SMB00378

Diallyl disulfide

≥98% (HPLC)

• Synonyme(s) : Allyl disulfide, Diallyl disulfide
• Formule linéaire : CH₂=CHCH₂SSCH₂CH=CH₂
• Numéro CAS: 2179-57-9
• Poids moléculaire : 146.27
• Numéro Beilstein : 1699241
• Numéro CE : 218-548-6
• Numéro MDL: MFCD00008656
• Code UNSPSC : 12352200
• ID de substance PubChem : 329824979
• Nomenclature NACRES : NA.25

Propriétés

• Source biologique: Allium sativum L.
• Niveau de qualité: 200
• Densité de vapeur: >5 (vs air)
• Pression de vapeur: 1 mmHg ( 20 °C)
• Pureté: ≥98% (HPLC)
• Forme: oil
• Couleur: colorless to yellow
• Indice de réfraction: n20/D 1.541 (lit.)
• Point d'ébullition: 180-195 °C (lit.)
• Densité: 1.008 g/mL at 25 °C (lit.)
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Température de stockage: −20°C
• Chaîne SMILES: C=CCSSCC=C
• InChI: 1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2
• Clé InChI: PFRGXCVKLLPLIP-UHFFFAOYSA-N

Description

Description générale

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

Actions biochimiques/physiologiques

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.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301,H315,H319,H335
• Conseils de prudence: P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 143.6 °F - closed cup
• Point d'éclair (°C): 62 °C - closed cup