CHEBI:145686 - notoamide D

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ChEBI Name notoamide D
ChEBI ID CHEBI:145686
Definition An organic heterohexacyclic compound isolated from a mussel-derived Aspergillus species that is 3,6b,7,7a,10,11,12,12a,14a,15-decahydro-8H,13H-pyrano[2,3-g]pyrrolo[1'',2'':4',5']pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-8,13-dione which is substituted by two methyl groups at position 3, a hydroxy group at the 6b position, and a 2-methylbut-3-en-2-yl group at the 14a position (the 6bR, 7aS, 12aS, 14aS stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
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Formula C26H31N3O4
Net Charge 0
Average Mass 449.551
Monoisotopic Mass 449.23146
InChI InChI=1S/C26H31N3O4/c1-6-23(2,3)26-25(32,14-18-21(30)28-13-7-8-17(28)22(31)29(18)26)16-9-10-19-15(20(16)27-26)11-12-24(4,5)33-19/h6,9-12,17-18,27,32H,1,7-8,13-14H2,2-5H3/t17-,18-,25+,26-/m0/s1
InChIKey ZPTMKNVJQZMLNE-SSQYTKQRSA-N
SMILES N12C([C@]3(N(C([C@@]1(CCC2)[H])=O)[C@]4([C@@](C3)(C5=CC=C6C(=C5N4)C=CC(O6)(C)C)O)C(C)(C)C=C)[H])=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): mycotoxin
Poisonous substance produced by fungi.
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
(via notoamide )
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
(via notoamide )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing notoamide D (CHEBI:145686) has role mycotoxin (CHEBI:25442)
notoamide D (CHEBI:145686) is a aminal (CHEBI:35412)
notoamide D (CHEBI:145686) is a dipeptide (CHEBI:46761)
notoamide D (CHEBI:145686) is a notoamide (CHEBI:145690)
notoamide D (CHEBI:145686) is a organic heterohexacyclic compound (CHEBI:51914)
IUPAC Name
(6bR,7aS,12aS,14aS)-6b-hydroxy-3,3-dimethyl-14a-(2-methylbut-3-en-2-yl)-3,6b,7,7a,10,11,12,12a,14a,15-decahydro-8H,13H-pyrano[2,3-g]pyrrolo[1'',2'':4',5']pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-8,13-dione
Synonyms Sources
(−)-notoamide D KNApSAcK
notoamide D UniProt
Manual Xrefs Databases
C00039874 KNApSAcK
CPD-17361 MetaCyc
View more database links
Registry Number Type Source
937251-98-4 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
22140281 PubMed citation SUBMITTER
22188465 PubMed citation SUBMITTER
23213353 PubMed citation Europe PMC
26061478 PubMed citation Europe PMC
26287214 PubMed citation Europe PMC
Last Modified
06 January 2020