Fumitremorgin C
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Fumitremorgin C
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CAS No:
118974-02-0
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Formula:
C22H25N3O3
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Chemical Name:
Fumitremorgin C
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Synonyms:
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-(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-propenyl)-,(5aS,12S,14aS)-;(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;Fumitremorgin C;12α-Fumitremorgin C
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CAS No:
Description
ChEBI: An organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi. A potent and specific inhibitor of the breast cancer resistance protein multidrug transporter.
Solid
Fumitremorgin C is an organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi. A potent and specific inhibitor of the breast cancer resistance protein multidrug transporter. It has a role as a mycotoxin and a breast cancer resistance protein inhibitor. It is an indole alkaloid, an organic heteropentacyclic compound and an aromatic ether.
Characteristics
65.6
3
solid
1.34±0.1 g/cm3(Predicted)
259.5-260.5 °C
642.9±55.0 °C(Predicted)
acetonitrile: 5 mg/mL, soluble
2-8°C
Fumitremorgin C Use and Manufacturing
Fumitremorgin C is a tremorgenic mycotoxin isolated from Aspergillus fumigatus. Recent research has recognised fumitremorgin C as a potent and specific inhibitor of the breast cancer resistance protein (BCRP/ABCG2) multidrug transporter. It reverses multidrug resistance mediated by BCRP and increases cytotoxicity of several anticancer agents in vitro.
Computed Properties
Molecular Weight:379.5
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:379.18959167
Monoisotopic Mass:379.18959167
Topological Polar Surface Area:65.6
Heavy Atom Count:28
Complexity:703
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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