A natural product with diverse biological activities
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Allicin

Item No. 15570

Technical Information
Formal Name
2-propene-1-sulfinothioic acid, S-2-propen-1-yl ester
CAS Number
539-86-6
Synonyms
  • Diallyl Thiosulfinate
Molecular Formula
C6H10OS2
Formula Weight
Purity
≥95%
A 5 mg/ml solution in methanol:water:formic acid
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 5 mg/mlEthanol: 3 mg/ml
SMILES
C=CCS(SCC=C)=O
InChi Code
InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-4H,1-2,5-6H2
InChi Key
JDLKFOPOAOFWQN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Allicin is a natural product originally isolated from A. sativum that has wide-ranging biological effects including antioxidative, anticancer, antimicrobial, and antifungal activities.1,2,3,4 It inhibits the cysteine proteases cathepsin B and L, facipain 2, and rhodesain with Ki values of 8.6 and 9.3, 1.04, and 5.31 µM, respectively.5 It shows antiparasitic activity against P. falciparum (IC50 = 5.2 µM) and T. b. brucei (IC50 = 13.8 µM), the parasites that cause malaria and African sleeping sickness, respectively. Allicin (5-10 µM) dose-dependently inhibits cell adhesion, invasion, and migration in various lung adenocarcinoma cell lines.2 It also alters the balance of tissue inhibitors of matrix metalloproteinases (TIMPs) and matrix metalloproteinases (MMPs), decreases phosphorylation of Akt, and decreases PI3K/Akt signaling.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chan, J.Y., Yuen, A.C., Chan, R.Y., et alA review of the cardiovascular benefits and antioxidant properties of allicin. Phytother. Res. 27(5), 637-646 (2013).

    2. Huang, L., Song, Y., Lian, J., et alAllicin inhibits the invasion of lung adenocarcinoma cells by altering tissue inhibitor of metalloproteinase/matrix metalloproteinase balance via reducing the activity of phosphoinositide 3-kinase/AKT signaling. Oncol. Lett. 14(1), 468-474 (2017).

    3. Ankri, S., and Mirelman, D. Antimicrobial properties of allicin from garlic. Microbes Infect. 1(2), 125-129 (1999).

    4. Burian, J.P., Sacramento, L.V.S., and Carlos, I.Z. Fungal infection control by garlic extracts (Allium sativum L.) and modulation of peritoneal macrophages activity in murine model of sporotrichosis. Braz. J. Biol. (2017).

    5. Waag, T., Gelhaus, C., Rath, J., et alAllicin and derivates are cysteine protease inhibitors with antiparasitic activity. Bioorg. Med. Chem. Lett. 20(18), 5541-5543 (2010).