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CHEBI:66668 - 6-hydroxymanzamine A

ChEBI IDCHEBI:66668
ChEBI Name6-hydroxymanzamine A
Stars
DefinitionAn alkaloid that is manzamine A with a hydroxy substituent at position 6. Isolated from Haliclona and Acanthostrongylophora, it exhibits inhibitory activity against Glycogen Synthase Kinase-3 (EC 2.7.11.26).
Last Modified4 February 2016
DownloadsMolfile
FormulaC36H44N4O2
Net Charge0
Average Mass564.774
Monoisotopic Mass564.34643
SMILES[H][C@@]12N3CCCC/C=C\[C@@]3([H])C[C@@]13CN1CCCC/C=C\CC[C@]2(O)C=C(c2nccc4c2nc2ccc(O)cc24)[C@]3([H])CC1
InChIInChI=1S/C36H44N4O2/c41-26-12-13-31-28(21-26)27-14-17-37-32(33(27)38-31)29-23-36(42)16-8-4-1-2-5-9-18-39-20-15-30(29)35(24-39)22-25-11-7-3-6-10-19-40(25)34(35)36/h1,4,7,11-14,17,21,23,25,30,34,38,41-42H,2-3,5-6,8-10,15-16,18-20,22,24H2/b4-1-,11-7-/t25-,30-,34+,35-,36-/m0/s1
InChIKeyCANRNZBVKKQKEQ-FFMUKQARSA-N
Species of MetaboliteComponentSourceComments
Haliclona (ncbitaxon:34490) - DOI (10.1016/0040-4020(95)95723-9)
Acanthostrongylophora (ncbitaxon:178473) - PubMed (17708655)
Roles Classification
Biological Roles:
EC 2.7.11.26 (tau-protein kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of tau-protein kinase inhibitor (EC 2.7.11.26).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
6-hydroxymanzamine A (CHEBI:66668) has functional parent manzamine A (CHEBI:66667)
6-hydroxymanzamine A (CHEBI:66668) has role EC 2.7.11.26 (tau-protein kinase) inhibitor (CHEBI:91092)
6-hydroxymanzamine A (CHEBI:66668) has role metabolite (CHEBI:25212)
6-hydroxymanzamine A (CHEBI:66668) is a alkaloid (CHEBI:22315)
6-hydroxymanzamine A (CHEBI:66668) is a isoquinolines (CHEBI:24922)
6-hydroxymanzamine A (CHEBI:66668) is a β-carbolines (CHEBI:60834)
IUPAC Name 
(4aR,7S,7aR,13Z,14aR,15aR,18Z)-5-(6-hydroxy-9H-β-carbolin-1-yl)-4,4a,9,10,11,12,14a,15-octahydro-3H-7,2-oct[3]enoazocino[1',2':1,5]pyrrolo[2,3-i]isoquinolin-7(1H,7aH)-ol
Registry NumbersSources
Reaxys:7240529Reaxys
Citations