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Merck

SMB00289

Sigma-Aldrich

Diallyl trisulfide

≥98% (HPLC)

Sinónimos:

Allyl trisulfide, Di-2-propenyl trisulfide

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About This Item

Fórmula empírica (notación de Hill):
C6H10S3
Número de CAS:
Peso molecular:
178.34
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (HPLC)

form

oil

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

C=CCSSSCC=C

InChI

1S/C6H10S3/c1-3-5-7-9-8-6-4-2/h3-4H,1-2,5-6H2

InChI key

UBAXRAHSPKWNCX-UHFFFAOYSA-N

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General description

Diallyl trisulfide (DATS) is one of the organosulfur compounds found in garlic (Allium sativum), and other Allium genera such as onions. This sulfur-rich compound is produced by the rapid disintegration of its metabolic precursor Allicin.

Application

Diallyl trisulfide (DATS) has been used to study its antimicrobial effects against Campylobacter jejuni. It has also been used to test its effect on hepatic regeneration in partial hepatectomy (PHx) rats.

Biochem/physiol Actions

Diallyl trisulfide (DATS) is a potent anti-cancer and chemopreventive agent that regulates apoptosis, metastasis, cell cycle, and angiogenesis in cancer pathways. It is also an excellent neuroprotective agent. DATS elicits antioxidant and anti-inflammatory activities against doxorubicin (DOX)-induced rats brains. It may improve glycemic control, muscle glucose utilization, and insulin secretion in streptozotocin-induced diabetic rats.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Meng-Meng Sun et al.
Neurological research, 31(1), 23-27 (2008-09-05)
Amyotrophic lateral sclerosis (ALS) is a progressive neurodegenerative disease, selectively involving the upper and lower motor neurons. Glutamate excitotoxicity and oxidative stress are important mechanisms for the pathogenesis of ALS. Nuclear-factor erythroid 2-related factor 2 (Nrf2) is a master transcriptional
Enhanced hepatocyte survival and anti-apoptosis via Akt by Diallyl trisulfide, augments hepatic regeneration through hydrogen sulfide in partially hepatectomized rats
Nithyananthan S, et al.,
Phytomedicine Plus, 1(4), 100048-100048 (2021)
Diallyl trisulfide inhibits proliferation, invasion and angiogenesis of glioma cells by inactivating Wnt/β-catenin signaling.
Tao Q, et al.
Cell and Tissue Research, 370(3), 379-390 (2017)
Angiopoietin-like protein 4 potentiates DATS-induced inhibition of proliferation, migration, and invasion of bladder cancer EJ cells; involvement of G2/M-phase cell cycle arrest, signaling pathways, and transcription factors-mediated MMP-9 expression.
Shin S S, et al.
Food & Nutrition Research, 61(1), 1338918-1338918 (2017)
Yuanyue Tang et al.
Antibiotics (Basel, Switzerland), 10(3) (2021-04-04)
Campylobacter jejuni is an important foodborne pathogen causing campylobacteriosis. It can infect humans through the consumption of contaminated chicken products or via the direct handling of animals. Diallyl trisulfide (DATS) is a trisulfide compound from garlic extracts that has a

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