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Quebrachitol

Cat No.:V13475 Purity: ≥98%
Quebrachitol is a naturally occurring cyclic polyol found inmany plants such as Allophylus edulis, Cannabis sativa, Paullinia pinnata and seabuckthorn.
Quebrachitol
Quebrachitol Chemical Structure CAS No.: 642-38-6
Product category: New12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
250mg
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1g
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Product Description

Quebrachitol is a naturally occurring cyclic polyol found in many plants such as Allophylus edulis, Cannabis sativa, Paullinia pinnata and seabuckthorn. It regulates the Wnt/β-catenin signaling pathway.It can be used for making bioactive materials such as antifungal (E)-β-methoxyacrylate and oudemansin X.

Biological Activity I Assay Protocols (From Reference)
References

[1]. l-Quebrachitol Promotes the Proliferation, Differentiation, and Mineralization of MC3T3-E1 Cells: Involvement of the BMP-2/Runx2/MAPK/Wnt/β-Catenin Signaling Pathway. Molecules. 2018 Nov 26;23(12).

Additional Infomation
L-Quebrachitol is a member of cyclohexanols.
L-Quebrachitol has been reported in Artemisia gmelinii, Mandevilla martiana, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H14O6
Molecular Weight
194.1825
Exact Mass
194.079
CAS #
642-38-6
PubChem CID
151108
Appearance
White to off-white solid powder
Density
1.6±0.1 g/cm3
Boiling Point
317.2±42.0 °C at 760 mmHg
Melting Point
189 - 192ºC
Flash Point
145.6±27.9 °C
Vapour Pressure
0.0±1.5 mmHg at 25°C
Index of Refraction
1.588
LogP
-0.74
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
1
Heavy Atom Count
13
Complexity
158
Defined Atom Stereocenter Count
4
SMILES
COC1[C@@H]([C@H](C([C@@H]([C@H]1O)O)O)O)O
InChi Key
DSCFFEYYQKSRSV-MBXCVVGISA-N
InChi Code
InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2?,3-,4-,5+,6+,7?/m0/s1
Chemical Name
(1R,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol
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 : ~125 mg/mL (~643.73 mM)
H2O : ~100 mg/mL (~514.99 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (10.71 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 20.8 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: ≥ 2.08 mg/mL (10.71 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 20.8 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: ≥ 2.08 mg/mL (10.71 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 20.8 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 5.1499 mL 25.7493 mL 51.4986 mL
5 mM 1.0300 mL 5.1499 mL 10.2997 mL
10 mM 0.5150 mL 2.5749 mL 5.1499 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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.

Biological Data
  • The effect of l-quebrachitol on the cell viability of MC3T3-E1 cells. MC3T3-E1 cells were treated with l-quebrachitol at various concentrations for 24, 48, and 72 h. Cell viability was measured by MTT assay. A representative example of 3 independent experiments. Each data point represents the means of 4 replicate samples ± SEM. * p < 0.05 and ** p < 0.01 when compared with the control.[1].l-Quebrachitol Promotes the Proliferation, Differentiation, and Mineralization of MC3T3-E1 Cells: Involvement of the BMP-2/Runx2/MAPK/Wnt/β-Catenin Signaling Pathway. Molecules. 2018 Nov 26;23(12).
  • (A) The flow cytometry analysis of MC3T3-E1 cells after treatment with l-quebrachitol at concentrations of 0.001, 0.01, 0.1, 1, and 10 µg/mL for 48 h (B). The percentage of the total cell population at each phase of the cell cycle is represented by a bar diagram. A representative example of 3 independent experiments. Each data point represents the means of 3 replicate samples ± SEM. * p < 0.05 and ** p < 0.01 when compared with the control.[1].l-Quebrachitol Promotes the Proliferation, Differentiation, and Mineralization of MC3T3-E1 Cells: Involvement of the BMP-2/Runx2/MAPK/Wnt/β-Catenin Signaling Pathway. Molecules. 2018 Nov 26;23(12).
  • The effect of l-quebrachitol at the concentration of 0.001, 0.01, 0.1, 1, 10, 100, and 1000 µg/mL on osteogenic differentiation and mineralization in MC3T3-E1 cells. (A) MC3T3-E1 cells were treated with l-quebrachitol for 14 and 21 days. The cells were stained with Alizarin Red S to observe the production of mineralization (B) Quantification of Alizarin Red S staining extracted by cetylpyridinium chloride. (C) Alkaline phosphatase (ALP) activity in MC3T3-E1 cells after treatment with l-quebrachitol for 7 days. A representative example of the 3 independent experiments. Each data point represents the means of 4 replicate samples ± SEM. The data in columns with different letters in each group were significantly different at p < 0.05.[1].l-Quebrachitol Promotes the Proliferation, Differentiation, and Mineralization of MC3T3-E1 Cells: Involvement of the BMP-2/Runx2/MAPK/Wnt/β-Catenin Signaling Pathway. Molecules. 2018 Nov 26;23(12).
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