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Garcinone D

Alias: Garcinone D Garcinone-D
Cat No.:V21514 Purity: ≥98%
Garcinone D is a naturally occuring xanthone isolated from mangosteen, acting as an inhibitor of NF-κB p65 and p50 activation, exhibiting cytotoxicity against several cancer cell lines.
Garcinone D
Garcinone D Chemical Structure CAS No.: 107390-08-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description
Garcinone D is a naturally occuring xanthone isolated from mangosteen, acting as an inhibitor of NF-κB p65 and p50 activation, exhibiting cytotoxicity against several cancer cell lines. Garcinone D increases the protein levels of phosphorylated signal transducer and activator of transcription 3 (p-STAT3), Cyclin D1 and nuclear factor erythroid 2-related factor (Nrf2), heme oxygenase-1 (HO-1) in concentration- and time- dependent manners.
Garcinone D (CAS#: 107390-08-9, molecular weight 428.47, molecular formula C24H28O7) is a naturally occurring xanthone isolated from mangosteen (Garcinia mangostana). The compound functions as an activator of the STAT3/Cyclin D1 and Nrf2/HO-1 pathways, and as an inhibitor of CDK2/CyclinE1 (IC50 = 28.23 μM). Garcinone D promotes neural stem cell proliferation by activating STAT3 phosphorylation and Cyclin D1 expression and enhancing the Nrf2/HO-1 signaling pathway. It blocks the tumor cell cycle by inhibiting CDK2/CyclinE1. The compound shows significant cytotoxicity against the CEM-SS cell line with an IC50 of 3.2 μg/mL.
Biological Activity I Assay Protocols (From Reference)
Targets
Garcinone D targets multiple cellular pathways involved in cell proliferation and survival. It activates STAT3 phosphorylation and Cyclin D1 expression, promoting cell cycle progression and proliferation in neural stem cells. The compound enhances the Nrf2/HO-1 signaling pathway, which is involved in antioxidant defense. Garcinone D inhibits CDK2/CyclinE1, blocking the tumor cell cycle. It also acts as an inhibitor of NF-κB p65 and p50 activation. The compound inhibits aggregation of amyloid-β (1-42).
ln Vitro
Garcinone D shows significant cytotoxicity against the CEM-SS cell line with an IC50 of 3.2 μg/mL. It promotes C17.2 neural stem cell proliferation in a concentration- and time-dependent manner by increasing p-STAT3, Cyclin D1, Nrf2, and HO-1 protein levels. The compound inhibits CDK2/CyclinE1 activity (IC50 = 28.23 μM). It exhibits dose-dependent microsomal aromatase inhibitory activity. Garcinone D inhibits p65 and p50 activation, exerting anti-inflammatory effects. It inhibits amyloid-β aggregation at 3 μM.
ln Vivo
Garcinone D promotes neural stem cell proliferation in vivo through activation of STAT3 and Nrf2 pathways. It demonstrates anticancer activity, inhibiting prostate and breast cancer growth. The compound's ability to block tumor cell cycle via CDK2/CyclinE1 inhibition contributes to its in vivo antitumor efficacy. Its anti-inflammatory effects through NF-κB inhibition have been observed in animal models. Specific in vivo dosing and efficacy data are limited in the available literature.
Enzyme Assay
In vitro enzyme assays for garcinone D involve measuring the inhibition of CDK2/CyclinE1 activity using purified enzyme preparations. The compound is incubated with CDK2/CyclinE1 and appropriate substrates, and kinase activity is measured by detecting phosphorylation of substrate proteins. Aromatase inhibition assays are performed using microsomal preparations and radiolabeled substrates. NF-κB p65 and p50 activation assays are conducted using reporter gene systems or electrophoretic mobility shift assays. These cell-free assays provide quantitative data on the compound's inhibitory potency.
Cell Assay
In vitro cell-based assays for garcinone D involve treating neural stem cells (C17.2) or cancer cell lines (CEM-SS, prostate, breast cancer cells) with varying concentrations of the compound. Cell proliferation is measured using BrdU incorporation, MTT, or similar assays. Protein levels of p-STAT3, Cyclin D1, Nrf2, and HO-1 are analyzed by Western blotting. Cell cycle analysis is performed by flow cytometry. Apoptosis is quantified using Annexin V/PI staining. Amyloid-β aggregation inhibition is assessed using Thioflavin T fluorescence assays.
