CAS 2555-37-5

3-Acetyl-4-hydroxycoumarin

Description:

3-Acetyl-4-hydroxycoumarin, with the CAS number 2555-37-5, is a chemical compound belonging to the coumarin family, which is characterized by a benzopyrone structure. This compound features an acetyl group at the 3-position and a hydroxyl group at the 4-position of the coumarin ring, contributing to its unique chemical properties. It typically appears as a pale yellow to white crystalline solid and is soluble in organic solvents such as ethanol and acetone, but has limited solubility in water. 3-Acetyl-4-hydroxycoumarin exhibits fluorescence, making it useful in various applications, including as a fluorescent probe in biochemical assays. Additionally, it has been studied for its potential biological activities, including antioxidant, anti-inflammatory, and antimicrobial properties. The compound's structure allows for various chemical modifications, which can enhance its biological efficacy or alter its physical properties for specific applications in pharmaceuticals and materials science. As with many coumarin derivatives, safety and handling precautions should be observed due to potential toxicity and allergenic effects.

Formula: C₁₁H₈O₄

InChI: InChI=1S/C11H8O4/c1-6(12)9-10(13)7-4-2-3-5-8(7)15-11(9)14/h2-5,13H,1H3

InChI key: InChIKey=UTZHUXAPJIBIBQ-UHFFFAOYSA-N

SMILES: OC=1C=2C(OC(=O)C1C(C)=O)=CC=CC2

Synonyms:

• 2H-1-Benzopyran-2-one, 3-acetyl-4-hydroxy-
• 3-Acetyl-4-hydroxy-2H-1-benzopyran-2-one
• 3-Acetyl-4-hydroxychromen-2-one
• 3-Acetyl-4-hydroxycoumarin
• 3-acetyl-2-hydroxy-4H-chromen-4-one
• 3-acetyl-4-hydroxy-2H-chromen-2-one
• 4-Hydroxy-3-acetylcoumarin
• Coumarin, 3-acetyl-4-hydroxy-
• Nsc 11840
• 3-Acetyl-4-hydroxy-2-benzopyrone

3-Acetyl-4-hydroxy-2H-chromen-2-one

CAS: 2555-37-5

Formula: C₁₁H₈O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 204.1788

Ref: IN-DA006U18

3-Acetyl-4-hydroxy-2H-chromen-2-one

CAS: 2555-37-5

3-Acetyl-4-hydroxy-2H-chromen-2-one

Purity: 98%

Ref: 54-OR1040097

3-Acetyl-4-Hydroxy Coumarin

CAS: 2555-37-5

Formula: C₁₁H₈O₄

Molecular weight: 204.18

Ref: 4Z-C-1621

3-Acetyl-4-hydroxycoumarin

Controlled Product

CAS: 2555-37-5

Formula: C₁₁H₈O₄

Color and Shape: Neat

Molecular weight: 204.18

Ref: TR-A179175

3-Acetyl-4-hydroxy-2H-chromen-2-one

CAS: 2555-37-5

3-Acetyl-4-hydroxy-2H-chromen-2-one is a potent inhibitor of human lipoxygenase and soybean lipoxygenase. This compound has been shown to inhibit the growth of cancer cells in culture, with IC50 values ranging from 1.5 to 8.0 μM. 3-Acetyl-4-hydroxy-2H-chromen-2-one inhibits the activation of hydrogen peroxide by inhibiting the activity of enzymes such as amine oxidases and coumarin hydroxylases that are involved in the production of hydrogen peroxide. 3-(3'-acetylphenyl)acrylic acid (3APAA), which is structurally related to 3-(3'-acetylphenethyl)acrylic acid, was identified as an additional metabolite for this compound. The molecular docking analysis of these two compounds revealed that they have similar binding modes with regard to their binding affinity for the enzyme active

Formula: C₁₁H₈O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 204.18 g/mol

Ref: 3D-FA121787

3-acetyl-4-hydroxy-2H-chromen-2-one

CAS: 2555-37-5

Formula: C₁₁H₈O₄

Purity: 98%

Molecular weight: 204.181

Ref: 10-F369187

3-Acetyl-4-hydroxycoumarin-d4

Controlled Product

CAS: 2555-37-5

Formula: C₁₁D₄H₄O₄

Color and Shape: Neat

Molecular weight: 208.203

Ref: TR-A179177