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Allicin

Cat No.:V10803 Purity: ≥98%
Allicin (diallyl thiosulfinate), a garlic extract containing Diallyl monosulfide, Diallyl disulfide, Diallyl trisulfide, Diallyl tetrasulfide, Methyl allyl disulphide, etc.
Allicin
Allicin Chemical Structure CAS No.: 539-86-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
Other Sizes
Official Supplier of:
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Product Description
Allicin (diallyl thiosulfinate), a garlic extract containing Diallyl monosulfide, Diallyl disulfide, Diallyl trisulfide, Diallyl tetrasulfide, Methyl allyl disulphide, etc., accounts for 98% of the total mixture. Allicin (diallyl thiosulfinate) contains potent antimicrobial effect that suppresses the growth of a wide range of microorganisms like antibiotic-resistant strains.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Methicillin-resistant Staphylococcus aureus ATCC 43300, typical strain Staphylococcus aureus DSM 20231, Escherichia coli DSM 30083, Acinetobacter baumannii DSM 30007, and Candida albicans DSM 1386 all had equivalent minimum inhibitory concentrations (MICs) for allicin (32–64 μg/mL)[1].
ADME/Pharmacokinetics
Metabolism / Metabolites
DADSO is a known human metabolite of diallyl disulfide.
References

[1]. Allicin and Other Functional Active Components in Garlic: Health Benefits and Bioavailability. International Journal of Food Properties, 2007, 10(2):245-268.

[2]. Allicin Induces Thiol Stress in Bacteria through S-Allylmercapto Modification of ProteinCysteines. J Biol Chem. 2016 May 27;291(22):11477-90.

Additional Infomation
Allicin is a sulfoxide and a botanical anti-fungal agent. It has a role as an antibacterial agent.
Allicin has been used in trials studying the treatment of Follicular Lymphoma.
Allicin has been reported in Allium ursinum, Allium ampeloprasum, and other organisms with data available.
See also: Garlic (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H10OS2
Molecular Weight
162.26
Exact Mass
162.017
CAS #
539-86-6
PubChem CID
65036
Appearance
Colorless to light yellow liquid
Density
1.1±0.1 g/cm3
Boiling Point
248.6±43.0 °C at 760 mmHg
Melting Point
25°C
Flash Point
104.2±28.2 °C
Vapour Pressure
0.0±0.5 mmHg at 25°C
Index of Refraction
1.567
LogP
1.19
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
5
Heavy Atom Count
9
Complexity
120
Defined Atom Stereocenter Count
0
SMILES
C=CCS(SCC=C)=O
InChi Key
JDLKFOPOAOFWQN-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-4H,1-2,5-6H2
Chemical Name
3-prop-2-enylsulfinylsulfanylprop-1-ene
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 (~616.26 mM)
Ethanol : ~70 mg/mL (~431.38 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 3.5 mg/mL (21.57 mM) (saturation unknown) in 10% EtOH + 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 35.0 mg/mL clear EtOH 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: ≥ 3.5 mg/mL (21.57 mM) (saturation unknown) in 10% EtOH + 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 35.0 mg/mL clear EtOH 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: ≥ 3.5 mg/mL (21.57 mM) (saturation unknown) in 10% EtOH + 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 35.0 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix well.


Solubility in Formulation 4: 3.25 mg/mL (20.03 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% 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 32.5 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 5: ≥ 3.25 mg/mL (20.03 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 32.5 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.

Solubility in Formulation 6: ≥ 3.25 mg/mL (20.03 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 32.5 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 6.1629 mL 30.8147 mL 61.6295 mL
5 mM 1.2326 mL 6.1629 mL 12.3259 mL
10 mM 0.6163 mL 3.0815 mL 6.1629 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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00874666 Unknown status Other: crushed garlic clove
Dietary Supplement: garlic powder tablet
Healthy Silliker, Inc. 2009-04 Early Phase 1
NCT04545879 Completed Dietary Supplement: Raw garlic juice containing allicin Atherosclerosis National Taiwan University Hospital 2019-03-18 Not Applicable
NCT00200785 Completed Dietary Supplement: garlic powder added to ambient water
Dietary Supplement: garlic powder added to boiling water
Arteriosclerosis
Intracranial Arteriosclerosis
National Center for Complementary and Integrative Health (NCCIH) 2006-03 Not Applicable
NCT00029250 Withdrawn Drug: Garlic powder standardized to allicin HIV Infections
Hypercholesterolemia
Hyperglycemia
Hypertriglyceridemia
National Center for Complementary and Integrative Health (NCCIH) 2001-11 Phase 2
NCT00122889 Completed Drug: Garlic powder with high allicin content
Drug: Garlic powder with low allicin content
Drug: Garlic oil
Drug: Aged garlic
Healthy Fred Hutchinson Cancer Center 2005-07
Biological Data
  • Allicin inhibits growth of E. coli and other microorganisms. A, MICs of allicin against pathogenic microorganisms tested according to Clinical and Laboratory Standards Institute standards in a microtiter plate-based assay using rich medium. B, a more precise determination of the minimal inhibitory concentration of allicin against E. coli MG1655 in MOPS minimal medium. Overnight cultures did not show visible growth at allicin concentrations above 23 μg ml−1. Negative control (NC), not inoculated; positive control (PC), without allicin. C, addition of 0.79 mm allicin (128 μg ml−1) or 1 mm diamide to midlogarithmic E. coli MG1655 (black arrow) causes a growth arrest. Cultures resumed growth after 60 and 90 min, respectively.[2]. Allicin Induces Thiol Stress in Bacteria through S-Allylmercapto Modification of ProteinCysteines. J Biol Chem. 2016 May 27;291(22):11477-90.
  • Allicin induces a decline of sulfhydryl levels. Treatment of cells with 0.79 mm allicin or 1 mm diamide leads to a significant decrease of total cellular free thiols as measured with DTNB. Values are the means and S.D. (error bars) from three biological replicates. Asterisks indicate a p value below 0.05 as determined by an unpaired Student's t test.[2]. Allicin Induces Thiol Stress in Bacteria through S-Allylmercapto Modification of ProteinCysteines. J Biol Chem. 2016 May 27;291(22):11477-90.
  • Allicin reacts with reduced glutathione in vitro and in vivo. Allicin was incubated with GSH (A) or GSSG (B) in a 0.5- or 1-fold molar ratio for 15 or 60 min. Subsequently, GSH and GSSG levels were measured and compared with standard curves. Concentrations of the untreated controls were set to 100%. Levels of reduced (C) and oxidized glutathione (D) were measured in E. coli cells after treatment with allicin for 15 min. E, the GSH:GSSG ratio is increased upon allicin stress. Values are the means and S.D. (error bars) from three biological replicates. Asterisks indicate a p value below 0.05 (*) or 0.01 (**) as determined by an unpaired Student's t test.[2]. Allicin Induces Thiol Stress in Bacteria through S-Allylmercapto Modification of ProteinCysteines. J Biol Chem. 2016 May 27;291(22):11477-90.
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