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SMB00577

Sigma-Aldrich

Diallyl trisulfide

≥97% (HPLC)

Sinónimos:

Allyl trisulfide, Di-2-propenyl trisulfide

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About This Item

Fórmula empírica (notación de Hill):
C6H10S3
Número de CAS:
2050-87-5
Peso molecular:
178.34
Número CE:
218-107-8
Número MDL:
MFCD00040025
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329825066
NACRES:
NA.25

origen biológico

Allium sativum L.

Nivel de calidad

200

Ensayo

≥97% (HPLC)

Formulario

liquid

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

−20°C

cadena SMILES

C=CCSSSCC=C

InChI

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

Clave InChI

UBAXRAHSPKWNCX-UHFFFAOYSA-N

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Descripción general

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

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301

Clasificaciones de peligro

Acute Tox. 3 Oral

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000433142
0000433142
0000338394
0000333494
0000239471

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Elisabetta Panza et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 151, 113137-113137 (2022-05-24)
The role of H2S in urothelial carcinoma (UC) is still unclear. Here we have evaluated the expression of H2S producing enzymes as well as the effect of endogenous and exogenous H2S on human bladder UC cells. In human UC cells
Diallyl Trisulfide, the Antifungal Component of Garlic Essential Oil and the Bioactivity of Its Nanoemulsions Formed by Spontaneous Emulsification.
Gong, et al.
Molecules (Basel), 26 (2022)
Carlos A Silva-Islas et al.
Antioxidants (Basel, Switzerland), 8(9) (2019-09-22)
Stroke is a public health problem due to its high mortality and disability rates; despite these, the pharmacological treatments are limited. Oxidative stress plays an important role in cerebral damage in stroke and the activation of the nuclear factor erythroid
Michael T Puccinelli et al.
International journal of molecular sciences, 18(8) (2017-08-10)
Bioactive dietary agents have been shown to regulate multiple cancer hallmark pathways. Epidemiologic studies have linked consumption of Allium vegetables, such as garlic and onions, to decreased incidence of cancer. Diallyl trisulfide (DATS), a bioactive compound derived from Allium vegetables
Garlic Derived Diallyl Trisulfide in Experimental Metabolic Syndrome: Metabolic Effects and Cardioprotective Role.
Jeremic, et al.
International Journal of Molecular Sciences, 21 (2021)
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