CHEBI:16563 - tetrahydropalmatine

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ChEBI Name tetrahydropalmatine
ChEBI ID CHEBI:16563
Definition A berberine alkaloid obtained by formal addition of two molecules of hydrogen to the pyridine ring of palmatine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15223, CHEBI:26917, CHEBI:9486
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Formula C21H25NO4
Net Charge 0
Average Mass 355.42754
Monoisotopic Mass 355.178
InChI InChI=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
InChIKey AEQDJSLRWYMAQI-KRWDZBQOSA-N
SMILES [H][C@@]12Cc3ccc(OC)c(OC)c3CN1CCc1cc(OC)c(OC)cc21
Roles Classification
Biological Role(s): adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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ChEBI Ontology
Outgoing 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 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 Sources
(−)-tetrahydropalmatine ChemIDplus
(S)-(−)-tetrahydropalmatine ChEBI
(S)-tetrahydropalmatine ChemIDplus
(S)-Tetrahydropalmatine KEGG COMPOUND
2,3,9,10-tetramethoxy-13aα-berbine ChemIDplus
L-tetrahydropalmatine ChEBI
Tetrahydropalmatine KEGG COMPOUND
tetrahydropalmatine UniProt
Database Links Databases
C00025252 KNApSAcK
C02890 KEGG COMPOUND
Tetrahydropalmatine Wikipedia
TETRAHYDROPALMATINE MetaCyc
View more database links
Registry Numbers Types Sources
483-14-7 CAS Registry Number KEGG COMPOUND
483-14-7 CAS Registry Number ChemIDplus
96288 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
20 April 2015