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CHEBI:142656 - 15β-stemmadenine

ChEBI IDCHEBI:142656
ChEBI Name15β-stemmadenine
Stars
ASCII Name15beta-stemmadenine
DefinitionA monoterpenoid indole alkaloid with forumula C21H26N2O3, isolated from the fruits of Tabernaemontana heyneana.
Last Modified27 November 2018
SubmitterAdnan
DownloadsMolfile
FormulaC21H26N2O3
Net Charge0
Average Mass354.450
Monoisotopic Mass354.19434
SMILES[H][C@]12CCN(CCc3c(nc4ccccc34)[C@@]1(CO)C(=O)OC)C/C2=C/C
InChIInChI=1S/C21H26N2O3/c1-3-14-12-23-10-8-16-15-6-4-5-7-18(15)22-19(16)21(13-24,20(25)26-2)17(14)9-11-23/h3-7,17,22,24H,8-13H2,1-2H3/b14-3-/t17-,21+/m1/s1
InChIKeyMBXJCHZRHROMQA-YVDMJPQFSA-N
Species of MetaboliteComponentSourceComments
Tabernaemontana heyneana (IPNI:82149-1) fruit (BTO:0000486) Article (Grover, R.K., Srivastva, S., Kulshreshtha, D.K. and Roy, R. (2002) A new stereoisomer of stemmadenine alkaloid from Tabernaemontana heyneana. Magnetic Resonance in Chemistry, 40, 474-476.)
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)
15β-stemmadenine (CHEBI:142656) has role plant metabolite (CHEBI:76924)
15β-stemmadenine (CHEBI:142656) is a methyl ester (CHEBI:25248)
15β-stemmadenine (CHEBI:142656) is a monoterpenoid indole alkaloid (CHEBI:65323)
15β-stemmadenine (CHEBI:142656) is a organic heterotetracyclic compound (CHEBI:38163)
15β-stemmadenine (CHEBI:142656) is a primary alcohol (CHEBI:15734)
IUPAC Name 
methyl (5E,6R,7S)-5-ethylidene-7-(hydroxymethyl)-1,4,5,6,7,8-hexahydro-2H-3,6-ethanoazonino[5,4-b]indole-7-carboxylate
Synonyms  Source
15β-stemmadenineChEBI
15-β-stemmadenineChEBI