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ChEBI
> Main
CHEBI:68193 - echinulin
Main
ChEBI Ontology
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ChEBI Name
echinulin
ChEBI ID
CHEBI:68193
Definition
An indole alkaloid with formula C
29
H
39
N
3
O
2
. It is a fungal metabolite found in several
Aspergillus
species.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:68784
Supplier Information
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Molfile
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Formula
C29H39N3O2
Net Charge
0
Average Mass
461.650
Monoisotopic Mass
461.30423
InChI
InChI=1S/C29H39N3O2/c1-
9-
29(7,8)
26-
23(16-
24-
28(34)
30-
19(6)
27(33)
31-
24)
22-
15-
20(12-
10-
17(2)
3)
14-
21(25(22)
32-
26)
13-
11-
18(4)
5/h9-
11,14-
15,19,24,32H,1,12-
13,16H2,2-
8H3,(H,30,34)
(H,31,33)
/t19-
,24-
/m0/s1
InChIKey
DIKMWTRJIZQJMY-CYFREDJKSA-N
SMILES
C[C@@H]1NC(=O)[C@H](CC2=C(NC3=C(CC=C(C)C)C=C(CC=C(C)C)C=C23)C(C)(C)C=C)NC1=O
Metabolite of Species
Details
Combretum dolichopetalum
(IPNI:170043-1)
Found in Root
(BTO:0001188)
. See:
PubMed
Aspergillus chevalieri
(NCBI:txid182096)
See:
PubMed
Eurotium repens
(NCBI:txid41409)
EtOAc extract of Lyophilized fungus which was homogenized with acetone See:
PubMed
Aspergillus niveoglaucus
(NCBI:txid41417)
See:
PubMed
Portulaca oleracea
(NCBI:txid46147)
Found in whole plant
(BTO:0001461)
. See:
PubMed
Aspergillus amstelodami
(NCBI:txid5054)
See:
PubMed
Aspergillus cristatus
(NCBI:txid573508)
Species also known as Eurotium cristatum. See:
PubMed
Aspergillus fumigatus
(NCBI:txid746128)
of strain MR2012 See:
PubMed
Chaetomium globosum
(NCBI:txid38033)
of strain KMITL-N0802 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
.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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
echinulin (
CHEBI:68193
)
has role
Aspergillus
metabolite (
CHEBI:76956
)
echinulin (
CHEBI:68193
)
has role
marine metabolite (
CHEBI:76507
)
echinulin (
CHEBI:68193
)
has role
plant metabolite (
CHEBI:76924
)
echinulin (
CHEBI:68193
)
is a
2,5-diketopiperazines (
CHEBI:65061
)
echinulin (
CHEBI:68193
)
is a
indole alkaloid (
CHEBI:38958
)
echinulin (
CHEBI:68193
)
is a
indoles (
CHEBI:24828
)
echinulin (
CHEBI:68193
)
is a
olefinic compound (
CHEBI:78840
)
IUPAC Name
(3
S
,6
S
)-
3-
methyl-
6-
{[2-
(2-
methylbut-
3-
en-
2-
yl)-
5,7-
bis(3-
methylbut-
2-
en-
1-
yl)-
1
H
-
indol-
3-
yl]methyl}piperazine-
2,5-
dione
Synonyms
Sources
(3
S
,6
S
)-
3-
[[2-
(1,1-
dimethyl-
2-
propen-
1-
yl)-
5,7-
bis(3-
methyl-
2-
buten-
1-
yl)-
1
H
-
indol-
3-
yl]methyl]-
6-
methyl-
2,5-
piperazinedione
ChEBI
echinulin
UniProt
echinuline
ChemIDplus
Manual Xrefs
Databases
103122
ChemSpider
C00011281
KNApSAcK
View more database links
Registry Number
Type
Source
1859-87-6
CAS Registry Number
ChemIDplus
Citations
Types
Sources
12357398
PubMed citation
Europe PMC
1910508
PubMed citation
Europe PMC
19422073
PubMed citation
Europe PMC
21667972
PubMed citation
Europe PMC
22816304
PubMed citation
Europe PMC
23770564
PubMed citation
Europe PMC
25372398
PubMed citation
Europe PMC
26136060
PubMed citation
Europe PMC
26364643
PubMed citation
Europe PMC
27298614
PubMed citation
Europe PMC
2781591
PubMed citation
Europe PMC
28586721
PubMed citation
Europe PMC
29072465
PubMed citation
Europe PMC
31075485
PubMed citation
Europe PMC
31494811
PubMed citation
Europe PMC
31878044
PubMed citation
Europe PMC
33381959
PubMed citation
Europe PMC
3377495
PubMed citation
Europe PMC
33983974
PubMed citation
Europe PMC
35203040
PubMed citation
Europe PMC
35323462
PubMed citation
Europe PMC
35843946
PubMed citation
Europe PMC
4337488
PubMed citation
Europe PMC
4477767
PubMed citation
Europe PMC
5460486
PubMed citation
Europe PMC
560461
PubMed citation
Europe PMC
560462
PubMed citation
Europe PMC
560463
PubMed citation
Europe PMC
560464
PubMed citation
Europe PMC
560465
PubMed citation
Europe PMC
560466
PubMed citation
Europe PMC
5962581
PubMed citation
Europe PMC
890072
PubMed citation
Europe PMC
Last Modified
25 August 2022