CAS 92284-99-6

(E)-Ajoene

Description:

(E)-Ajoene is a sulfur-containing compound derived from garlic, specifically from the breakdown of allicin. It is characterized by its unique structure, which includes a conjugated double bond system and a thiosulfinate functional group. This compound is known for its potential health benefits, including antimicrobial, antifungal, and anticancer properties. (E)-Ajoene exhibits a yellowish color and is typically found in garlic oil or extracts. Its solubility is primarily in organic solvents, and it is relatively unstable, particularly in the presence of light and heat, which can lead to degradation. The compound's biological activity is attributed to its ability to interact with various cellular targets, influencing processes such as cell signaling and apoptosis. Due to its potential therapeutic applications, (E)-Ajoene has garnered interest in both nutritional and pharmaceutical research. However, further studies are needed to fully understand its mechanisms of action and efficacy in clinical settings.

Formula: C₉H₁₄OS₃

InChI: InChI=1/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2/b7-5+

InChI key: InChIKey=IXELFRRANAOWSF-FNORWQNLNA-N

SMILES: S(C/C=C/SSCC=C)(CC=C)=O

Synonyms:

• Disulfide, 2-propen-1-yl (1E)-3-(2-propen-1-ylsulfinyl)-1-propen-1-yl
• NSC 614554
• 2-Propen-1-yl (1E)-3-(2-propen-1-ylsulfinyl)-1-propen-1-yl disulfide
• Disulfide, 2-propenyl 3-(2-propenylsulfinyl)-1-propenyl, (E)-
• Disulfide, 2-propenyl (1E)-3-(2-propenylsulfinyl)-1-propenyl

(E)-Ajoene

CAS: 92284-99-6

(E)-Ajoene, found in A. sativum, fights bacteria (MICs: 10-500 μg/ml), fungi (MICs: 15-50 μg/ml), cancer cells, and protects neurons in ischemia.

Formula: C₉H₁₄OS₃

Color and Shape: Solid

Molecular weight: 234.39

Ref: TM-T36448

(E)-Ajoene

CAS: 92284-99-6

Formula: C₉H₁₄OS₃

Molecular weight: 234.40

Ref: 4Z-A-149001

E- Ajoene (~20% in Ethyl Acetate)

Controlled Product

CAS: 92284-99-6

Stability Volatile
Applications E-Ajoene functions as an antioxidant, by inhibiting the release of superoxide. Ajoene 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: C₉H₁₄OS₃

Color and Shape: Single Solution

Molecular weight: 234.4

Ref: TR-A358645

Ajoene

CAS: 92284-99-6

Ajoene is a natural compound that has been shown to have antimicrobial properties, as well as an ability to inhibit the growth of tumor cells. Ajoene is also a potent inhibitor of dextran sulfate proteoglycan synthesis in vitro and has been shown to produce a hypoglycemic effect in vivo. Ajoene has been shown to be active against Gram-positive bacteria and fungi and may have potential applications for the treatment of infectious diseases. Further research is needed to determine whether ajoene may be used as an antioxidant or neuroprotective agent.

Formula: C₉H₁₄OS₃

Purity: Min. 95%

Molecular weight: 234.4 g/mol

Ref: 3D-SDA28499