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Xanthohumol

Catalog No. T3342 CAS 6754-58-1

Xanthohumol, also known as 2', 4, 4'-trihydroxy-6'-methoxy-3'-prenylchalcone or desmethylxanthohumol, is a member of the class of compounds known as 3-prenylated chalcones. It inhibits COX-1 and COX-2 activity and shows chemopreventive effects.

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Xanthohumol, CAS 6754-58-1

Pack Size	Availability	Price/USD
5 mg	In stock	$ 61.00
10 mg	In stock	$ 101.00
25 mg	In stock	$ 215.00
50 mg	In stock	$ 322.00
100 mg	In stock	$ 483.00
500 mg	In stock	$ 1,080.00
1 mL * 10 mM (in DMSO)	In stock	$ 68.00

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Purity: 99.36%

Purity: 98.19%

Biological Description

Chemical Properties

Storage & Solubility Information

Description	Xanthohumol, also known as 2', 4, 4'-trihydroxy-6'-methoxy-3'-prenylchalcone or desmethylxanthohumol, is a member of the class of compounds known as 3-prenylated chalcones. It inhibits COX-1 and COX-2 activity and shows chemopreventive effects.
Targets&IC50	DGAT-2:40 μM (IC50), DGAT-1:40 μM (IC50)
In vitro	Xanthohumol inhibits Cyp1A activity and induces QR activity in mouse hepatoma cell culture. Xanthohumol scavenges reactive oxygen species and inhibits superoxide anion radical and nitric oxide production. In addition, Xanthohumol prevents carcinogenesis via inhibition of DNA synthesis and induction of cell cycle arrest in S phase, apoptosis, and cell differentiation. [1] Xanthohumol shows potent anti-HIV-1 activity. [2]
In vivo	In CETP-Tg mice, xanthohumol (p.o.) prevents cholesterol accumulation leading to atherosclerosis. [3] In TRAMP mice, xanthohumol (p.o.) induces a decrease in the average weight of the urogenital (UG) tract, delays advanced tumor progression and inhibits the growth of poorly differentiated prostate carcinoma. [4]
Kinase Assay	Inhibition of Cox Activity: Inhibition of Cox-1 activity is measured by monitoring oxygen consumption during the conversion of arachidonic acid to PGs using a Clark-type O2-electrode. The reaction mixture contains ～0.2 units Cox-1 in 100 μL of microsome fraction derived from ram seminal vesicles as a crude source of Cox-1 (specific activity 0.2–1 units/mg protein) or 0.23 units of recombinant human Cox-2 (specific activity 43 units/mg protein). For calculation, the rate of O2 consumption is compared with a DMSO control (100% activity). Piroxicam, a nonsteroidal anti-inflammatory drug, is used as positive inhibitory substance for Cox-1 activity with an IC50 of 0.35 ± 0.05 μM (n = 2). Alternatively, nimesulide, a Cox-2 specific inhibitor, inhibits Cox-2 activity by 52 ± 5.7% (n = 2) at a concentration of 50 μM.
Cell Research	HL-60 cells are maintained in RPMI 1640 supplemented with 10% FBS at 37°C in a 5% CO2 atmosphere. Log-phase cells with a population doubling time of 14–16 h are used for experiments. Serial 2-fold dilutions of compounds (dissolved in DMSO, final concentration 0.1%) in a final concentration range of 0.2–12.5 μM are prepared in 24-well plates using 1 ml of RPMI/well. Control wells obtain the same amount of solvent. Subsequently, 1 ml of the cell suspension is added to the wells. After 96 h, the experiment is evaluated. Cell numbers are counted using a Casy 1 TTC flow-cytometer. The proliferation of treated cells is expressed as a percentage in comparison with the solvent control.(Only for Reference)
Source	Natural Products > Cannabaceae > Humulus

Molecular Weight	354.4
Formula	C21H22O5
CAS No.	6754-58-1

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

Ethanol: 35.4 mg/mL (100 mM)

DMSO: 35.4 mg/mL (100 mM)

References and Literature

1. Gerhauser C, et al. Mol Cancer Ther. 2002, 1(11), 959-969. 2. Wang Q, et al. Antiviral Res. 2004, 64(3), 189-194. 3. Hirata H, et al. PLoS One. 2012, 7(11), e49415. 4. Venè R, et al.Mol Med. 2012 Dec 6;18:1292-302. 5. Arnaiz-Cot JJ, et al. Xanthohumol modulates calcium signaling in rat ventricular myocytes: Possible Antiarrhythmic properties. J Pharmacol Exp Ther. 2016 Nov 4. pii: jpet.116.236588 6. Gallo C, et al. Hop derived flavonoid xanthohumol inhibits endothelial cell functions via AMPK activation. Oncotarget. 2016 Aug 1 7. Chen PH, et al. The miR-204-3p-targeted IGFBP2 pathway is involved in xanthohumol-induced glioma cell apoptotic death. Neuropharmacology. 2016 Nov;110(Pt A):362-75.

Related compound libraries

This product is contained In the following compound libraries：

Anti-Cancer Clinical Compound Library Drug Repurposing Compound Library Anti-Cancer Active Compound Library Anti-Cancer Drug Library Miao medicine Compound Library Inhibitor Library Anti-Gastroenteritis Natural Product Library Anti-COVID-19 Compound Library Bioactive Compound Library Anti-Aging Compound Library

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Keywords

Xanthohumol 6754-58-1 Apoptosis Immunology/Inflammation Metabolism Microbiology/Virology Neuroscience Others Acyltransferase Influenza Virus COX HSV Diglyceride acyltransferase mono- acylglycerol acyltransferase Cyclooxygenase inhibit Cytomegalovirus acyl-CoA:cholesterol acyltransferase Herpes simplex virus Diacylglycerol acyltransferase Inhibitor CMV inhibitor

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