CHEBI:134347 - glandicoline B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
Download Molfile XML SDF
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
(3E,7aS,12aR)-6,12-dihydroxy-3-[(1H-imidazol-4-yl)methylidene]-7a-(2-methylbut-3-en-2-yl)-7a,12-dihydro-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione
Synonym Source
glandicoline B UniProt
Manual Xref Database
CPD-17390 MetaCyc
View more database links
Citations Waiting for 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