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Diallyl Trisulfide

Diallyl Trisulfide

Product ID D3202
Cas No. 2050-87-5
Purity ≥98%
Product Unit SizeCostQuantityStock
100 mg $138.40 In stock
500 mg $430.00 In stock
1 g $718.60 In stock
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Description

Diallyl trisulfide (DATS) is an organosulfur compound initially found in garlic; it exhibits anticancer chemotherapeutic, immunostimulatory, antioxidative, hepatoprotective, anti-fibrotic, anti-estrogenic, anti-metastatic, anti-inflammatory, anti-angiogenic, and cardioprotective activities. In vivo, diallyl trisulfide inhibits lipid peroxidation, increases phase II enzymes such as catalase, superoxide dismutase, glutathione peroxidase, and glutathione reductase, and decreases arsenic-induced hepatic dysfunction. DATS also decreases collagen deposition, hepatic stellate cell activation, fibrosis, and levels of procollagen I and α-SMA. In animal models of colitis, DATS limits NF-κB activation, STAT3 signaling, and production of COX-2 and iNOS. Diallyl trisulfide inhibits diabetic cardiomyopathy, preventing decreases in cardiac function; it also decreases Notch1 signaling and suppresses angiogenesis in osteosarcoma cells. With breast cancer cells, DATS decreases expression and activity of ERβ. In bladder carcinoma cells, DATS inhibits cellular migration and invasion and decreases matrix metalloproteinase (MMP) activity. Additionally, DATS modulates activity of HSP27. In leukemia cells, the compound induces G0/G1 phase cell cycle arrest and apoptosis and increases activation of caspase 3; in similar in vivo models, it increases macrophage phagocytosis and NK cell activity. With animal models of glioblastoma, diallyl trisulfide increases expression of p21 and p53, decreases expression of MDM2, survivin, Bcl-2, VEGF, mTOR, and c-Myc, limits activity of HDACs, and suppresses tumor growth.

Product Info

Cas No.

2050-87-5

Purity

≥98%

Formula

C6H10S3

Formula Wt.

178.34

Chemical Name

Di-2-propenyl trisulfide

IUPAC Name

3-(prop-2-enyltrisulfanyl)prop-1-ene

Synonym

Allyl trisulfide, DATS, Allitridin

Solubility

Soluble in acetone. Slightly soluble in ethanol (3 mg/mL), DMSO (5 mg/mL), 2-propanol, and DMF (10 mg/mL).

Appearance

Clear Liquid

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

D3202 MSDS PDF

Info Sheet

D3202 Info Sheet PDF

Brochures

Diallyl Trisulfide Flyer

Natural Products Flyer

References

Suda S, Watanabe K, Tanaka Y, et al. Identification of molecular target of diallyl trisulfide in leukemic cells. Biosci Biotechnol Biochem. 2014;78(8):1415-7. PMID: 25130746.

Sumedha N, Miltonprabu S. Diallyl trisulfide ameliorates arsenic-induced hepatotoxicity by abrogation of oxidative stress, inflammation, and apoptosis in rats. Hum Exp Toxicol. 2014 Jul 25. [Epub ahead of print]. PMID: 25062976.

Hung FM, Shang HS, Tang NY, et al. Effects of diallyl trisulfide on induction of apoptotic death in murine leukemia WEHI-3 cells in vitro and alterations of the immune responses in normal and leukemic mice in vivo. Environ Toxicol. 2014 May 28. [Epub ahead of print]. PMID: 24890016.

Zhu X, Zhang F, Zhou L, et al. Diallyl trisulfide attenuates carbon tetrachloride-caused liver injury and fibrogenesis and reduces hepatic oxidative stress in rats. Naunyn Schmiedebergs Arch Pharmacol. 2014 May;387(5):445-55. PMID: 24557053.

Hahm ER, Singh SV. Diallyl trisulfide inhibits estrogen receptor-α activity in human breast cancer cells. Breast Cancer Res Treat. 2014 Feb;144(1):47-57. PMID: 24487688.

Shin DY, Cha HJ, Kim GY, et al. Inhibiting invasion into human bladder carcinoma 5637 cells with diallyl trisulfide by inhibiting matrix metalloproteinase activities and tightening tight junctions. Int J Mol Sci. 2013 Oct 1;14(10):19911-22. PMID: 24084732.

Wallace GC 4th, Haar CP, Vandergrift WA 3rd, et al. Multi-targeted DATS prevents tumor progression and promotes apoptosis in ectopic glioblastoma xenografts in SCID mice via HDAC inhibition. J Neurooncol. 2013 Aug;114(1):43-50. PMID: 23754639.

Lee HJ, Lee HG, Choi KS, et al. Diallyl trisulfide suppresses dextran sodium sulfate-induced mouse colitis: NF-κB and STAT3 as potential targets. Biochem Biophys Res Commun. 2013 Jul 26;437(2):267-73. PMID: 23811270.

Li Y, Zhang J, Zhang L, et al. Diallyl trisulfide inhibits proliferation, invasion and angiogenesis of osteosarcoma cells by switching on suppressor microRNAs and inactivating of Notch-1 signaling. Carcinogenesis. 2013 Jul;34(7):1601-10. PMID: 23430952.

Huang YT, Yao CH, Way CL, et al. Diallyl trisulfide and diallyl disulfide ameliorate cardiac dysfunction by suppressing apoptotic and enhancing survival pathways in experimental diabetic rats. J Appl Physiol (1985). 2013 Feb;114(3):402-10. PMID: 23139364.

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