Science | Nature | Cell | View More
Natural Products
1,3,5-Trihydroxy-4-prenylxanthone
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name 1,3,5-Trihydroxy-4-prenylxanthone
Price:
CAS No.: 53377-61-0
Catalog No.: CFN98891
Molecular Formula: C18H16O5
Molecular Weight: 312.3 g/mol
Purity: >=98%
Type of Compound: Xanthones
Physical Desc.: Yellow powder
Source: The herbs of Cudrania tricuspidata
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF
Similar structural: Comparison (Web)  (SDF)
Guestbook:
Contact Us
Order & Inquiry & Tech Support

Tel: (0086)-27-84237683
Tech: service@chemfaces.com
Order: manager@chemfaces.com
Address: 176, CheCheng Eest Rd., WETDZ, Wuhan, Hubei 430056, PRC
How to Order
Orders via your E-mail:

1. Product number / Name / CAS No.
2. Delivery address
3. Ordering/billing address
4. Contact information
Order: manager@chemfaces.com
Delivery time
Delivery & Payment method

1. Usually delivery time: Next day delivery by 9:00 a.m. Order now

2. We accept: Wire transfer & Credit card & Paypal
Citing Use of our Products
* Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
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
Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
Our products had been exported to the following research institutions and universities, And still growing.
  • Kitasato University (Japan)
  • Chang Gung University (Taiwan)
  • FORTH-IMBB (Greece)
  • University of South Australia (Australia)
  • Universit?t Basel (Switzerland)
  • Indian Institute of Science (India)
  • University of Queensland (Australia)
  • Sanford Burnham Prebys Medical ... (USA)
  • Universiti Kebangsaan Malaysia (Malaysia)
  • Funda??o Universitária de Dese... (Brazil)
  • Universite de Lille1 (France)
  • More...
Package
Featured Products
Schaftoside

Catalog No: CFN90197
CAS No: 51938-32-0
Price: $80/20mg
Myricanol

Catalog No: CFN98430
CAS No: 33606-81-4
Price: $ /
Succinic acid

Catalog No: CFN99100
CAS No: 110-15-6
Price: $30/20mg
Delphinidin-3-O-glucoside chloride

Catalog No: CFN92038
CAS No: 6906-38-3
Price: $238/10mg
Notoginsenoside Fe

Catalog No: CFN93282
CAS No: 88105-29-7
Price: $100/20mg
Ginsenoside Rf

Catalog No: CFN99976
CAS No: 52286-58-5
Price: $188/20mg
Dauricine

Catalog No: CFN98129
CAS No: 524-17-4
Price: $98/20mg
Forsythoside A

Catalog No: CFN99705
CAS No: 79916-77-1
Price: $50/20mg
Sesamin

Catalog No: CFN97034
CAS No: 607-80-7
Price: $40/20mg
Astragalin

Catalog No: CFN98733
CAS No: 480-10-4
Price: $80/20mg
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: 1,3,5-Trihydroxy-4-prenylxanthone is a relatively potent inhibitor of phosphodiesterase type 5 (PDE5), with an IC50 value of 3.0 μM; it shows in vitro inhibitory activity against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), with IC50 values of 56.3plusmn;0.4 and 46.0plusmn;0.3 M, respectively. 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.
Targets: NF-kB | IkB | AP-1 | JNK | ERK | TGF-β/Smad | AChR | IKK | BChR | AChR | PDE | IRAK-1 | TAK
In vitro:
Nat Prod Commun. 2015 Feb;10(2):301-3.
Phosphodiesterase inhibitory activity of the flavonoids and xanthones from Anaxagorea luzonensis.[Pubmed: 25920267]

METHODS AND RESULTS:
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.
CONCLUSIONS:
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.
Journal of Medicinal Plant Research, 2012 , 6 (21):3781-3785.
Cholinesterase inhibitory activities of xanthones from Anaxagorea luzonensis A. Gray[Reference: WebLink]

METHODS AND RESULTS:
Five xanthones (1-5) were isolated from the heartwood of Anaxagorea luzonensis A. Gray (Annonaceae) and this is the first report of the isolation of xanthone 1 (6-deoxyisojacareubin) from this species. The in vitro inhibitory activity against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) of these isolated xanthones was highest in 1,3,5-Trihydroxy-4-prenylxanthone (3) for both enzymes with IC50 values of 56.3±0.4 and 46.0±0.3 μM, respectively.
CONCLUSIONS:
The presence of the C-4 prenyl residue attached to the xanthone core co-orrelated significantly with the AChE and BChE inhibitory activities and was significantly reduced by hydroxylation (removal of the carbon double bond and addition of a hydroxyl group).
1,3,5-Trihydroxy-4-prenylxanthone Description
Source: The herbs of Cudrania tricuspidata
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.
ChemFaces New Products and Compounds
8,8''-Bibaicalein

Catalog No: CFN95007
CAS No: 135309-02-3
Price: $318/5mg
5,6,7,3',4',5'-Hexamethoxyflavanon...

Catalog No: CFN95376
CAS No: 74064-17-8
Price: $318/10mg
New compound 16

Catalog No: CFN95465
CAS No: N/A
Price: $413/5mg
Macrophylloside D

Catalog No: CFN95113
CAS No: 179457-69-3
Price: $318/10mg
Cassiaside C

Catalog No: CFN95120
CAS No: 119170-52-4
Price: $318/10mg
2'-Rhamnoechinacoside

Catalog No: CFN95035
CAS No: 1422390-59-7
Price: $368/10mg
Methyl caffeate acid

Catalog No: CFN95561
CAS No: 3843-74-1
Price: $ / mg
Schisphenlignan I

Catalog No: CFN95586
CAS No: 1542234-14-9
Price: $318/5mg
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 3.202 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 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
Kinase Assay:
Biochem Pharmacol. 2011 Mar 15;81(6):752-60.
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.
METHODS AND RESULTS:
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.
CONCLUSIONS:
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.
Schaftoside

Catalog No: CFN90197
CAS No: 51938-32-0
Price: $80/20mg
Myricanol

Catalog No: CFN98430
CAS No: 33606-81-4
Price: $ /
Succinic acid

Catalog No: CFN99100
CAS No: 110-15-6
Price: $30/20mg
Delphinidin-3-O-glucoside chloride

Catalog No: CFN92038
CAS No: 6906-38-3
Price: $238/10mg
Notoginsenoside Fe

Catalog No: CFN93282
CAS No: 88105-29-7
Price: $100/20mg
Ginsenoside Rf

Catalog No: CFN99976
CAS No: 52286-58-5
Price: $188/20mg
Dauricine

Catalog No: CFN98129
CAS No: 524-17-4
Price: $98/20mg
Forsythoside A

Catalog No: CFN99705
CAS No: 79916-77-1
Price: $50/20mg
Sesamin

Catalog No: CFN97034
CAS No: 607-80-7
Price: $40/20mg
Astragalin

Catalog No: CFN98733
CAS No: 480-10-4
Price: $80/20mg
Tags: buy 1,3,5-Trihydroxy-4-prenylxanthone | 1,3,5-Trihydroxy-4-prenylxanthone supplier | purchase 1,3,5-Trihydroxy-4-prenylxanthone | 1,3,5-Trihydroxy-4-prenylxanthone cost | 1,3,5-Trihydroxy-4-prenylxanthone manufacturer | order 1,3,5-Trihydroxy-4-prenylxanthone | 1,3,5-Trihydroxy-4-prenylxanthone distributor