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CHEBI:145684 - notoamide E

ChEBI IDCHEBI:145684
ChEBI Namenotoamide E
Stars
DefinitionA pyranoindole that is notoamide S in which the phenolic hydrosy group at position 6 of the indole moiety has formal addition to the 3-methylbut-2-en-1-yl group at postion 7 of the indole moiety to give the corresponding 7,7-dimethyl-1,7-dihydropyrano[2,3-g]indole derivative. Isolated from a mussel-derived Aspergillus species.
Last Modified6 January 2020
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC26H31N3O3
Net Charge0
Average Mass433.552
Monoisotopic Mass433.23654
SMILES[H][C@@]12CCCN1C(=O)[C@H](Cc1c(C(C)(C)C=C)nc3c4c(ccc13)OC(C)(C)C=C4)NC2=O
InChIInChI=1S/C26H31N3O3/c1-6-25(2,3)22-17(14-18-24(31)29-13-7-8-19(29)23(30)27-18)15-9-10-20-16(21(15)28-22)11-12-26(4,5)32-20/h6,9-12,18-19,28H,1,7-8,13-14H2,2-5H3,(H,27,30)/t18-,19-/m0/s1
InChIKeyFQFSPHHVEQZCED-OALUTQOASA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
mycotoxin  Poisonous substance produced by fungi.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
notoamide E (CHEBI:145684) has functional parent notoamide S (CHEBI:145683)
notoamide E (CHEBI:145684) has role mycotoxin (CHEBI:25442)
notoamide E (CHEBI:145684) is a dipeptide (CHEBI:46761)
notoamide E (CHEBI:145684) is a notoamide (CHEBI:145690)
notoamide E (CHEBI:145684) is a pyranoindole (CHEBI:145700)
notoamide E (CHEBI:145684) is a pyrrolopyrazine (CHEBI:48337)
IUPAC Name 
(3S,8aS)-3-{[7,7-dimethyl-2-(2-methylbut-3-en-2-yl)-1,7-dihydropyrano[2,3-g]indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
UniProt Name  Source
notoamide EUniProt
Manual XrefsDatabases
CPD-17360MetaCyc
C00052019KNApSAcK
Citations