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CHEBI:50655 - exiguamine A

ChEBI IDCHEBI:50655
ChEBI Nameexiguamine A
Stars
DefinitionAn alkaloid isolated from the marine sponge Neopetrosia exigua which acts as a potent inhibitor of indoleamine 2,3-dioxygenase.
Last Modified18 September 2008
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC25H26N5O6
Net Charge+1
Average Mass492.512
Monoisotopic Mass492.18776
SMILESCN1C(=O)N(C)[C@]2(Oc3c(O)cc4c(c3C3=C2C(=O)c2c(CCN)cnc2C3=O)CC[N+]4(C)C)C1=O
InChIInChI=1S/C25H25N5O6/c1-28-23(34)25(29(2)24(28)35)18-17(21(33)19-15(20(18)32)11(5-7-26)10-27-19)16-12-6-8-30(3,4)13(12)9-14(31)22(16)36-25/h9-10H,5-8,26H2,1-4H3,(H-,27,31,32,33)/p+1/t25-/m1/s1
InChIKeyUEKKREMMIOJMRO-RUZDIDTESA-O
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
exiguamine A (CHEBI:50655) is a exiguamine (CHEBI:50656)
IUPAC Name 
(4R)-9'-(2-aminoethyl)-5'-hydroxy-1,3,3',3'-tetramethyl-2,5,8',12'-tetraoxo-1',2',3',8',11',12'-hexahydrospiro[imidazolidine-4,7'-pyrano[3,2-e:5,4-f']diindol[3]ium]
Registry NumbersSources
Beilstein:10747312Beilstein