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1-Stearoyl-rac-glycerol

Alias: 1-Monostearin; 2,3-Dihydroxypropyl stearate
Stearic acid 1-monoglyceride is an ester composed of stearic acid and glycerol, commonly known as monostearate glyceryl.
1-Stearoyl-rac-glycerol
1-Stearoyl-rac-glycerol Chemical Structure CAS No.: 123-94-4
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of 1-Stearoyl-rac-glycerol:

  • (±)-Glyceryl 1-monooctadecanoate-d35
  • 1-Stearoyl-rac-glycerol-d40 (1-Monostearin-d40; 2,3-dihydroxypropyl stearate-d40)
  • 1-Stearoyl-rac-glycerol (Standard)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Stearic acid 1-monoglyceride is an ester composed of stearic acid and glycerol, commonly known as glyceryl monostearate. 1-Monoglyceryl stearate has unique chemical properties that make it an important ingredient in a variety of industrial processes including food production, cosmetics, and pharmaceuticals. It acts as an emulsifier, stabilizer and thickener in these products, enhancing their texture and shelf life.
1-Stearoyl-rac-glycerol (monostearin, CAS 123-94-4, MW 358.56, MF C21H42O4) is a monoacylglycerol composed of glycerol esterified with stearic acid (C18:0) at the sn-1 position. It is a white solid used as an emulsifier in food and pharmaceutical industries and as a biochemical reagent for lipid metabolism studies and drug delivery systems.
Biological Activity I Assay Protocols (From Reference)
Targets
The compound does not have a specific biological target. It is an intermediate in lipid metabolism, hydrolyzed by monoacylglycerol lipase (MAGL) to release glycerol and stearic acid. Stearic acid can be incorporated into membrane phospholipids or oxidized. It is also a biomarker for certain cancers.
ln Vitro
Stearic acid 1-monoglyceride is a biochemical reagent that can be used as a biomaterial or organic compound for life science related research.
In vitro, 1-stearoyl-rac-glycerol is used in lipase assays as a substrate for monoacylglycerol lipase (MAGL). It can be incorporated into cultured cells to study lipid metabolism. It is not directly cytotoxic; cells treated with 10-200 uM show no significant viability loss. It can also be used to prepare drug delivery nanoparticles.
ln Vivo
In vivo, 1-stearoyl-rac-glycerol levels are decreased in tumor tissue in a mouse model of azoxymethane-induced colorectal carcinogenesis, suggesting it may be a potential serum metabolic biomarker for detecting cancer. It is also used as an emulsifier in drug formulations and as a suppository base.
Enzyme Assay
For MAGL activity assays, recombinant human MAGL (0.1-1 ug) is incubated with 1-stearoyl-rac-glycerol (0.1-200 uM) in assay buffer (50 mM Tris-HCl pH 7.4, 1 mM EDTA, 0.1% BSA) at 37degC for 30 min. Free stearic acid is quantified by a coupled enzyme assay (Amplex Red) or by LC-MS. For lipase activity, Km and Vmax are calculated.
Cell Assay
For cellular lipid metabolism studies, cells (hepatocytes, adipocytes, cancer cells) are seeded in 6-well plates and treated with 1-stearoyl-rac-glycerol (1-100 uM) in lipid-free or fatty acid-free medium for 6-48 hours. Lipids are extracted with chloroform/methanol, and stearic acid incorporation into triglycerides, phospholipids, or cholesterol esters is analyzed by TLC or LC-MS.
Animal Protocol
In vivo studies are limited. 1-Stearoyl-rac-glycerol can be administered orally (50-200 mg/kg) to mice as a component of high-fat diets. Serum lipid profiles (triglycerides, cholesterol, free fatty acids) are measured. For tissue distribution, radioactive (14C-stearoyl) or deuterated compound can be administered, and tissue samples are analyzed by scintillation counting or LC-MS.
ADME/Pharmacokinetics
The compound is lipophilic (logP ~5-6). After oral administration, it is hydrolyzed by pancreatic lipases. Stearic acid is absorbed, incorporated into chylomicrons, and transported to the liver and adipose tissue. It is metabolized via beta-oxidation to CO2. Half-life is long (hours). Monostearin itself is not detected in plasma for long periods.
Toxicity/Toxicokinetics
1-Stearoyl-rac-glycerol is non-toxic and GRAS as a food additive. Acute oral LD₅0 > 5000 mg/kg. No skin or eye irritation. No genotoxicity. It can be used as a topical emollient and oral emulsifier. Slight risk of irritation in concentrated form.
Additional Infomation
1-Stearoyl-rac-glycerol is a GRAS food additive (E471) and a non-ionic surfactant. It is not an FDA-approved drug. It is used as an excipient in drug delivery systems (solid lipid nanoparticles, self-emulsifying drug delivery systems), as an emulsifier in foods and cosmetics, and as a standard for lipid analysis. For research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H42O4
Molecular Weight
358.56
Exact Mass
358.308
CAS #
123-94-4
Related CAS #
1-Stearoyl-rac-glycerol-d35; 333748-53-1; 1-Stearoyl-rac-glycerol-d40; 2692624-09-0; 1-Stearoyl-rac-glycerol; 123-94-4
PubChem CID
24699
Appearance
White to off-white solid powder
Density
1.0±0.1 g/cm3
Boiling Point
476.9±25.0 °C at 760 mmHg
Melting Point
78-81ºC
Flash Point
151.9±16.7 °C
Vapour Pressure
0.0±2.7 mmHg at 25°C
Index of Refraction
1.469
LogP
7.23
Hydrogen Bond Donor Count
2
Rotatable Bond Count
20
Heavy Atom Count
25
Complexity
281
Defined Atom Stereocenter Count
0
SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC(CO)O
InChi Key
VBICKXHEKHSIBG-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3
Chemical Name
2,3-dihydroxypropyl octadecanoate
Synonyms
1-Monostearin; 2,3-Dihydroxypropyl stearate
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 : ~100 mg/mL (~278.89 mM; with ultrasonication)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7889 mL 13.9447 mL 27.8893 mL
5 mM 0.5578 mL 2.7889 mL 5.5779 mL
10 mM 0.2789 mL 1.3945 mL 2.7889 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • 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.

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