Diallyl trisulfide

Diallyl trisulfide Basic information
Product Name:Diallyl trisulfide
Synonyms:ALLYLTRISULPHIDE;1,1'-(Trithio)bis(2-propene);Allitridin;Bis(2-propenyl) trisulfide;Diallyl pertrisulfide;PROP-2-ENYL-TRITHIO PROP-2-ENE;3-(allylthio)disulfanylprop-1-ene;3-prop-2-enylsulfanyldisulfanylprop-1-ene
CAS:2050-87-5
MF:C6H10S3
MW:178.34
EINECS:218-107-8
Product Categories:sulfide Flavor
Mol File:2050-87-5.mol
Diallyl trisulfide Structure
Diallyl trisulfide Chemical Properties
Boiling point bp6 92°; bp0.0008 66-67°
density 1.085
FEMA 3265 | DIALLYL TRISULFIDE
refractive index nD20 1.5896
storage temp. -20°C
solubility DMF:10.0(Max Conc. mg/mL);56.08(Max Conc. mM)
DMSO:5.0(Max Conc. mg/mL);28.04(Max Conc. mM)
Ethanol:3.0(Max Conc. mg/mL);16.82(Max Conc. mM)

form oil
Odorat 0.10 % in propylene glycol. garlic green onion metallic
Odor Typesulfurous
JECFA Number587
InChIInChI=1S/C6H10S3/c1-3-5-7-9-8-6-4-2/h3-4H,1-2,5-6H2
InChIKeyUBAXRAHSPKWNCX-UHFFFAOYSA-N
SMILESS(SCC=C)SCC=C
LogP4.59
CAS DataBase Reference2050-87-5(CAS DataBase Reference)
NIST Chemistry ReferenceTrisulfide, di-2-propenyl(2050-87-5)
Safety Information
RIDADR 2810
WGK Germany 3
RTECS BC6168000
HazardClass 6.1(b)
PackingGroup III
HS Code 29309090
MSDS Information
Diallyl trisulfide Usage And Synthesis
DescriptionHydrogen sulfide (H2S) is an endogenously-produced gaseous second messenger that can regulate many physiological processes. Diallyl trisulfide (DATS) is an organic polysulfide compound found in garlic that acts as an H2S donor. It reduces the survival of prostate cancer PC-3 cells (IC50 = 22 μM) and inhibits the growth of human colon adenocarcinoma HCT15 cells (IC50 = 11.5 μM). DATS suppresses the growth of PC-3 xenografts in vivo in mice and induces vascular smooth muscle relaxation. Garlic extracts also lower cholesterol and there is evidence that DATS can alter the expression of genes and inhibit enzymes that are relevant to cholesterol synthesis.
Chemical PropertiesDiallyl trisulfide has a disagreeable odor. It is a stable transformation product of allicin.
OccurrenceReported found in garlic oil.
UsesDiallyl 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.
UsesDiallyl Trisulfide, is an organosulfur garlic compound that induces neovasculogenesis and has preventive effects against ischemic injuries. Antiarrythmic effect.
DefinitionChEBI: An organic trisulfide that is trisulfane in which both of the hydrogens are replaced by allyl groups. A component of the essential oil of garlic and a major component of the traditional Chinese medicine allitridium, it exhibits antifungal, antitumour and a tioxidant activity
PreparationIn nature, diallyl trisulfide is formed from alliin and allicin.
General DescriptionDiallyl 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.
Biochem/physiol ActionsDiallyl 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.
Diallyl trisulfide Preparation Products And Raw materials
Allylthiourea Allyl chloride Dimethyl trisulfide Diallyl trisulfide Diallyldisulfide 2,3,4-TRITHIAHEXANE Allyl glycidyl ether Allyloxypolyethyleneglycol 1,5-HEXADIENE N,N-Dimethylallylamine Methyl allyl trisulfide Allicin Allyl ether DIALLYL TRISULFIDE(RG) Bisphenol S diallyl ether 3,4,5-TRITHIAHEPTANE Diallylamine

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