F9054

Fumitremorgin C

from Neosartorya fischeri, film

• Sinônimo(s): FTC
• Fórmula empírica (Notação de Hill): C₂₂H₂₅N₃O₃
• Número CAS: 118974-02-0
• Peso molecular: 379.45
• Número MDL: MFCD08702652
• Código UNSPSC: 12161501
• ID de substância PubChem: 24724486
• NACRES: NA.77

Propriedades

• fonte biológica: Neosartorya fischeri
• Nível de qualidade: 200
• forma: film
• solubilidade: acetonitrile: soluble 5 mg/mL; methanol: soluble 5 mg/mL; DMSO: soluble; chloroform: soluble
• espectro de atividade do antibiótico: fungi
• Condições de expedição: wet ice
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres 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
• chave InChI: DBEYVIGIPJSTOR-FHWLQOOXSA-N

Descrição

Descrição geral

Chemical structure: indol derivative

Aplicação

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.

Ações bioquímicas/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.

Características e benefícios

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Embalagem

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.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Gloves, type N95 (US)