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CHEBI:16563 - tetrahydropalmatine

Default Structure
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:
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.
adrenergic agent  Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
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.
adrenergic agent  Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
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
2,3,9,10-tetramethoxy-13aα-berbineChemIDplus
(S)-(−)-tetrahydropalmatineChEBI
(S)-tetrahydropalmatineChemIDplus
L-tetrahydropalmatineChEBI
(S)-TetrahydropalmatineKEGG COMPOUND
(−)-tetrahydropalmatineChemIDplus
UniProt Name  Source
(S)-tetrahydropalmatineUniProt
Manual XrefsDatabases
C00025252KNApSAcK
C02890KEGG COMPOUND
TetrahydropalmatineWikipedia
TETRAHYDROPALMATINEMetaCyc
Registry NumbersSources
Reaxys:96288Reaxys
CAS:483-14-7KEGG COMPOUND
CAS:483-14-7ChemIDplus
Citations