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CHEBI:142059 - retuline

ChEBI IDCHEBI:142059
ChEBI Nameretuline
Stars
DefinitionA monoterpenoid indole alkaloid with formula C21H26N2O2, isolated from several species of Strychnos.
Last Modified11 September 2018
Submittermwilliams
DownloadsMolfile
FormulaC21H26N2O2
Net Charge0
Average Mass338.451
Monoisotopic Mass338.19943
SMILES[H][C@@]12C[C@@H]3N(CC[C@@]34c3ccccc3N(C(C)=O)[C@@]4([H])[C@H]1CO)C/C2=C/C
InChIInChI=1S/C21H26N2O2/c1-3-14-11-22-9-8-21-17-6-4-5-7-18(17)23(13(2)25)20(21)16(12-24)15(14)10-19(21)22/h3-7,15-16,19-20,24H,8-12H2,1-2H3/b14-3-/t15-,16-,19-,20-,21+/m0/s1
InChIKeyIJTKEUDLEABZCZ-SEACFGBCSA-N
Species of MetaboliteComponentSourceComments
Strychnos holstii (ncbitaxon:547236-1) - PubMed (5843279)
Strychnos henningsii (ncbitaxon:1040887) bark (BTO:0001301) PubMed (1795530)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
retuline (CHEBI:142059) has role plant metabolite (CHEBI:76924)
retuline (CHEBI:142059) is a acetamides (CHEBI:22160)
retuline (CHEBI:142059) is a monoterpenoid indole alkaloid (CHEBI:65323)
retuline (CHEBI:142059) is a organic heteropentacyclic compound (CHEBI:38164)
retuline (CHEBI:142059) is a primary alcohol (CHEBI:15734)
retuline (CHEBI:142059) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
1-[(15β,16α,19E)-17-hydroxycur-19-en-1-yl]ethanone
Registry NumbersSources
Reaxys:52683Reaxys
CAS:2616-16-2ChemIDplus
Citations