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CHEBI:70399 - meleagrine

ChEBI IDCHEBI:70399
ChEBI Namemeleagrine
Stars
DefinitionAn indole alkaloid with a heterotetracyclic skeleton isolated from Penicillium oxalicum.
Last Modified3 April 2017
DownloadsMolfile
FormulaC23H23N5O4
Net Charge0
Average Mass433.468
Monoisotopic Mass433.17500
SMILESC=CC(C)(C)[C@]12C=C(O)C(=O)N3/C(=C/c4cncn4)C(=O)N[C@@]31N(OC)c1ccccc12
InChIInChI=1S/C23H23N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-13,29H,1H2,2-4H3,(H,24,25)(H,26,30)/b17-10+/t22-,23-/m1/s1
InChIKeyJTJJJLSLKZFEPJ-WSHSOXHMSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Penicillium oxalicum (ncbitaxon:69781) - PubMed (21053938) Strain: F30
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
meleagrine (CHEBI:70399) has functional parent glandicoline B (CHEBI:134347)
meleagrine (CHEBI:70399) has role Penicillium metabolite (CHEBI:76964)
meleagrine (CHEBI:70399) is a enol (CHEBI:33823)
meleagrine (CHEBI:70399) is a imidazoles (CHEBI:24780)
meleagrine (CHEBI:70399) is a indole alkaloid (CHEBI:38958)
meleagrine (CHEBI:70399) is a lactam (CHEBI:24995)
meleagrine (CHEBI:70399) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name 
(3E,7aS,12aR)-6-hydroxy-3-(1H-imidazol-4-ylmethylidene)-12-methoxy-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
UniProt Name  Source
meleagrinUniProt
Manual XrefsDatabases
MeleagrinWikipedia
Registry NumbersSources
Reaxys:5782385Reaxys
CAS:71751-77-4ChemIDplus
Citations