EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:133754 - nigerazine B

ChEBI IDCHEBI:133754
ChEBI Namenigerazine B
Stars
DefinitionAn enamide obtained by formal condensation of the carboxy group of trans-cinnamic acid with the secondary amino group of (2S,5R)-1,2,5-trimethylpiperazine.
Last Modified7 March 2018
SubmitterJubra
DownloadsMolfile
FormulaC16H22N2O
Net Charge0
Average Mass258.365
Monoisotopic Mass258.17321
SMILESC[C@@H]1CN(C)[C@@H](C)CN1C(=O)/C=C/c1ccccc1
InChIInChI=1S/C16H22N2O/c1-13-12-18(14(2)11-17(13)3)16(19)10-9-15-7-5-4-6-8-15/h4-10,13-14H,11-12H2,1-3H3/b10-9+/t13-,14+/m0/s1
InChIKeyMIGGJPIAMPJCES-XACNLCELSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger ATCC 1015 (ncbitaxon:380704) - PubMed (21176790) Strain: ATCC 11414
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)
nigerazine B (CHEBI:133754) has functional parent trans-cinnamic acid (CHEBI:35697)
nigerazine B (CHEBI:133754) has role Aspergillus metabolite (CHEBI:76956)
nigerazine B (CHEBI:133754) is a N-acylpiperazine (CHEBI:46844)
nigerazine B (CHEBI:133754) is a N-alkylpiperazine (CHEBI:46845)
nigerazine B (CHEBI:133754) is a alkaloid (CHEBI:22315)
nigerazine B (CHEBI:133754) is a enamide (CHEBI:51751)
nigerazine B (CHEBI:133754) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name 
(2E)-3-phenyl-1-[(2R,5S)-2,4,5-trimethylpiperazin-1-yl]prop-2-en-1-one
Manual XrefsDatabases
6441979PubChem Compound
Registry NumbersSources
Reaxys:6893073Reaxys
CAS:85982-75-8ChemIDplus
Citations