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Diallyl trisulfide

Di-(2-propenyl) trisulfide

Allitridin · 4,5,6-Trithia-1,8-nonadiene

Aliphatic alkene trisulfide · C₆H₁₀S₃

Chemical structure of Diallyl trisulfide
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
2050-87-5
Molecular formula
C₆H₁₀S₃
Molecular weight
178.33 g/mol
Aroma
Strong garlic, pungent, more persistent than diallyl disulfide.

Safety

Moderate concern · Strong bioactivity

Diallyl trisulfide is the second major constituent of garlic oil. The compound has very strong biological activity, being a potent inducer of antioxidant enzymes.

Cardiovascular. Strong antiplatelet aggregation activity in vitro.

Liver. At a low oral dose of 1.78 mg/kg it protected rat liver from carbon tetrachloride damage. At 30 mg/kg it reduced liver injury from oxidative stress in mice. However, at concentrations of 0.05 mM or above it became cytotoxic to hepatocytes, increasing LDH leakage.

Cancer. Diallyl trisulfide is significantly cytotoxic to multiple human cancer cell lines including bladder, bone, breast, lung and stomach, all through apoptosis. It has antitumor effects on xenografted liver and prostate cancer cells in mice without weight loss, suggesting minimal collateral toxicity.


Usage guidelines

Concern level
Moderate, strong bioactivity
Anticoagulant therapy
Caution due to antiplatelet activity
Oils with high content
Garlic 18.0 – 48.8 percent, Mustard 0 – 9.7 percent

Found in essential oils

Principal sources
Garlic18.0 – 48.8 %
Mustard0 – 9.7 %

Pharmacokinetics

Diallyl trisulfide given orally at 1.78 mg/kg for 14 consecutive days significantly increased the activities of antioxidant enzymes quinone reductase, glutathione peroxidase and glutathione S-transferase. This mechanism explains both its hepatoprotective and anticancer activities.


Notes

Diallyl trisulfide is among the most biologically active sulfide compounds from garlic, extensively studied for its pharmacological potential.