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Mogrol

Cat No.:V28907 Purity: ≥98%
Mogrol is a biological metabolite of mogroside, which can inhibit the signaling pathways of ERK1/2 and STAT3, reduce the activity of CREB, and activate AMPK.
Mogrol
Mogrol Chemical Structure CAS No.: 88930-15-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Mogrol is a biological metabolite of mogroside, which can inhibit the signaling pathways of ERK1/2 and STAT3, reduce the activity of CREB, and activate AMPK.
Mogrol (CAS: 88930-15-8) is a tetracyclic triterpenoid compound and the aglycone (metabolite) of mogrosides, the sweet-tasting components found in the fruit of Siraitia grosvenorii (Luo Han Guo or monk fruit). With the molecular formula C30H52O3, it is a hydroxyl-opening steroid. As the primary bioactive metabolite, it is responsible for many of the pharmacological effects attributed to monk fruit extracts.
Biological Activity I Assay Protocols (From Reference)
Targets
Mogrol targets multiple signaling pathways involved in metabolism, inflammation, and cancer. It functions by inhibiting the ERK1/2 and STAT3 pathways, reducing CREB activation, and activating AMPK signaling. This modulation of AMPK activation enhances lipid metabolism and suppresses adipogenesis, making it relevant for metabolic-disease research.
ln Vitro
Mogrol (0-250 μM) increases the number of cells in vitro and greatly inhibits K562 cell growth in a quantitative and temporal manner. In K562 cells, mogrol (0, 10, 100, and 250 μM) activates cell cycle components related to the G1 phase. While total ERK protein did not boost ERK phosphorylation, mogrol administration dramatically decreased it when compared to control cells. Growth is induced in the G0/G1 phase of the cycle dose-dependently by mogrol. In K562 cells, mogrol dramatically increases the expression of the growth inducer p21 protein [1]. Mogrol demonstrated a statistically significant suppression of TG accumulation at micromolar levels and considerably reduced the increase in cellular TG levels produced by exit stimulation. The inhibition was found above 10 μM. In 3T3-L1 cells, mogrol inhibits adipogenesis at doses that do not compromise cell viability. Mogrol is produced by at least two distinct fat-inhibiting processes, which are AMPK phosphorylation increase and CREB activation inhibition [2].
In vitro, Mogrol demonstrates significant biological activity. It suppresses lung cancer cell growth by activating AMPK-dependent autophagic death and inducing p53-dependent cell cycle arrest and apoptosis. In K562 leukemia cells, Mogrol (0-250 µM) significantly and dose- and time-dependently inhibits cell growth and increases the number of apoptotic cells. It also attenuates ulcerative colitis by promoting AMPK activation.
ln Vivo
In vivo, Mogrol has shown efficacy in preclinical models. It attenuates ulcerative colitis in animal models by promoting AMPK activation. Its neuroprotective and anticancer activities have been observed. As the aglycone of mogrosides, it is believed to contribute to the overall health benefits, including anti-obesity, anti-diabetic, and anti-inflammatory effects, associated with monk fruit consumption.
Enzyme Assay
The in vitro kinase inhibition assay for Mogrol involves measuring its effect on ERK1/2 and STAT3 phosphorylation. Cells are treated with the compound, and the levels of phosphorylated and total ERK1/2 and STAT3 are measured by Western blotting. For AMPK activation, the phosphorylation of AMPK and its downstream target ACC is assessed. The IC50 for kinase inhibition can be determined from concentration-response curves.
Cell Assay
In vitro cell culture studies for Mogrol utilize various cancer cell lines, such as K562 leukemia cells and lung cancer cells. Cells are treated with varying concentrations of the compound. Cell viability is assessed using MTT or trypan blue exclusion. Apoptosis is detected by Annexin V/PI staining and flow cytometry. Cell cycle analysis is performed by propidium iodide staining. Autophagy is confirmed by detecting LC3-II conversion.
Animal Protocol
In vivo animal experiments for Mogrol have been performed in models of ulcerative colitis. In these studies, the compound is administered orally or intraperitoneally. Disease severity is assessed by measuring disease activity index, colon length, and histological scoring. Inflammatory cytokine levels are measured by ELISA. Its anticancer efficacy could be evaluated in xenograft models.
ADME/Pharmacokinetics
Mogrol is a lipophilic compound with a molecular weight of approximately 460 g/mol. It is soluble in organic solvents like DMSO and ethanol. As a metabolite, it is absorbed from the gut after consumption of mogrosides. It is typically stored as a powder at -20°C for long-term stability. Its stability is maintained under recommended storage conditions.
Toxicity/Toxicokinetics
Toxicological data for Mogrol indicate that it is generally safe at concentrations obtained through dietary consumption of monk fruit. However, as a research compound, it is not intended for therapeutic use. Its ability to activate AMPK and inhibit cell growth suggests it could have significant biological effects at higher doses. Comprehensive toxicity studies are limited.
References

