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Fumitremorgin C

SIGMA/F9054 - from Neosartorya fischeri, film

Synonym: FTC

CAS Number: 118974-02-0
Empirical Formula (Hill Notation): C22H25N3O3
Molecular Weight: 379.45
MDL Number: MFCD08702652
Linear Formula: C22H25N3O3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-F9054-250UG 250 µg
$286.00
1/EA
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antibiotic activity spectrum fungi
biological source Neosartorya fischeri
form film
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
InChI key DBEYVIGIPJSTOR-FHWLQOOXSA-N
Quality Level 200 
shipped in wet ice
SMILES string COc1ccc2c3C[C@@H]4N([C@@H](C=C(/C)C)c3[nH]c2c1)C(=O)[C@@H]5CCCN5C4=O
solubility acetonitrile: soluble 5 mg/mL
  chloroform: soluble
  DMSO: soluble
  methanol: soluble 5 mg/mL
storage temp. 2-8°C
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.
Biochem/physiol Actions: 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.
Biochem/physiol Actions: Selective inhibitor for the breast cancer resistance protein.
Features and Benefits: 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 .
General description: Chemical structure: indol derivative
Packaging: 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.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Storage Temp. 2-8°C
UNSPSC 12161501

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