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Monolaurin

Alias: Glyceryl monolaurate1-Monolaurin Lauricidin L1475 L 1475 L-1475
Cat No.:V7600 Purity: ≥98%
Monolaurin (1-Monolaurin) has antiviral and anti-bacterial effect.
Monolaurin
Monolaurin Chemical Structure CAS No.: 142-18-7
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

Other Forms of Monolaurin:

  • Monolaurin-d23 (1-Monolaurin-d23)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Monolaurin (1-Monolaurin) has antiviral and anti-bacterial effect.
Biological Activity I Assay Protocols (From Reference)
Targets
Monolaurin is the monoglyceride of lauric acid (a 12-carbon fatty acid). It exhibits antimicrobial activity primarily against gram-positive bacteria, acid-fast bacteria, and some gram-negative bacteria like Helicobacter pylori, but is generally ineffective against other gram-negative organisms such as Escherichia coli and Klebsiella pneumoniae. Its mechanism of action is thought to involve disruption of the bacterial cell membrane [1].
ln Vitro
The antimicrobial activity of monolaurin was assessed using a macro-broth-dilution technique against various bacterial strains. The minimum bactericidal concentration (MBC) was determined for each susceptible organism [1].
Against Staphylococcus aureus (ATCC 33591), monolaurin was bactericidal at a concentration of 0.0625 mg/mL. A combination of monolaurin and origanum oil (0.0625 mg/mL each) was also bactericidal at this combined concentration [1].
Against Bacillus anthracis Sterne, monolaurin was bacteriostatic, with a minimum inhibitory concentration (MIC) of 0.0625 mg/mL. The organism showed growth when subcultured in drug-free media [1].
Against Escherichia coli, monolaurin showed no bactericidal effect at any concentration tested (up to >8.000 mg/mL) [1].
Against Klebsiella pneumoniae, monolaurin showed no bactericidal effect at any concentration tested (up to >8.000 mg/mL) [1].
Against Helicobacter pylori (ATCC 49503), monolaurin was bactericidal at a concentration of 0.0625 mg/mL. A combination of monolaurin and origanum oil was cidal at 0.0312 mg/mL of each [1].
Against Mycobacterium terrae (ATCC 15755), an acid-fast bacillus used as a surrogate for M. tuberculosis, monolaurin was bactericidal at 0.250 mg/mL. A combination of monolaurin and origanum oil was bactericidal at 0.125 mg/mL of each [1].
The study notes that monolaurin is generally more effective against gram-positive organisms, which is consistent with its observed activity against S. aureus and B. anthracis. Its potent activity against the gram-negative H. pylori is highlighted as an exception [1].
It is also mentioned that monolaurin inhibits the synthesis of most staphylococcal exoproteins at the level of transcription and inhibits signal transduction pathways, thereby affecting the expression of virulence factors such as protein A, alpha-hemolysin, β-lactamase, and toxic shock syndrome toxin 1 in S. aureus [1].
Cell Assay
Susceptibility testing was performed using a macro-broth-dilution technique. Stock solutions of monolaurin were dissolved in a solvent of eight parts 50% ethanol and one part Tween 20. The respective broth (e.g., Nutrient Broth for S. aureus, E. coli, K. pneumoniae; TS Broth for B. anthracis Sterne; Middlebrook Broth for M. terrae) containing logarithmically, serially two-fold diluted amounts of monolaurin was inoculated with approximately 5×10⁵ CFU of actively dividing bacterial cells or spores. Cultures were incubated for 24 and 48 hours at 30°C on a metabolic rotary shaker, and growth was monitored visually and spectrophotometrically. The MIC was defined as the lowest concentration that arrested growth at 24 hours. The MBC was determined by subculturing 0.01 mL of the medium from culture tubes after 48 hours onto Nutrient Agar and incubating further. The lowest concentration causing negative growth (fewer than three colonies) was considered the MBC [1].
Toxicity/Toxicokinetics
Toxicity Summary
It is safe at the current usage and concentration. Ingredient, concentration, and usage information can be found at: https://cir-reports.cir-safety.org
References

[1]. Minimum inhibitory concentrations of herbal essential oils and monolaurin for gram-positive and gram-negative bacteria. Mol Cell Biochem. 2005 Apr;272(1-2):29-34.

