F9054
Fumitremorgin C
from Neosartorya fischeri, film
Synonyme(s) :
FTC
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About This Item
Formule empirique (notation de Hill):
C22H25N3O3
Numéro CAS:
Poids moléculaire :
379.45
Numéro MDL:
Code UNSPSC :
12161501
ID de substance PubChem :
Nomenclature NACRES :
NA.77
Produits recommandés
Source biologique
Neosartorya fischeri
Niveau de qualité
Forme
film
Solubilité
acetonitrile: soluble 5 mg/mL
methanol: soluble 5 mg/mL
DMSO: soluble
chloroform: soluble
Spectre d'activité de l'antibiotique
fungi
Conditions d'expédition
wet ice
Température de stockage
2-8°C
Chaîne SMILES
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
Clé InChI
DBEYVIGIPJSTOR-FHWLQOOXSA-N
Description générale
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.
Actions biochimiques/physiologiques
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.
Caractéristiques et avantages
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Conditionnement
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.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Gloves, type N95 (US)
Certificats d'analyse (COA)
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