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Merck
CN

F9054

Fumitremorgin C

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:
Molecular Weight:
379.45
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Form:
film
Quality level:
Technical Service
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Product Name

Fumitremorgin C, from Neosartorya fischeri, film

biological source

Neosartorya fischeri

Quality Level

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

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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H P M Natukunda et al.
South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde, 107(11), 965-975 (2017-12-22)
Studies investigating symptoms associated with combination antiretroviral therapy (cART) use among adolescents in resource-limited settings are rare beyond clinical trials. Identifying adolescents at risk of non-adherence is imperative for HIV/AIDS programming and controlling the epidemic in this key population. To
Ting-Chun Kuo et al.
Asian journal of surgery, 43(1), 339-346 (2019-06-12)
Preoperative differentiation of follicular thyroid carcinoma (FTC) from follicular adenoma (FA) remains an unsolved puzzle. Patients sometimes undergo unnecessary lobectomy for histology confirmation inevitably. In this retrospective study, we propose new gray-scale ultrasonographic (US) features that may help to differentiate
Roy M Gulick et al.
The Journal of infectious diseases, 215(2), 238-246 (2016-11-05)
Maraviroc (MVC) is a candidate for human immunodeficiency virus (HIV) pre-exposure prophylaxis. Phase 2 48-week safety/tolerability study was conducted, comparing 4 regimens: MVC alone, MVC plus emtricitabine (FTC), MVC plus tenofovir disoproxil fumarate (TDF), and TDF plus FTC. Eligible participants
Yan Fang et al.
Oncotarget, 8(16), 26702-26717 (2017-05-04)
Cancer stem cells (CSCs) are recognized as the major source for cancer initiation and recurrence. Yet, the mechanism by which the cancer stem cell properties are acquired and maintained in a cancer cell population is not well understood. In the
S K Rabindran et al.
Cancer research, 58(24), 5850-5858 (1998-12-29)
We selected a human colon carcinoma cell line in increasing concentrations of mitoxantrone to obtain a resistant subline, S1-M1-3.2, with the following characteristics: profound resistance to mitoxantrone; significant cross-resistance to doxorubicin, bisantrene, and topotecan; and very low levels of resistance

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Global Trade Item Number

SKUGTIN
F9054-250UG04061833621356

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