tetrahydropalmatine (CHEBI:16563)

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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

Average Mass

355.42754

Monoisotopic Mass

355.17836

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.

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 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

Last Modified

28 March 2023