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
• Formulário: 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).[1] It has also been used as an ABCG2 inhibitor to study its effects on lung cancer cells.[2][3]

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.

Selective inhibitor for the breast cancer resistance protein.

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)