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Fumitremorgin C_Molecular_structure_CAS_118974-02-0)
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Fumitremorgin C

Catalog No. F9054 Name Sigma Aldrich
CAS Number 118974-02-0 Website http://www.sigmaaldrich.com
M. F. C22H25N3O3 Telephone 1-800-521-8956
M. W. 379.4522 Fax
Purity >98% (HPLC and TLC) Email
Storage Chembase ID: 153894

SYNONYMS

IUPAC name
(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4,6,8-tetraene-14,20-dione
IUPAC Traditional name
(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4,6,8-tetraene-14,20-dione
Synonyms
FTC

DATABASE IDS

CAS Number 118974-02-0
PubChem SID 24724486
MDL Number MFCD08702652

PROPERTIES

Biological Source from Neosartorya fischeri
Empirical Formula (Hill Notation) C22H25N3O3
Purity >98% (HPLC and TLC)
Shipped in wet ice
Apperance film
Solubility acetonitrile: soluble5 mg/mL
Solubility methanol: soluble5 mg/mL
Solubility DMSO: soluble
Solubility chloroform: soluble
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
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.
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-glyco-protein), 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.
Description (简体中文)
包装
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.
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-glyco-protein), 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.

REFERENCES