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ChEBI
> Main
CHEBI:133755 - nigerazine A
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ChEBI Name
nigerazine A
ChEBI ID
CHEBI:133755
Definition
An enamide obtained by formal condensation of the carboxy group of
trans
-cinnamic acid with the secondary amino group of (2
R
,5
R
)-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
C16H22N2O
Net Charge
0
Average Mass
258.359
Monoisotopic Mass
258.17321
InChI
InChI=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-
/m1/s1
InChIKey
MIGGJPIAMPJCES-NPUYYSGSSA-N
SMILES
C1N([C@@H](CN([C@@H]1C)C)C)C(/C=C/C=2C=CC=CC2)=O
Metabolite of Species
Details
Aspergillus niger
(NCBI:txid5061)
of strain I-639 See:
DOI
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Biological Role
(s):
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.
(via
alkaloid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
nigerazine A (
CHEBI:133755
)
has functional parent
trans
-cinnamic acid (
CHEBI:35697
)
nigerazine A (
CHEBI:133755
)
has role
Aspergillus
metabolite (
CHEBI:76956
)
nigerazine A (
CHEBI:133755
)
is a
N
-acylpiperazine (
CHEBI:46844
)
nigerazine A (
CHEBI:133755
)
is a
N
-alkylpiperazine (
CHEBI:46845
)
nigerazine A (
CHEBI:133755
)
is a
alkaloid (
CHEBI:22315
)
nigerazine A (
CHEBI:133755
)
is a
enamide (
CHEBI:51751
)
nigerazine A (
CHEBI:133755
)
is a
tertiary carboxamide (
CHEBI:140326
)
IUPAC Name
(2
E
)-3-phenyl-1-[(2
R
,5
R
)-2,4,5-trimethylpiperazin-1-yl]prop-2-en-1-one
Registry Number
Type
Source
6893074
Reaxys Registry Number
Reaxys
Citations
Types
Sources
IND83088534
Agricola citation
Europe PMC
IND86008189
Agricola citation
Europe PMC
Last Modified
07 March 2018