F9054

Fumitremorgin C

from Neosartorya fischeri, film

• Synonyme(s) : FTC
• Formule empirique (notation de Hill) : C₂₂H₂₅N₃O₃
• CAS Number: 118974-02-0
• Poids moléculaire : 379.45
• Numéro MDL: MFCD08702652
• Code UNSPSC : 12161501
• ID de substance PubChem : 24724486
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: Neosartorya fischeri
• Niveau de qualité: 200
• Forme: film
• Solubilité: acetonitrile: soluble 5 mg/mL; methanol: soluble 5 mg/mL; DMSO: soluble; chloroform: soluble
• Spectre d'activité de l'antibiotique: fungi
• Conditions d'expédition: wet ice
• Température de stockage: 2-8°C
• Chaîne 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
• Clé InChI: DBEYVIGIPJSTOR-FHWLQOOXSA-N

Description

Description générale

Chemical structure: indol derivative

Application

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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Conditionnement

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)