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SMB00289

Sigma-Aldrich

Diallyl trisulfide

≥98% (HPLC)

Synonym(s):

Allyl trisulfide, Di-2-propenyl trisulfide

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About This Item

Empirical Formula (Hill Notation):
C6H10S3
CAS Number:
Molecular Weight:
178.34
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Cheng-Tzu Liu et al.
European journal of pharmacology, 516(2), 165-173 (2005-06-07)
We investigated the effects of garlic oil and diallyl trisulfide on glycemic control in rats with streptozotocin-induced diabetes. Diabetic rats received by gavage garlic oil (100 mg/kg body weight), diallyl trisulfide (40 mg/kg body weight), or corn oil every other
Wai-Shing Leung et al.
Free radical biology & medicine, 160, 141-148 (2020-08-04)
Doxorubicin (DOX) is a widely used antitumor drug that causes severe neurotoxicity in patients. Diallyl trisulfide (DATS) is an organosulfur compound with established potent antioxidant and anti-inflammatory properties. Herein, we investigated the neuroprotective efficacy of DATS in preventing DOX-induced neurotoxicity
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)
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)
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

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