CHEBI:16563 - tetrahydropalmatine

ChEBI IDCHEBI:16563
ChEBI Nametetrahydropalmatine
Stars
DefinitionA berberine alkaloid obtained by formal addition of two molecules of hydrogen to the pyridine ring of palmatine.
Secondary ChEBI IDsCHEBI:9486, CHEBI:15223, CHEBI:26917
Last Modified28 March 2023
DownloadsMolfile
FormulaC21H25NO4
Net Charge0
Average Mass355.434
Monoisotopic Mass355.17836
SMILES[H][C@@]12Cc3ccc(OC)c(OC)c3CN1CCc1cc(OC)c(OC)cc12
InChIInChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1
InChIKeyAEQDJSLRWYMAQI-KRWDZBQOSA-N
Wikipedia
Roles Classification
Biological Roles:
adrenergic agent  Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
adrenergic agent  Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
ChEBI Ontology
Outgoing Relation(s)
tetrahydropalmatine (CHEBI:16563) has functional parent palmatine (CHEBI:16096)
tetrahydropalmatine (CHEBI:16563) has role adrenergic agent (CHEBI:37962)
tetrahydropalmatine (CHEBI:16563) has role dopaminergic antagonist (CHEBI:48561)
tetrahydropalmatine (CHEBI:16563) has role non-narcotic analgesic (CHEBI:35481)
tetrahydropalmatine (CHEBI:16563) is a an (S)-7,8,13,14-tetrahydroprotoberberine (CHEBI:194528)
tetrahydropalmatine (CHEBI:16563) is a berberine alkaloid (CHEBI:22754)
tetrahydropalmatine (CHEBI:16563) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name 
(13aS)-2,3,9,10-tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
Synonyms  Source
TetrahydropalmatineKEGG COMPOUND
(−)-tetrahydropalmatineChemIDplus
(S)-(−)-tetrahydropalmatineChEBI
(S)-tetrahydropalmatineChemIDplus
2,3,9,10-tetramethoxy-13aα-berbineChemIDplus
L-tetrahydropalmatineChEBI
UniProt Name  Source
(S)-tetrahydropalmatineUniProt
Manual XrefsDatabases
C02890KEGG COMPOUND
TETRAHYDROPALMATINEMetaCyc
TetrahydropalmatineWikipedia
C00025252KNApSAcK
Registry NumbersSources
Reaxys:96288Reaxys
CAS:483-14-7KEGG COMPOUND
CAS:483-14-7ChemIDplus
Citations