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ChEBI
> Main
CHEBI:134347 - glandicoline B
Main
ChEBI Ontology
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ChEBI Name
glandicoline B
ChEBI ID
CHEBI:134347
Definition
An indole alkaloid with a tetracyclic skeleton that is isolated from
Penicillium chrysogenum
.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Anne Morgat
Supplier Information
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Formula
C22H21N5O4
Net Charge
0
Average Mass
419.434
Monoisotopic Mass
419.15935
InChI
InChI=1S/C22H21N5O4/c1-
4-
20(2,3)
21-
10-
17(28)
19(30)
26-
16(9-
13-
11-
23-
12-
24-
13)
18(29)
25-
22(21,26)
27(31)
15-
8-
6-
5-
7-
14(15)
21/h4-
12,28,31H,1H2,2-
3H3,(H,23,24)
(H,25,29)
/b16-
9+/t21-
,22-
/m1/s1
InChIKey
YEVSOYBNHBOQJZ-GCTRCSCRSA-N
SMILES
[C@@]123N(/C(=C/C=4N=CNC4)/C(N1)=O)C(C(O)=C[C@@]2(C=5C=CC=CC5N3O)C(C=C)(C)C)=O
Metabolite of Species
Details
Penicillium chrysogenum
(NCBI:txid5076)
See:
PubMed
Penicillium
sp.
(NCBI:txid5081)
of strain PBR.2.2.2 See: Quim. Nova, (2012) Vol. 35, 4, 771-774
Roles Classification
Biological Role
(s):
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
mycotoxin
Poisonous substance produced by fungi.
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
glandicoline B (
CHEBI:134347
)
has role
antibacterial agent (
CHEBI:33282
)
glandicoline B (
CHEBI:134347
)
has role
mycotoxin (
CHEBI:25442
)
glandicoline B (
CHEBI:134347
)
is a
enol (
CHEBI:33823
)
glandicoline B (
CHEBI:134347
)
is a
imidazoles (
CHEBI:24780
)
glandicoline B (
CHEBI:134347
)
is a
indole alkaloid (
CHEBI:38958
)
glandicoline B (
CHEBI:134347
)
is a
lactam (
CHEBI:24995
)
glandicoline B (
CHEBI:134347
)
is a
olefinic compound (
CHEBI:78840
)
glandicoline B (
CHEBI:134347
)
is a
organic heterotetracyclic compound (
CHEBI:38163
)
Incoming
meleagrine (
CHEBI:70399
)
has functional parent
glandicoline B (
CHEBI:134347
)
IUPAC Name
(3
E
,7a
S
,12a
R
)-
6,12-
dihydroxy-
3-
[(1
H
-
imidazol-
4-
yl)methylidene]-
7a-
(2-
methylbut-
3-
en-
2-
yl)-
7a,12-
dihydro-
1
H
,5
H
-
imidazo[1',2':1,2]pyrido[2,3-
b
]indole-
2,5(3
H
)-
dione
Synonym
Source
glandicoline B
UniProt
Manual Xref
Database
CPD-17390
MetaCyc
View more database links
Citations
Types
Sources
22118684
PubMed citation
SUBMITTER
23776469
PubMed citation
SUBMITTER
25998659
PubMed citation
Europe PMC
26668029
PubMed citation
Europe PMC
Last Modified
03 April 2017