EMAIL THIS PAGE TO A FRIEND
F9054 Sigma-Aldrich

Fumitremorgin C

from Neosartorya fischeri, film

Synonym: FTC

  • CAS Number 118974-02-0

  • Empirical Formula (Hill Notation) C22H25N3O3

  • Molecular Weight 379.45

  •  MDL number MFCD08702652

  •  PubChem Substance ID 24724486

  •  NACRES NA.77

Purchase

Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, F
Quality Level   200
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
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

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.

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number
Protocols & Articles

Articles

Cancer Stem Cells: New Targets for Cancer Therapy

Interested in receiving more content like this? Join over 8,000 of your peers who have already signed up for the Cell Informer newsletter.
Keywords: Cancer, Cell attachment, Cell culture, Cell proliferation, Gastrointestinal, Gene expression, Transcription, transformation

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?