Animal Protocol
In vivo animal experiments for garcinone D have been conducted in models of cancer and neural stem cell proliferation. Tumor-bearing mice are treated with garcinone D orally or via injection, and tumor growth inhibition is monitored. Neural stem cell proliferation can be assessed in vivo using BrdU labeling and immunohistochemistry. The compound's effects on STAT3, Cyclin D1, and Nrf2 pathways are evaluated by analyzing tissue samples. Specific dosing regimens and detailed efficacy data are limited in the available literature.
ADME/Pharmacokinetics
Garcinone D has a molecular weight of 428.47 and a molecular formula of C24H28O7. It is a naturally occurring xanthone with a complex polycyclic structure. The compound is isolated from mangosteen (Garcinia mangostana). Its solubility properties are characteristic of xanthone compounds. Specific pharmacokinetic data such as absorption, distribution, metabolism, and elimination are not extensively reported. The compound is typically stored under recommended conditions for natural products.
Toxicity/Toxicokinetics
Specific toxicity data for garcinone D is not extensively reported. As a natural compound from mangosteen, which has a history of use in traditional medicine, it is generally considered to have a favorable safety profile. However, the compound exhibits significant cytotoxicity against cancer cell lines, indicating potential for selective toxicity. Comprehensive toxicological studies would be required for therapeutic development. Standard safety precautions should be taken when handling the compound in research settings.
References
Garcinone D, a natural xanthone promotes C17.2 neural stem cell proliferation: Possible involvement of STAT3/Cyclin D1 pathway and Nrf2/HO-1 pathway. Neurosci Lett. 2016 Jul 28;626:6-12.; Leewanich P, Suksamram S. Xanthones Isolated from the Pericarp of Mangosteen Inhibit Neurotransmitter Receptors Expressed in Xenopus Oocytes. J Med Assoc Thai. 2015 Nov;98 Suppl 10:S118-23. PubMed PMID: 27276843.
Additional Infomation
Garcinia cambogia D is a type of xanthone compound. It has been reported to exist in mangosteen fruit, Garcinia morrhagica fruit, and other organisms with relevant data.
Garcinone D is a naturally occurring xanthone from mangosteen that activates STAT3/Cyclin D1 and Nrf2/HO-1 pathways while inhibiting CDK2/CyclinE1. It promotes neural stem cell proliferation and shows significant cytotoxicity against cancer cell lines. The compound inhibits NF-κB p65 and p50 activation and inhibits amyloid-β aggregation. Garcinone D has potential applications in neurodegenerative disease and cancer research.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C24H28O7
Molecular Weight
428.4749
Exact Mass
428.183
CAS #
107390-08-9
PubChem CID
5495926
Appearance
Light yellow to yellow solid powder
Density
1.304
Boiling Point
674.2±55.0 °C at 760 mmHg
Melting Point
202-204 ºC
Flash Point
231.2±25.0 °C
Vapour Pressure
0.0±2.2 mmHg at 25°C
Index of Refraction
1.625
LogP
3.71
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
6
Heavy Atom Count
31
Complexity
671
Defined Atom Stereocenter Count
0
InChi Key
TYALNCRUIKOKGP-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H28O7/c1-12(2)6-7-13-15(25)10-18-20(21(13)27)22(28)19-14(8-9-24(3,4)29)23(30-5)16(26)11-17(19)31-18/h6,10-11,25-27,29H,7-9H2,1-5H3
Chemical Name
1,3,6-Trihydroxy-8-(3-hydroxy-3-methylbutyl)-7-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one
Synonyms
Garcinone D Garcinone-D
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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 : ~50 mg/mL (~116.69 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.83 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.83 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3339 mL 11.6694 mL 23.3389 mL
5 mM 0.4668 mL 2.3339 mL 4.6678 mL
10 mM 0.2334 mL 1.1669 mL 2.3339 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.

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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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