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Merck

F9054

Sigma-Aldrich

Fumitremorgin C

from Neosartorya fischeri, film

Synonym(e):

FTC

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About This Item

Empirische Formel (Hill-System):
C22H25N3O3
CAS-Nummer:
Molekulargewicht:
379.45
MDL-Nummer:
UNSPSC-Code:
12161501
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

Neosartorya fischeri

Qualitätsniveau

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

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). It has also been used as an ABCG2 inhibitor to study its effects on lung cancer cells.

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.

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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