SMB00378
Diallyl disulfide
≥98% (HPLC)
Synonym(s):
Allyl disulfide, Diallyl disulfide
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About This Item
Linear Formula:
CH2=CHCH2SSCH2CH=CH2
CAS Number:
Molecular Weight:
146.27
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
EC Number:
218-548-6
Beilstein/REAXYS Number:
1699241
MDL number:
biological source
Allium sativum L.
Quality Level
vapor density
>5 (vs air)
vapor pressure
1 mmHg ( 20 °C)
assay
≥98% (HPLC)
form
oil
color
colorless to yellow
refractive index
n20/D 1.541 (lit.)
bp
180-195 °C (lit.)
density
1.008 g/mL at 25 °C (lit.)
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
−20°C
SMILES string
C=CCSSCC=C
InChI
1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2
InChI key
PFRGXCVKLLPLIP-UHFFFAOYSA-N
General description
Diallyl disulfide (DADS) is an oil-soluble volatile organosulfur compound that can be naturally found in Allium sativum (garlic). It has a simple chemical structure with two sulfur atoms attached with two allyl groups. This constitute of garlic contributes to its pungent aroma.
Application
Diallyl disulfide has been used:
- to study its effects in apoptosis induction and cell viability on different glioma cell lines
- as a treatment and positive control to assess the anti-inflammatory regulation of nuclear factor erythroid-2 related factor-2 (Nrf2) in breast cancer cells
- as a potential substrate compound to detect hydrogen sulfide (H2S) production via lead acetate/lead sulfide method
Biochem/physiol Actions
Diallyl disulfide is a potent anticancer agent. It can reduce carcinogen-induced cancers and shows anti-proliferative effects in both in vivo and in vitro models. DADS enhances the anti-obesity and anti-inflammatory effects of green tea in high-fat/high-sucrose (HF/HS) diet-fed mice. It also displays antioxidant, anti-microbial, cardiovascular protective, and neuroprotective activities. DADS elicits anti-mitotic and anti-neoplastic effects and arrests mitosis in colon neoplastic lesions in vivo and colon tumor cell growth in vitro experiments.
Organosulfur compound that is naturally found in garlic. Contributes to the pungent odor of crushed garlic. Anticancer agent and may provide protection against cardiovascular disease.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
143.6 °F - closed cup
flash_point_c
62 °C - closed cup
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Xiuxiu Song et al.
Evidence-based complementary and alternative medicine : eCAM, 2021, 5103626-5103626 (2021-11-09)
Garlic is widely accepted as a functional food and an excellent source of pharmacologically active ingredients. Diallyl disulfide (DADS), a major bioactive component of garlic, has several beneficial biological functions, including anti-inflammatory, antioxidant, antimicrobial, cardiovascular protective, neuroprotective, and anticancer activities.
Jaehoon Bae et al.
The Journal of nutritional biochemistry, 64, 152-161 (2018-12-06)
Obesity is a major problem in developed countries and a burden on social health care systems. Several epidemiological studies showed the protective effects of green tea against obesity-related diseases. Cyclic guanosine monophosphate (cGMP) acts as a mediator for the physiological
Effects of the garlic compound diallyl disulfide on the metabolism, adherence and cell cycle of HT-29 colon carcinoma cells: evidence of sensitive and resistant sub-populations.
Robert V, et al.
Carcinogenesis, 22(8), 1155-1161 (2001)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SMB00378-1G | 04061826169841 |
| SMB00378-250MG | 04061837076428 |