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Xanthone

Alias: NSC-14978; NSC 14978; Xanthone
Cat No.:V27250 Purity: ≥98%
Xanthone is extracted from the mangosteen fruit and controls cell division and growth, apoptosis, inflammation and metastasis at different stages of cancer.
Xanthone
Xanthone Chemical Structure CAS No.: 90-47-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
Other Sizes
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Product Description
Xanthone is extracted from the mangosteen fruit and controls cell division and growth, apoptosis, inflammation and metastasis at different stages of cancer. Xanthone has antioxidant, antitumor, antiallergic, anti~inflammatory, antibacterial, antifungal, and anti-viral effects.
Xanthone (CAS#: 90-47-1) is an organic compound characterized by a dibenzo-γ-pyrone structure, widely found in various plants, fungi, and lichens. With a molecular formula of C13H8O2 and a molecular weight of 196.21 g/mol, Xanthone is a tricyclic aromatic compound. Xanthone has anti-inflammatory activity and can be used in treating infectious diseases such as tuberculosis, malaria, and leprosy. The biological properties of xanthone are shown by its ability to scavenge anion radicals and to act as a fluorescence probe for coumarin derivatives. Xanthone is used predominantly as an oxygenated polycyclic aromatic compound and as a vasorelaxant. It can be used as a fluorescent agent, as well as an intermediate in organic synthesis and chemical research. In 1939, xanthone was introduced as an insecticide and is currently used as an ovicide and larvicide for codling moth eggs. Xanthone is also used in the preparation of xanthydrol, which is used to determine urea levels in blood. Xanthone is an off-white powder with a purity of >98% (GC).
Biological Activity I Assay Protocols (From Reference)
Targets
Xanthone does not have a single defined biological target. It exhibits multiple biological activities, including anti-inflammatory, antimicrobial, and antioxidant effects. Xanthone has been shown to scavenge anion radicals, contributing to its antioxidant activity. The compound acts as a vasorelaxant. Xanthone's diverse biological activities are attributed to its ability to interact with multiple cellular targets and pathways. The compound is also used as a fluorescence probe for coumarin derivatives.
ln Vitro
Xanthone demonstrates anti-inflammatory activity in vitro. The compound has been shown to scavenge anion radicals, indicating antioxidant activity. Xanthone's biological properties have been characterized in various in vitro assays. The compound's ability to act as a vasorelaxant has been demonstrated in isolated tissue preparations. Xanthone's anti-inflammatory and antimicrobial activities make it a valuable compound for studying infectious diseases and inflammatory conditions.
ln Vivo
Xanthone has been studied in vivo for its anti-inflammatory and antimicrobial activities. The compound can be used in treating infectious diseases such as tuberculosis, malaria, and leprosy. Xanthone acts as a vasorelaxant in vivo. The compound was introduced as an insecticide in 1939 and is currently used as an ovicide and larvicide. Xanthone is also used in the preparation of xanthydrol for blood urea determination. Detailed pharmacokinetic and pharmacodynamic data are limited in publicly available sources.
Enzyme Assay
Xanthone does not have established receptor binding or enzyme inhibition assay protocols. Its activity is assessed by measuring its effects on inflammation, oxidative stress, and microbial growth. Anti-inflammatory activity is assessed by measuring inhibition of pro-inflammatory cytokine production or NO production. Antioxidant activity is assessed by measuring free radical scavenging (e.g., DPPH, ABTS assays). Antimicrobial activity is assessed by standard broth microdilution or agar diffusion methods. Physical properties: molecular weight 196.21 g/mol; molecular formula C13H8O2; melting point 174-176°C; boiling point 349-350°C (p=730 torr).
Cell Assay
Cellular activity of Xanthone is evaluated in various cell lines, including immune cells and cancer cells. Cells are cultured in appropriate media at 37°C with 5% CO₂ and treated with Xanthone at various concentrations. Anti-inflammatory activity is assessed by measuring inhibition of LPS-induced NO production (Griess assay) or cytokine production (ELISA). Antioxidant activity is assessed by measuring intracellular ROS levels using DCFH-DA. Cell viability is assessed using MTT or LDH assays. Each experiment includes vehicle controls and appropriate positive controls.
Animal Protocol
In vivo studies of Xanthone are conducted in animal models of inflammation, infection, and cardiovascular disease. The compound is administered orally or intraperitoneally at doses determined by preclinical studies. Xanthone is formulated in appropriate vehicles (e.g., DMSO/PEG300/Tween 80). Anti-inflammatory effects are assessed in models of LPS-induced inflammation or carrageenan-induced paw edema. Antimicrobial effects are assessed in models of infection. Vasorelaxant effects are assessed by measuring blood pressure. Sample sizes typically range from 6-10 animals per group.
ADME/Pharmacokinetics
Molecular Weight: 196.21. Formula: C13H8O2. CAS No.: 90-47-1. Appearance: Off-white powder. Purity: >98% (GC). Melting Point: 174-176°C. Boiling Point: 349-350°C (p=730 torr). Solubility: DMSO, organic solvents. Storage: Typically at room temperature. Xanthone is an organic compound with anti-inflammatory, antimicrobial, and antioxidant activities.
Toxicity/Toxicokinetics
No comprehensive toxicology data are publicly available for Xanthone. The compound is intended for research use only and has not undergone full preclinical toxicology evaluation required for clinical development. As an organic compound, standard safety precautions for handling chemicals should be followed. Xanthone is for research use only and not for human therapeutic use.
References

[1]. Xanthones from mangosteen extracts as natural chemopreventive agents: potential anticancerdrugs. Curr Mol Med. 2011 Nov;11(8):666-77.

Additional Infomation
Xanthone is the parent compound of the xanthone class of compounds, consisting of xanthone with a single oxygen substituent at the 9-position. It has insecticidal activity. Xanthone has been reported to exist in the medium-sized spider mite (Rhachidosorus mesosorus), the Madagascar spider mite (Harungana madagascariensis), and other organisms with relevant data.
Xanthone is also known as 9H-Xanthen-9-one, dibenzo-γ-pyrone. Its IUPAC name is 9H-xanthen-9-one. Xanthone is an organic compound with a dibenzo-γ-pyrone structure found in various plants, fungi, and lichens. Xanthone has anti-inflammatory, antimicrobial, and antioxidant activities. Xanthone is used as a fluorescence probe and a vasorelaxant. Xanthone was introduced as an insecticide in 1939. No clinical trials have been reported for this compound. Xanthone is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C13H8O2
Molecular Weight
196.21
Exact Mass
196.052
CAS #
90-47-1
PubChem CID
7020
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
350.0±12.0 °C at 760 mmHg
Melting Point
172-174 °C(lit.)
Flash Point
169.8±13.1 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.643
LogP
3.39
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
15
Complexity
237
Defined Atom Stereocenter Count
0
InChi Key
JNELGWHKGNBSMD-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
Chemical Name
xanthen-9-one
Synonyms
NSC-14978; NSC 14978; Xanthone
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~10 mg/mL (~50.97 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1 mg/mL (5.10 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.0966 mL 25.4829 mL 50.9658 mL
5 mM 1.0193 mL 5.0966 mL 10.1932 mL
10 mM 0.5097 mL 2.5483 mL 5.0966 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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