SMB00289

Sigma-Aldrich

Diallyl trisulfide

≥98% (HPLC)

Synonym(s):
Di-2-propenyl trisulfide, Allyl trisulfide
Empirical Formula (Hill Notation):
C6H10S3
CAS Number:
Molecular Weight:
178.34
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (HPLC)

form

oil

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, a constituent of garlic and onions, is a proapoptotic compound that also posesses antioxidant activity.

Application

Diallyl trisulfide has been used to study its anti-carcinogenic properties in glioma and bladder cancer cells.

Packaging

25, 100 mg in glass bottle

Biochem/physiol Actions

Diallyl trisulfide inactivates Akt to trigger mitochondrial translocation of BAD and caspase-mediated apoptosis in human prostate cancer cells. Diallyl trisulfide-induced apoptosis in human prostate cancer cells involves c-Jun N-terminal kinase and extracellular-signal regulated kinase-mediated phosphorylation of Bcl-2.

pictograms

Skull and crossbones

signalword

Danger

hcodes

hazcat

Acute Tox. 3 Oral

storage_class_code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Certificate of Analysis

Certificate of Origin

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)
Larry D Lawson et al.
Nutrients, 10(7) (2018-06-26)
Allicin is considered responsible for most of the pharmacological activity of crushed raw garlic cloves. However, when garlic supplements and garlic foods are consumed, allicin bioavailability or bioequivalence (ABB) has been unknown and in question because allicin formation from alliin...

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