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CHEBI:143869 - thalicpureine

Default Structure
ChEBI IDCHEBI:143869
ChEBI Namethalicpureine
Stars
DefinitionA phenanthrene substituted by a 2-(methylamino)ethyl group at position 1 and by methoxy groups at positions 2,3,4,6 and 7, respectively. It is a plant metabolite isolated from Annona purpurea and Fagonia olivieri.
Last Modified7 June 2019
Submittermwilliams
DownloadsMolfile
FormulaC22H27NO5
Net Charge0
Average Mass385.460
Monoisotopic Mass385.18892
SMILESCNCCc1c(OC)c(OC)c(OC)c2c1ccc1cc(OC)c(OC)cc12
InChIInChI=1S/C22H27NO5/c1-23-10-9-15-14-8-7-13-11-17(24-2)18(25-3)12-16(13)19(14)21(27-5)22(28-6)20(15)26-4/h7-8,11-12,23H,9-10H2,1-6H3
InChIKeyVMIFHEUVQQHIOK-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Annona purpurea (ncbitaxon:1123437) leaf (BTO:0000713) PubMed (9868142)
Fagonia olivieri (ncbitaxon:291471) aerial part (BTO:0001658) PubMed (28122313)
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.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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)
thalicpureine (CHEBI:143869) has role plant metabolite (CHEBI:76924)
thalicpureine (CHEBI:143869) is a aromatic ether (CHEBI:35618)
thalicpureine (CHEBI:143869) is a phenanthrene alkaloid (CHEBI:53791)
thalicpureine (CHEBI:143869) is a phenanthrenes (CHEBI:25961)
thalicpureine (CHEBI:143869) is a polyether (CHEBI:46774)
thalicpureine (CHEBI:143869) is a secondary amino compound (CHEBI:50995)
IUPAC Names 
N-methyl-2-(2,3,4,6,7-pentamethoxyphenanthren-1-yl)ethan-1-amine
N-methyl-2-(2,3,4,6,7-pentamethoxyphenanthren-1-yl)ethanamine
Synonym  Source
methyl[2-(2,3,4,6,7-pentamethoxyphenanthren-1-yl)ethyl]amineChEBI
Manual XrefsDatabases
C00050253KNApSAcK
FDB011024FooDB
HMDB0033032HMDB
Registry NumbersSources
CAS:218900-91-5KNApSAcK
Citations