Diallyl disulfide
SIGMA/SMB00378 - ≥98% (HPLC)
Synonym: Allyl disulfide; Diallyl disulfide
CAS Number: 2179-57-9
Empirical Formula (Hill Notation): C6H10S2
Molecular Weight: 146.27
EC Number: 218-548-6
MDL Number: MFCD00008656
Linear Formula: CH2=CHCH2SSCH2CH=CH2
Product Type: Chemical
| assay | ≥98% (HPLC) |
| biological source | Allium sativum L. |
| bp | 180-195 °C (lit.) |
| color | colorless to yellow |
| density | 1.008 g/mL at 25 °C (lit.) |
| form | oil |
| InChI | 1S/C6H10S2/c1-3-5-7-8-6-4 |
| InChI key | PFRGXCVKLLPLIP-UHFFFAOYSA |
| Quality Level | 200  |
| refractive index | n |
| SMILES string | C=CCSSCC=C |
| storage temp. | −20°C |
| vapor density | >5 (vs air) |
| vapor pressure | 1 mmHg ( 20 °C) |
| 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. |
| Biochem/physiol Actions: | 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. |
| 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. |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H301 - H315 - H319 - H335 |
| Precautionary statements | P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338 |
| RIDADR | UN 2810 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | 143.6 °F - closed cup |
| Flash Point(C) | 62 °C - closed cup |
| Purity | ≥98% (HPLC) |
| bp | 180-195 °C (lit.) |
| Density | 1.008 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |