F9054

Fumitremorgin C

from Neosartorya fischeri, film

• Synonym(e): FTC
• Empirische Formel (Hill-System): C₂₂H₂₅N₃O₃
• CAS-Nummer: 118974-02-0
• Molekulargewicht: 379.45
• MDL-Nummer: MFCD08702652
• UNSPSC-Code: 12161501
• PubChem Substanz-ID: 24724486
• NACRES: NA.77

Eigenschaften

• Biologische Quelle: Neosartorya fischeri
• Qualitätsniveau: 200
• Form: film
• Löslichkeit: acetonitrile: soluble 5 mg/mL; methanol: soluble 5 mg/mL; DMSO: soluble; chloroform: soluble
• Wirkungsspektrum von Antibiotika: fungi
• Versandbedingung: wet ice
• Lagertemp.: 2-8°C
• SMILES String: 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
• InChIKey: DBEYVIGIPJSTOR-FHWLQOOXSA-N

Beschreibung

Allgemeine Beschreibung

Chemical structure: indol derivative

Anwendung

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]

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Verpackung

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.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)