SMB00577

Diallyl trisulfide

≥97% (HPLC)

• Synonym(s): Allyl trisulfide, Di-2-propenyl trisulfide
• Empirical Formula (Hill Notation): C₆H₁₀S₃
• CAS Number: 2050-87-5
• Molecular Weight: 178.34
• NACRES: NA.25
• PubChem Substance ID: 329825066
• UNSPSC Code: 12352200
• EC Number: 218-107-8
• MDL number: MFCD00040025

Properties

• biological source: Allium sativum L.
• Quality Segment: 200
• assay: ≥97% (HPLC)
• form: liquid
• 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

Description

General description

Diallyl trisulfide (DATS) is one of the stable naturally occurring bioactive polysulfide compounds found in Allium vegetables, especially in garlic.

Application

Diallyl trisulfide (DATS) has been used as an exogenous hydrogen sulfide (H₂S)donor to study the effects on proliferation, apoptosis, and autophagy of human urothelial carcinoma (UC) cells in vitro.

Biochem/physiol Actions

Diallyl trisulfide elicits cardioprotective and anti-metabolic syndrome (MetS) effects against ex vivo induced myocardial ischemia/reperfusion (I/R) injury in MetS rats (male Wistar albino). It is a potent anti-cancer agent and acts by modulating different cancer-related pathways, inducing cell cycle arrest, apoptosis, metastasis, and angiogenesis in in vitro studies. DATS is also an effective therapeutic agent against multidrug resistance in triple-negative breast cancer (TNBC). DATS and its nanoemulsions display high antifungal activity against wood-rotting fungi such as T. hirsuta and L. sulphureus. It also provides protection against brain damage induced by ischemia/reperfusion (I/R) by activating nuclear factor erythroid 2-related factor 2 (Nrf2) in rat brains.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Codes: H301
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• Precautionary Statements: P264 - P270 - P301 + P310 + P330 - P405 - P501