CHEBI:17772 - (S)-tetrahydrocolumbamine

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ChEBI Name (S)-tetrahydrocolumbamine
ChEBI ID CHEBI:17772
ChEBI ASCII Name (S)-tetrahydrocolumbamine
Definition A berberine alkaloid consisting of columbamine having four extra hydrogens at positions 5, 8, 13 and 13a and (S)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12085, CHEBI:11075, CHEBI:2008, CHEBI:18803
Supplier Information
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Formula C20H23NO4
Net Charge 0
Average Mass 341.40096
Monoisotopic Mass 341.163
InChI InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1
InChIKey KDFKJOFJHSVROC-INIZCTEOSA-N
SMILES [H][C@@]12Cc3ccc(OC)c(OC)c3CN1CCc1cc(OC)c(O)cc21
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-tetrahydrocolumbamine (CHEBI:17772) has functional parent columbamine (CHEBI:15920)
(S)-tetrahydrocolumbamine (CHEBI:17772) is a berberine alkaloid (CHEBI:22754)
(S)-tetrahydrocolumbamine (CHEBI:17772) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name
(13aS)-3,9,10-trimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinolin-2-ol
Synonyms Sources
(13aS)-5,8,13,13a-tetrahydro-3,9,10-trimethoxy-6H-dibenzo[a,g]quinolizin-2-ol ChEBI
(13aS)-5,8,13,13a-tetrahydro-3,9,10-trimethoxy-6H-Dibenzo[a,g]quinolizin-2-ol KEGG COMPOUND
(S)-tetrahydrocolumbamine ChEBI
(S)-Tetrahydrocolumbamine KEGG COMPOUND
(S)-tetrahydrocolumbamine UniProt
5,8,13,13a-Tetrahydrocolumbamine KEGG COMPOUND
Isocorypalmine KEGG COMPOUND
Manual Xrefs Databases
C00025632 KNApSAcK
C04118 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
4717587 Reaxys Registry Number Reaxys
483-34-1 CAS Registry Number KEGG COMPOUND
Last Modified
08 April 2015