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F9054

Fumitremorgin C

Name: Fumitremorgin C
Brand: SIGMA

From Neosartorya fischeri, breast cancer restance protein inhibitor, film

Synonym(s):

FTC

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₅N₃O₃

CAS Number:

118974-02-0

Molecular Weight:

379.45

UNSPSC Code:

12161501

PubChem Substance ID:

24724486

NACRES:

NA.77

MDL number:

MFCD08702652

Form:

film

Quality level:

200

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Properties

Product Name

Fumitremorgin C, from Neosartorya fischeri, film

biological source

Neosartorya fischeri

Quality Level

200

form

film

solubility

acetonitrile: soluble 5 mg/mL, methanol: soluble 5 mg/mL, DMSO: soluble, chloroform: soluble

antibiotic activity spectrum

fungi

shipped in

wet ice

storage temp.

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

InChI key

DBEYVIGIPJSTOR-FHWLQOOXSA-N

Description

General description

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.

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.

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.

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000196479

0000505035

0000196476

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