[1]. Mogrol represents a novel leukemia therapeutic, via ERK and STAT3 inhibition. Am J Cancer Res. 2015 Mar 15;5(4):1308-18.

[2]. Mogrol Derived from Siraitia grosvenorii Mogrosides Suppresses 3T3-L1 Adipocyte Differentiation by Reducing cAMP-Response Element-Binding Protein Phosphorylation and Increasing AMP-Activated Protein Kinase Phosphorylation. PLoS One. 2.

Additional Infomation
Mogrol is a tetracyclic triterpenoid compound, a derivative of cucurbitacinol, whose side chain double bonds (positions 24-25) undergo formal oxidation, introducing hydroxyl groups at positions 24 and 25 (24R stereoisomer). It is a biometabolite of Mogrol and is found in the monk fruit tree (Siraitia grosvenorii). It possesses antitumor activity. Mogrol is a tetracyclic triterpenoid compound and also a hydroxyl-opening steroid. Its function is related to cucurbitacinol. Mogrol has been reported to be present in the monk fruit tree (Siraitia grosvenorii), and relevant data are available for reference.
Mogrol is a research compound with no clinical approval. It is a valuable tool for studying the pharmacology of mogrosides and the therapeutic potential of triterpenoids in metabolic and inflammatory diseases. Its role as an AMPK activator and inhibitor of ERK1/2 and STAT3 makes it a promising lead compound for drug discovery in cancer and metabolic disorders.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H52O4
Molecular Weight
476.7315
Exact Mass
476.386
CAS #
88930-15-8
PubChem CID
14525327
Appearance
White to off-white solid powder
Density
1.1±0.1 g/cm3
Boiling Point
595.6±50.0 °C at 760 mmHg
Flash Point
242.9±24.7 °C
Vapour Pressure
0.0±3.8 mmHg at 25°C
Index of Refraction
1.553
LogP
5.49
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Heavy Atom Count
34
Complexity
817
Defined Atom Stereocenter Count
10
SMILES
C[C@H](CC[C@H](C(C)(C)O)O)[C@H]1CC[C@@]2([C@@]1(C[C@H]([C@@]3([C@H]2CC=C4[C@H]3CC[C@@H](C4(C)C)O)C)O)C)C
InChi Key
JLYBBRAAICDTIS-AYEHCKLZSA-N
InChi Code
InChI=1S/C30H52O4/c1-18(9-13-24(32)27(4,5)34)19-15-16-28(6)22-12-10-20-21(11-14-23(31)26(20,2)3)30(22,8)25(33)17-29(19,28)7/h10,18-19,21-25,31-34H,9,11-17H2,1-8H3/t18-,19-,21-,22+,23+,24-,25-,28+,29-,30+/m1/s1
Chemical Name
(3S,8S,9R,10R,11R,13R,14S,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,11-diol
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 : ~50 mg/mL (~104.88 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.24 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 (5.24 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (5.24 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 25.0 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 2.0976 mL 10.4881 mL 20.9762 mL
5 mM 0.4195 mL 2.0976 mL 4.1952 mL
10 mM 0.2098 mL 1.0488 mL 2.0976 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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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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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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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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