SMB00378

Diallyldisulfid

≥98% (HPLC)

• Synonym(e): Diallyldisulfid
• Lineare Formel: CH₂=CHCH₂SSCH₂CH=CH₂
• CAS-Nummer: 2179-57-9
• Molekulargewicht: 146.27
• Beilstein: 1699241
• EG-Nummer: 218-548-6
• MDL-Nummer: MFCD00008656
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329824979
• NACRES: NA.25

Eigenschaften

• Biologische Quelle: Allium sativum L.
• Qualitätsniveau: 200
• Dampfdichte: >5 (vs air)
• Dampfdruck: 1 mmHg ( 20 °C)
• Assay: ≥98% (HPLC)
• Form: oil
• Farbe: colorless to yellow
• Brechungsindex: n20/D 1.541 (lit.)
• bp: 180-195 °C (lit.)
• Dichte: 1.008 g/mL at 25 °C (lit.)
• Anwendung(en): metabolomics; vitamins, nutraceuticals, and natural products
• Lagertemp.: −20°C
• SMILES String: C=CCSSCC=C
• InChI: 1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2
• InChIKey: PFRGXCVKLLPLIP-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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]

Anwendung

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]

Biochem./physiol. Wirkung

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.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H301,H315,H319,H335
• P-Sätze: P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): 143.6 °F - closed cup
• Flammpunkt (°C): 62 °C - closed cup