated kinase 1 (TAK1), an upstream signaling molecule required for IKK and mitogen-activated protein kinases (MAPKs) activation. Interestingly, the modified pattern of IRAK-1 in the presence LPS was significantly attenuated by 1,3,5-Trihydroxy-4-prenylxanthone treatment. In conclusion, 1,3,5-Trihydroxy-4-prenylxanthone inhibited LPS-induced NF-κB and AP-1 activations by interfering with the posttranslational modification (phosphorylation and/or ubiquitinylation) of IRAK-1 in the cell membrane to impede TAK1-mediated activation of IKK and MAPKs signal transduction.

Phosphodiesterase inhibitory activity of the flavonoids and xanthones from Anaxagorea luzonensis.[Pubmed: 25920267]


Five flavonoids, one isoflavone and five xanthones were isolated from Anaxagorea luzonensis. Of these eleven isolated compounds, 1,3,5-Trihydroxy-4-prenylxanthone (3) was a relatively potent inhibitor of phosphodiesterase type 5 (PDE5), with an IC50 value of 3.0 μM. This is the first report showing that natural xanthones can exhibit promising PDE5 inhibitory activity. Moreover, this study revealed that the presence of the C-4 prenyl residue attached to the xanthone core is correlated with the significant PDE5 inhibitory activity.

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