[2]. Bioactive monolaurin as an antimicrobial and its potential to improve the immune system and against COVID-19: a review. Food Research 4(6):2355-2365.

Additional Infomation
1-Monolauroglycerol is a 1-monoglycerol ester with a dodecanoyl (lauroyl) acyl group. It is both a 1-monoglycerol ester and a dodecanoate ester.
See also: Glycerides, C12-18 (note moved to); Glyceryl laurate (note moved to).
Monolaurin is a natural substance composed of monoglycerides and fatty acids with potential antimicrobial properties. It is the monoglyceride of lauric acid (C12), which has been identified as having optimum antimicrobial activity compared to other chain lengths [1].
Unlike diglycerides and triglycerides, monoglycerides like monolaurin are active against microorganisms [1].
The mechanism of action for monolaurin and other fatty acids/monoglycerides is thought to involve disruption of the bacterial or viral membrane, leading to inactivation [1].
Monolaurin has been shown to block or delay the production of exotoxins by pathogenic gram-positive bacteria [1].
The combination of monolaurin and origanum oil did not consistently augment the effect of either agent alone across all organisms tested, but did show a synergistic or additive effect against S. aureus, H. pylori, and M. terrae at lower combined concentrations [1].
The authors suggest that because of its long-standing safety record, monolaurin, alone or combined with antibiotics, might prove useful in the prevention and treatment of severe bacterial infections, especially those that are difficult to treat and/or are antibiotic resistant [1].
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H30O4
Molecular Weight
274.4
Exact Mass
274.214
CAS #
142-18-7
Related CAS #
Monolaurin-d23
PubChem CID
14871
Appearance
White to off-white <52°C powder,>52°C liquid
Density
1.0±0.1 g/cm3
Boiling Point
397.4±22.0 °C at 760 mmHg
Melting Point
63ºC
Flash Point
135.6±15.8 °C
Vapour Pressure
0.0±2.1 mmHg at 25°C
Index of Refraction
1.467
LogP
4.04
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
14
Heavy Atom Count
19
Complexity
206
Defined Atom Stereocenter Count
0
SMILES
O(C([H])([H])C([H])(C([H])([H])O[H])O[H])C(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=O
InChi Key
ARIWANIATODDMH-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H30O4/c1-2-3-4-5-6-7-8-9-10-11-15(18)19-13-14(17)12-16/h14,16-17H,2-13H2,1H3
Chemical Name
2,3-dihydroxypropyl dodecanoate
Synonyms
Glyceryl monolaurate1-Monolaurin Lauricidin L1475 L 1475 L-1475
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 : ~12.5 mg/mL (~45.55 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (4.56 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 12.5 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: 1.25 mg/mL (4.56 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 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: ≥ 1.25 mg/mL (4.56 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 12.5 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 3.6443 mL 18.2216 mL 36.4431 mL
5 mM 0.7289 mL 3.6443 mL 7.2886 mL
10 mM 0.3644 mL 1.8222 mL 3.6443 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:

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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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  • 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:
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  • 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:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.

Clinical Trial Information
Title:Monolaurin Ointment Versus Mupirocin Ointment
Status:Completed
updateDate:2023-10-17
Ctid:NCT06046937

Link: https://clinicaltrials.gov/ct2/show/NCT06046937

Conditions:Bacterial Infections
Interventions:Mupirocin ointment
Phase:Early Phase 1
Title:Phase III Study of Monolaurin Cream Therapy for Patients With Congenital Ichthyosis
Status:Completed
updateDate:2015-03-25
Ctid:NCT00004690

Link: https://clinicaltrials.gov/ct2/show/NCT00004690

Conditions:Ichthyosis
Interventions:monolaurin cream
Phase:Phase 3
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