CHEBI:145685 - notoamide C

ChEBI IDCHEBI:145685
ChEBI Namenotoamide C
Stars
DefinitionA notoamide that is 7,7-dimethyl-1,7-dihydropyrano[2,3-g]indol-2(3H)-one which is substituted at position 3 by 3-methylbut-1-en-3-yl and [(3S,8aS)-1,4-dioxooctahydropyrrolo[1,2-a]pyrazin-3-yl]methyl groups (the all-S stereoisomer). Isolated from a mussel-derived Aspergillus species.
Last Modified6 January 2020
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC26H31N3O4
Net Charge0
Average Mass449.551
Monoisotopic Mass449.23146
SMILES[H][C@@]12CCCN1C(=O)[C@H](C[C@@]1(C(C)(C)C=C)C(=O)Nc3c1ccc1c3C=CC(C)(C)O1)NC2=O
InChIInChI=1S/C26H31N3O4/c1-6-24(2,3)26(14-17-22(31)29-13-7-8-18(29)21(30)27-17)16-9-10-19-15(20(16)28-23(26)32)11-12-25(4,5)33-19/h6,9-12,17-18H,1,7-8,13-14H2,2-5H3,(H,27,30)(H,28,32)/t17-,18-,26-/m0/s1
InChIKeyKNFZHRYXLWKRSU-XWXLMPLOSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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.
Application:
antifouling biocide  A compound that inhibits the growth of marine organisms.
ChEBI Ontology
Outgoing Relation(s)
notoamide C (CHEBI:145685) has role Aspergillus metabolite (CHEBI:76956)
notoamide C (CHEBI:145685) has role antifouling biocide (CHEBI:51076)
notoamide C (CHEBI:145685) has role mycotoxin (CHEBI:25442)
notoamide C (CHEBI:145685) is a dipeptide (CHEBI:46761)
notoamide C (CHEBI:145685) is a indole alkaloid (CHEBI:38958)
notoamide C (CHEBI:145685) is a notoamide (CHEBI:145690)
notoamide C (CHEBI:145685) is a organic heterotricyclic compound (CHEBI:26979)
notoamide C (CHEBI:145685) is a pyrrolopyrazine (CHEBI:48337)
IUPAC Name 
(3S,8aS)-3-{[(3S)-7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1,2,3,7-tetrahydropyrano[2,3-g]indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
UniProt Name  Source
notoamide CUniProt
Manual XrefsDatabases
CPD-17362MetaCyc
C00039873KNApSAcK
Registry NumbersSources
CAS:937251-97-3KNApSAcK
Citations