CAS 92285-01-3

Ajoene

Description:

Ajoene is a sulfur-containing compound derived from garlic (Allium sativum) and is known for its potential health benefits and biological activities. It is formed from the decomposition of allicin, another garlic compound, and is characterized by its unique structure, which includes a conjugated diene and a thioether group. Ajoene exhibits various pharmacological properties, including antimicrobial, antifungal, and anticancer activities, making it a subject of interest in medicinal chemistry. It is typically found in two isomeric forms, E-ajoene and Z-ajoene, which differ in their spatial arrangement of atoms. Ajoene is also noted for its ability to inhibit platelet aggregation, suggesting potential cardiovascular benefits. Its solubility in organic solvents and limited solubility in water are important characteristics for its application in both research and potential therapeutic uses. Overall, ajoene represents a fascinating example of how natural compounds can exhibit significant biological activity, warranting further investigation into its mechanisms and applications in health and disease.

Formula: C₉H₁₄OS₃

InChI: InChI=1S/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2

InChI key: InChIKey=IXELFRRANAOWSF-UHFFFAOYSA-N

SMILES: S(CC=CSSCC=C)(CC=C)=O

Synonyms:

• 2-Propen-1-yl [3-(2-propen-1-ylsulfinyl)-1-propen-1-yl] disulfide
• 92285-01-3
• Acuagel
• Adjoen
• Ajoene
• Disulfide, 2-propen-1-yl [3-(2-propen-1-ylsulfinyl)-1-propen-1-yl]
• Disulfide, 2-propenyl 3-(2-propenylsulfinyl)-1-propenyl
• prop-2-en-1-yl (1E)-3-(prop-2-en-1-ylsulfinyl)prop-1-en-1-yl disulfide

Ajoene

CAS: 92285-01-3

Ajoene from garlic has antibacterial, anticancer, antiplatelet, and antioxidant effects; it combats various bacteria, yeasts, and cancer cells.

Formula: C₉H₁₄OS₃

Color and Shape: Solid

Molecular weight: 234.39

Ref: TM-T35624

Ajoene (E/Z Mixture)

CAS: 92285-01-3

Formula: C₉H₁₄OS₃

Molecular weight: 234.39

Ref: 4Z-A-149005

E/Z Ajoene-d14

Controlled Product

CAS: 92285-01-3

Applications E/Z Ajoene-d14 is labelled E/Z Ajoene (A449000) which functions as an antioxidant, by inhibiting the release of superoxide. Ajoene (A449000) also has antithrombotic (anti-clotting) properties, which helps prevent platelets in the blood from forming blood clots, potentially reducing the risk of heart disease and stroke in humans.
References Kay, H., et al.: J. Nutr., 140, 1211 (2010); Thomaz, L., et al.: Medical Mycology, 46, 113 (2008)

Formula: C₉D₁₄OS₃

Color and Shape: Neat

Molecular weight: 248.488

Ref: TR-A449002