F9054

Fumitremorgin C

from Neosartorya fischeri, film

• Sinónimos: FTC
• Fórmula empírica (notación de Hill): C₂₂H₂₅N₃O₃
• Número de CAS: 118974-02-0
• Peso molecular: 379.45
• Número MDL: MFCD08702652
• Código UNSPSC: 12161501
• ID de la sustancia en PubChem: 24724486
• NACRES: NA.77

Propiedades

• origen biológico: Neosartorya fischeri
• Nivel de calidad: 200
• Formulario: film
• solubilidad: acetonitrile: soluble 5 mg/mL; methanol: soluble 5 mg/mL; DMSO: soluble; chloroform: soluble
• espectro de actividad antibiótica: fungi
• Condiciones de envío: wet ice
• temp. de almacenamiento: 2-8°C
• cadena SMILES: COc1ccc2c3C[C@@H]4N([C@@H](\C=C(/C)C)c3[nH]c2c1)C(=O)[C@@H]5CCCN5C4=O
• InChI: 1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1
• Clave InChI: DBEYVIGIPJSTOR-FHWLQOOXSA-N

Descripción

Descripción general

Chemical structure: indol derivative

Aplicación

Fumitremorgin C has been used as adenosine triphosphate (ATP)-binding cassette superfamily G member 2 (ABCG2) inhibitor to study its effects on the cell viability of mouse neural stem/progenitor cells (NSPCs). It has also been used as an ABCG2 inhibitor to study its effects on lung cancer cells.

Acciones bioquímicas o fisiológicas

Fumitremorgin C (FTC) is a fungal toxin of the diketopiperazines family of compounds. In mammalian cells, FTC is tremorgenic and causes cell cycle arrest. Fumitremorgin C has been shown to reverse resistance to doxorubicin, mitoxantrane, and topotecan in non-Pgp (P-glyco­protein), non-MRP (multidrug resistance protein) multidrug-resistance (MDR) cells. This reversal of resistance is associated with an increase in drug accumulation. Fumitremorgin C is a specific, selective, and potent inhibitor at micromolar concentrations of the breast cancer resistant protein (BCRP/ABCG2), an ABC transporter associated with chemotherapy resistance. FTC, in combination with mitoxantrone, can be used for the detection of ABCG2 functional activity in several cell lines.

Selective inhibitor for the breast cancer resistance protein.

Características y beneficios

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Envase

Store desiccated at 2-8 °C. Under these conditions, the product is stable for 2 years. A solution in DMSO is stable for 2 months at 2-8 °C.

Información de seguridad

• 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: Eyeshields, Gloves, type N95 (US)