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CHEBI:234537 - paynantheine

ChEBI IDCHEBI:234537
ChEBI Namepaynantheine
Stars
DefinitionA monoterpenoid indole alkaloid with formula C23H28N2O4. It is isolated from the plant Mitragyna speciosa.
Last Modified1 July 2025
SubmitterAdnan
DownloadsMolfile
FormulaC23H28N2O4
Net Charge0
Average Mass396.487
Monoisotopic Mass396.20491
SMILES[H][C@@]12C[C@H](/C(=C\OC)C(=O)OC)[C@@H](C=C)CN1CCc1c2nc2cccc(OC)c12
InChIInChI=1S/C23H28N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h5-8,13-14,16,19,24H,1,9-12H2,2-4H3/b17-13+/t14-,16-,19-/m0/s1
InChIKeyJGZKIGWXPPFMRG-CYSPOEIOSA-N
Species of MetaboliteComponentSourceComments
Mitragyna speciosa (ncbitaxon:170351) leaf (BTO:0000713) PubMed (38982630)
Roles Classification
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)
paynantheine (CHEBI:234537) has role plant metabolite (CHEBI:76924)
paynantheine (CHEBI:234537) is a enol ether (CHEBI:47985)
paynantheine (CHEBI:234537) is a methyl ester (CHEBI:25248)
paynantheine (CHEBI:234537) is a monoterpenoid indole alkaloid (CHEBI:65323)
paynantheine (CHEBI:234537) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name 
methyl (16E)-9-methoxy-16-(methoxymethylidene)coryn-18-en-17-oate
Synonyms  Source
(+)-paynantheineChEBI
(16E)-16,17,18,19-tetradehydro-9,17-dimethoxycorynan-16-carboxylic acid methyl esterChEBI
Indolo[2,3-a]quinolizine, corynan-16-carboxylic acid derivChEBI
(E)-16,17,18,19-tetradehydro-9,17-dimethoxy-17,18-secoyohimban-16-carboxylic acid methyl esterChEBI
9-methoxycorynantheineChEBI
(αE,2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydro-8-methoxy-α-(methoxymethylene)-indolo[2,3-a]quinolizine-2-acetic acid methyl esterChEBI
Manual XrefsDatabases
C00025194KNApSAcK
Registry NumbersSources
CAS:4697-66-9ChEBI
Citations