CHEBI:133753 - nigragillin

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ChEBI Name nigragillin
Definition An enamide obtained by formal condensation of the carboxy group of (2E,4E)-hexa-2,4-dienoic acid with the secondary amino group of (2S,5R)-1,2,5-trimethylpiperazine.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Julian Brandl
Supplier Information
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Formula C13H22N2O
Net Charge 0
Average Mass 222.327
Monoisotopic Mass 222.17321
InChI InChI=1S/C13H22N2O/c1-5-6-7-8-13(16)15-10-11(2)14(4)9-12(15)3/h5-8,11-12H,9-10H2,1-4H3/b6-5+,8-7+/t11-,12+/m0/s1
SMILES C1N([C@@H](CN([C@H]1C)C)C)C(/C=C/C=C/C)=O
Metabolite of Species Details
Aspergillus awamori (NCBI:txid105351) See: PubMed
Aspergillus vadensis (NCBI:txid288669) See: PubMed
Aspergillus niger ATCC 1015 (NCBI:txid380704) of strain ATCC 11414 See: PubMed
Zephyranthes candida (NCBI:txid82257) Found in whole plant (BTO:0001461). See: PubMed
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): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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 nigragillin (CHEBI:133753) has functional parent (2E,4E)-hexa-2,4-dienoic acid (CHEBI:38358)
nigragillin (CHEBI:133753) has role Aspergillus metabolite (CHEBI:76956)
nigragillin (CHEBI:133753) is a N-acylpiperazine (CHEBI:46844)
nigragillin (CHEBI:133753) is a N-alkylpiperazine (CHEBI:46845)
nigragillin (CHEBI:133753) is a alkaloid (CHEBI:22315)
nigragillin (CHEBI:133753) is a enamide (CHEBI:51751)
nigragillin (CHEBI:133753) is a tertiary carboxamide (CHEBI:140326)
Synonym Source
Nigragilline ChemIDplus
Registry Numbers Types Sources
23183184 Reaxys Registry Number Reaxys
24779-38-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15803385 PubMed citation Europe PMC
18486645 PubMed citation Europe PMC
21176790 PubMed citation SUBMITTER
23190013 PubMed citation Europe PMC
23605430 PubMed citation Europe PMC
26669099 PubMed citation Europe PMC
5364772 PubMed citation SUBMITTER
Last Modified
07 March 2018