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> Main
CHEBI:133753 - nigragillin
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ChEBI Ontology
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ChEBI Name
nigragillin
ChEBI ID
CHEBI:133753
Definition
An enamide obtained by formal condensation of the carboxy group of (2
E
,4
E
)-hexa-2,4-dienoic acid with the secondary amino group of (2
S
,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
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
InChIKey
DVCNHRTYSUTLOS-OJRXFFSMSA-N
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 (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
nigragillin (
CHEBI:133753
)
has functional parent
(2
E
,4
E
)-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
(2
E
,4
E
)-1-[(2
R
,5
S
)-2,4,5-trimethylpiperazin-1-yl]hexa-2,4-dien-1-one
Synonym
Source
Nigragilline
ChemIDplus
Registry Numbers
Types
Sources
23183184
Reaxys Registry Number
Reaxys
24779-38-2
CAS Registry Number
ChemIDplus
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