Fumitremorgin C

CAS: 118974-02-0

Ref. TR-F862680

Product Information

• Name: Fumitremorgin C
• Synonyms: (5aS,12S,14aS)-1,2,3,5a,6,11,12,14a-Octahydro-9-methoxy-12-(2-methyl-1-propen-1-yl)-5H,14H-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione, (5aS,12S,14aS)-1,2,3,5a,6,11,12,14a-Octahydro-9-methoxy-12-(2-methyl-1-propen-1-yl)-5H,14H-pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione, 12α-Fumitremorgin C, 5H,14H-Pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione, 1,2,3,5a,6,11,12,14a-octahydro-9-methoxy-12-(2-methyl-1-propen-1-yl)-, (5aS,12S,14aS)-, 5H,14H-Pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione, 1,2,3,5a,6,11,12,14a-octahydro-9-methoxy-12-(2-methyl-1-propenyl)-, (5aS,12S,14aS)-, 5H,14H-Pyrrolo[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione, 1,2,3,5a,6,11,12,14a-octahydro-9-methoxy-12-(2-methyl-1-propenyl)-, [5aS-(5aα,12β,14aα)]-, 5H,14H-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione, 1,2,3,5a,6,11,12,14a-octahydro-9-methoxy-12-(2-methyl-1-propen-1-yl)-, (5aS,12S,14aS)-
• CAS: 118974-02-0

Description

Applications Fumitremorgin C is a tremorgenic mycotoxin isolated from Aspergillus fumigatus. Recent research has determined fumitremorgin C as a potent inhibitor of the breast cancer resistance protein BCRP/ABCG2 multidrug transporter.
References Allen, J.D., et al.: Mol. Cancer. Ther., 1, 417 (2002); Jakub, H., et al.: Pharmacol. Res., 65, 312 (2012); Shen, B., et al.: Exp. Ther. Med., 2, 1151 (2011);

• Brand: TRC

Chemical properties

• Molecular weight: 379.45
• Formula: C₂₂H₂₅N₃O₃
• Color/Form: White to Light Yellow Solid
• InChI: 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: InChIKey=DBEYVIGIPJSTOR-FHWLQOOXSA-N
• SMILES: COc1ccc2c3c([nH]c2c1)[C@H](C=C(C)C)N1C(=O)[C@@H]2CCCN2C(=O)[C@@H]1C3