CAS 548-54-9

(3E)-3-[5-(5-hydroxy-1H-indol-3-yl)-2-oxo-1,2-dihydro-3H-pyrrol-3-ylidene]-1,3-dihydro-2H-indol-2-one

Description:

The chemical substance with the name "(3E)-3-[5-(5-hydroxy-1H-indol-3-yl)-2-oxo-1,2-dihydro-3H-pyrrol-3-ylidene]-1,3-dihydro-2H-indol-2-one" and CAS number "548-54-9" is known as Indirubin. It is a naturally occurring compound that belongs to the class of indole derivatives and is primarily recognized for its role in traditional Chinese medicine. Indirubin exhibits a range of biological activities, including anti-inflammatory, anti-cancer, and anti-viral properties. Structurally, it features a complex arrangement of indole and pyrrole rings, contributing to its unique chemical reactivity and interactions. Indirubin is often studied for its potential therapeutic applications, particularly in the treatment of leukemia and other malignancies. Its mechanism of action is thought to involve the inhibition of cyclin-dependent kinases, which are crucial for cell cycle regulation. Additionally, the compound's solubility and stability can vary depending on the solvent and environmental conditions, influencing its bioavailability and efficacy in pharmacological contexts.

Formula: C₂₀H₁₃N₃O₃

InChI: InChI=1/C20H13N3O3/c24-10-5-6-15-12(7-10)14(9-21-15)17-8-13(19(25)23-17)18-11-3-1-2-4-16(11)22-20(18)26/h1-9,21,24H,(H,22,26)(H,23,25)/b18-13+

InChI key: InChIKey=XAPNKXIRQFHCHN-QGOAFFKASA-N

SMILES: O=C1\C(\C=2C(N1)=CC=CC2)=C\3/C=C(NC3=O)C=4C=5C(NC4)=CC=C(O)C5

Synonyms:

• (3E)-3-[1,2-Dihydro-5-(5-hydroxy-1H-indol-3-yl)-2-oxo-3H-pyrrol-3-ylidene]-1,3-dihydro-2H-indol-2-one
• (E)-3-[1,2-Dihydro-5-(5-hydroxy-1H-indol-3-yl)-2-oxo-3H-pyrrol-3-ylidene]-1,3-dihydro-2H-indol-2-one
• 1H-indol-5-ol, 3-[(3E)-2-hydroxy-3-(2-hydroxy-3H-indol-3-ylidene)-3H-pyrrol-5-yl]-
• 2-Indolinone, 3-(2-(5-hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)-
• 2H-Indol-2-one, 3-[1,2-dihydro-5-(5-hydroxy-1H-indol-3-yl)-2-oxo-3H-pyrrol-3-ylidene]-1,3-dihydro-, (E)-
• 2H-indol-2-one, 3-[1,2-dihydro-5-(5-hydroxy-1H-indol-3-yl)-2-oxo-3H-pyrrol-3-ylidene]-1,3-dihydro-, (3E)-
• 3-(2-(5-Hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)-2-indolinone
• 3-[2-(5-Hydroxyindol-3-yl)-5-oxopyrrolin-4-ylidene]oxindole
• 5-(5-Hydroxy-3-indolyl)-3-(3-oxindolylidene)-2-oxopyrroline
• 548-54-9
• Oxindole, 3-[2-(5-hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene]-
• V 9389
• Violacein
• (3E)-3-[5-(5-Hydroxy-1H-indol-3-yl)-2-oxo-1,2-dihydro-3H-pyrrol-3-ylidene]-1,3-dihydro-2H-indol-2-one
• 3-[5-(5-Hydroxy-1H-indole-3-yl)-2,3-dihydro-2-oxo-1H-pyrrole-3-ylidene]-1H-indole-2(2H)-one
• Anorosin
• 3-[2-(5-Hydroxy-1H-indol-3-yl)-5-oxo-2-pyrrolin-4-ylidene]-1,3-dihydro-2H-indol-2-one
• Oxindole, 3-(2-(5-hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)- (6ci)
• 3-[2-(5-Hydroxy-1H-indol-3-yl)-5-oxo-2-pyrrolin-4-ylidene]-2-indolinone
• Brn 0049923
• Violacein from Janthinobacterium lividum

Violacein

CAS: 548-54-9

Formula: C₂₀H₁₃N₃O₃

Purity: ≥ 95.0%

Color and Shape: Dark purple to black solid or powder

Molecular weight: 343.34

Ref: 7W-GL0855

Violacein

CAS: 548-54-9

Violacein, a purple antibacterial and antiprotozoal compound from C. violaceum, effective against Gram-positive bacteria and P. falciparum.

Formula: C₂₀H₁₃N₃O₃

Color and Shape: Solid

Molecular weight: 343.34

Ref: TM-T35751

Violacein

CAS: 548-54-9

Formula: C₂₀H₁₃N₃O₃

Molecular weight: 343.34

Ref: 4Z-V-068002

Violacein

Controlled Product

CAS: 548-54-9

Formula: C₂₀H₁₃N₃O₃

Color and Shape: Neat

Molecular weight: 343.336

Ref: TR-V634450

Violacein

CAS: 548-54-9

Violacein is a model system for studying the effects of hydroxyl groups on cell lysis. It is a fatty acid that contains nitrogen atoms and has antimicrobial properties. Violacein has been shown to cause the loss of mitochondrial membrane potential in HL-60 cells, which may be due to its ability to act as a multidrug efflux pump inhibitor. Violacein also exhibits antimicrobial activity against several bacterial strains, including MRSA and methicillin-sensitive Staphylococcus aureus (MSSA). In addition, violacein has been shown to induce cell lysis in vitro via the degradation of proteins and lipids in the cytoplasm.

Formula: C₂₀H₁₃N₃O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 343.3 g/mol

Ref: 3D-AAA54854