C9492

Chaetocin from Chaetomium minutum

≥95% (HPLC)

• Sinónimos: (+)-Chaetocin A
• Fórmula empírica (notación de Hill): C₃₀H₂₈N₆O₆S₄
• Número de CAS: 28097-03-2
• Peso molecular: 696.84
• Número MDL: MFCD00133163
• Código UNSPSC: 12352202
• ID de la sustancia en PubChem: 24893002
• NACRES: NA.77

Propiedades

• Nivel de calidad: 200
• Ensayo: ≥95% (HPLC)
• Formulario: powder
• temp. de almacenamiento: 2-8°C
• cadena SMILES: CN1C(=O)C23CC4(C(Nc5ccccc45)N2C(=O)C1(CO)SS3)C67CC89SSC(CO)(N(C)C8=O)C(=O)N9C6Nc%10ccccc7%10
• InChI: 1S/C30H28N6O6S4/c1-33-21(39)27-11-25(15-7-3-5-9-17(15)31-19(25)35(27)23(41)29(33,13-37)45-43-27)26-12-28-22(40)34(2)30(14-38,46-44-28)24(42)36(28)20(26)32-18-10-6-4-8-16(18)26/h3-10,19-20,31-32,37-38H,11-14H2,1-2H3
• Clave InChI: PZPPOCZWRGNKIR-UHFFFAOYSA-N

Descripción

Descripción general

Chaetocin is a fungal metabolite with antimicrobial and cytostatic activity. It belongs to the 3,6-epidithio-diketopiperazines class of which gliotoxin, sporidesmin, aranotin, oryzachloride, verticillin A and the melinacidins are members. Chaetocin is a molecular dimer of two five-membered rings cis fused.

Aplicación

Chaetocin from Chaetomium minutum has been used to determine its effects on sensitization of various cells. It has also been used to determine the biological functions of OS-induced heterochromatin formation.

Acciones bioquímicas o fisiológicas

Chaetocin is a competitive inhibitor for S-adenosylmethionine. The specificity of chaetocin for SU(VAR)3-9 makes this compound an excellent tool for the study of heterochromatin-mediated gene repression.

Chaetocin is an antibacterial mycotoxin. It is a specific inhibitor of lysine-specific histone methyltransferase making the compound useful in the study of heterochromatin mediated gene repression. Chaetocin is a selective competitive inhibitor of thioredoxin reductase-1 (TrxR1), a putative mechanism of its anticancer activity.

Methyltransferase making the compound useful in the study of heterochromatin mediated gene repression.

Nota de preparación

Soluble in DMSO. At 1 mg/ml the solution is stable for 1 week at 2-8 °C.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302
• Consejos de prudencia: P264 - P270 - P301 + P312 - P501
• Clasificaciones de peligro: Acute Tox. 4 Oral
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves