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CHEBI:141897 - dregamine

ChEBI IDCHEBI:141897
ChEBI Namedregamine
Stars
DefinitionA monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several species of Tabernaemontana.
Last Modified6 March 2020
Submittermwilliams
DownloadsMolfile
FormulaC21H26N2O3
Net Charge0
Average Mass354.450
Monoisotopic Mass354.19434
SMILES[H][C@@]12CC(=O)c3nc4ccccc4c3C[C@@]([H])([C@H]1C(=O)OC)N(C)C[C@@H]2CC
InChIInChI=1S/C21H26N2O3/c1-4-12-11-23(2)17-9-15-13-7-5-6-8-16(13)22-20(15)18(24)10-14(12)19(17)21(25)26-3/h5-8,12,14,17,19,22H,4,9-11H2,1-3H3/t12-,14-,17-,19-/m0/s1
InChIKeyFFVRRQMGGGTQRH-YWKPPDPDSA-N
Species of MetaboliteComponentSourceComments
Tabernaemontana elegans (ncbitaxon:761068) root (BTO:0001188) PubMed (28189906)
Tabernaemontana divaricata (ncbitaxon:52861) - Article (Liying, H., Yunli, Z., Zhaoming, L. and Chun, W. 'Studies on the alkaloids of erchagouyahua (Ervatamia divaricata)' (1997). Chinese Traditional and Herbal Drugs, vol 28(8), p 451-454.)
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)
dregamine (CHEBI:141897) has role plant metabolite (CHEBI:76924)
dregamine (CHEBI:141897) is a alkaloid ester (CHEBI:38481)
dregamine (CHEBI:141897) is a methyl ester (CHEBI:25248)
dregamine (CHEBI:141897) is a monoterpenoid indole alkaloid (CHEBI:65323)
dregamine (CHEBI:141897) is a organic heterotetracyclic compound (CHEBI:38163)
dregamine (CHEBI:141897) is a tertiary amino compound (CHEBI:50996)
Synonyms  Source
20-epitabernemontanineKNApSAcK
(−)-dregamineKNApSAcK
Manual XrefsDatabases
C00025859KNApSAcK
Registry NumbersSources
Reaxys:95953Reaxys
CAS:2299-26-5KNApSAcK
CAS:2299-26-5ChemIDplus
Citations