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
• 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)
• Essai: ≥98% (HPLC)
• Forme: oil
• Couleur: colorless to yellow
• Indice de réfraction: n20/D 1.541 (lit.)
• pb: 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).[1][2] It has a simple chemical structure with two sulfur atoms attached with two allyl groups.[2] This constitute of garlic contributes to its pungent aroma.[3]

Application

Diallyl disulfide has been used:

• to study its effects in apoptosis induction and cell viability on different glioma cell lines[4]
• 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[5]
• as a potential substrate compound to detect hydrogen sulfide (H₂S) production via lead acetate/lead sulfide method[1]

Actions biochimiques/physiologiques

Diallyl disulfide is a potent anticancer agent.[6] It can reduce carcinogen-induced cancers and shows anti-proliferative effects in both in vivo and in vitro models.[6] DADS enhances the anti-obesity and anti-inflammatory effects of green tea in high-fat/high-sucrose (HF/HS) diet-fed mice.[7] It also displays antioxidant, anti-microbial, cardiovascular protective, and neuroprotective activities.[2] 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.[8]

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