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Merck
CN

F9054

Fumitremorgin C

From Neosartorya fischeri, breast cancer restance protein inhibitor, film

别名:

FTC

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关于此项目

经验公式(希尔记法):
C22H25N3O3
化学文摘社编号:
分子量:
379.45
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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产品名称

Fumitremorgin C, from Neosartorya fischeri, film

SMILES string

COc1ccc2c3C[C@@H]4N([C@@H](\C=C(/C)C)c3[nH]c2c1)C(=O)[C@@H]5CCCN5C4=O

InChI key

DBEYVIGIPJSTOR-FHWLQOOXSA-N

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

biological source

Neosartorya fischeri

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

Quality Level

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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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S K Rabindran et al.
Cancer research, 60(1), 47-50 (2000-01-26)
Fumitremorgin C (FTC) is a potent and specific chemosensitizing agent in cell lines selected for resistance to mitoxantrone that do not overexpress P-glycoprotein or multidrug resistance protein. The gene encoding a novel transporter, the breast cancer resistance protein (BCRP), was
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
Hans Minderman et al.
Cytometry, 48(2), 59-65 (2002-07-13)
The breast cancer resistance protein (BCRP) is an ATP-binding cassette (ABC) half-transporter that mediates energy-dependent drug efflux. Assessing the clinical relevance of the BCRP will require sensitive and specific methods for detecting its expression and function that allow high-volume specimen
Lingyan Zhou et al.
OncoTargets and therapy, 12, 6461-6470 (2019-10-17)
Hypoxia-inducible factor 1α (HIF-1α) and programmed cell death-1 protein ligand 1 (PD-L1) are implicated in the metastasis and progression processes of multiple cancers. Hypoxia selectively elevates PD-L1 expression via HIF1α activation in several solid tumors; however, the regulatory effect of
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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Cancer stem cell media, spheroid plates and cancer stem cell markers to culture and characterize CSC populations.

培养和表征CSC群体的癌症干细胞培养基、球状体培养板和癌症干细胞标志物。

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