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CHEBI:133753 - nigragillin

ChEBI IDCHEBI:133753
ChEBI Namenigragillin
Stars
DefinitionAn 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.
Last Modified7 March 2018
SubmitterJubra
DownloadsMolfile
FormulaC13H22N2O
Net Charge0
Average Mass222.332
Monoisotopic Mass222.17321
SMILESC/C=C/C=C/C(=O)N1C[C@H](C)N(C)C[C@H]1C
InChIInChI=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
InChIKeyDVCNHRTYSUTLOS-OJRXFFSMSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger ATCC 1015 (ncbitaxon:380704) - PubMed (21176790) Strain: ATCC 11414
Zephyranthes candida (ncbitaxon:82257) whole plant (BTO:0001461) PubMed (23190013)
Aspergillus vadensis (ncbitaxon:288669) - PubMed (15803385)
Aspergillus awamori (ncbitaxon:105351) - PubMed (26669099)
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 .
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)
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)
IUPAC Name 
(2E,4E)-1-[(2R,5S)-2,4,5-trimethylpiperazin-1-yl]hexa-2,4-dien-1-one
Synonym  Source
NigragillineChemIDplus
Registry NumbersSources
Reaxys:23183184Reaxys
CAS:24779-38-2ChemIDplus
Citations