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CHEBI:66669 - 8-hydroxymanzamine A

Default Structure
ChEBI IDCHEBI:66669
ChEBI Name8-hydroxymanzamine A
Stars
DefinitionAn alkaloid that is manzamine A with a hydroxy substituent at position 8. Isolated from Pachypellina 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(c2nccc4c2nc2c(O)cccc24)[C@]3([H])CC1
InChIInChI=1S/C36H44N4O2/c41-30-14-11-13-26-27-15-18-37-32(33(27)38-31(26)30)28-23-36(42)17-8-4-1-2-5-9-19-39-21-16-29(28)35(24-39)22-25-12-7-3-6-10-20-40(25)34(35)36/h1,4,7,11-15,18,23,25,29,34,38,41-42H,2-3,5-6,8-10,16-17,19-22,24H2/b4-1-,12-7-/t25-,29-,34+,35-,36-/m0/s1
InChIKeyAMSNINGPDSUBHZ-WAUQNXBMSA-N
Species of MetaboliteComponentSourceComments
Acanthostrongylophora (ncbitaxon:178473) - PubMed (17708655)
Pachypellina (WORMS:167006) - PubMed (8158160)
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.
anti-HSV-2 agent  An anti-HSV agent agent that destroys or inhibits the replication of herpes simplex virus-2.
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)
8-hydroxymanzamine A (CHEBI:66669) has functional parent manzamine A (CHEBI:66667)
8-hydroxymanzamine A (CHEBI:66669) has role anti-HSV-2 agent (CHEBI:64954)
8-hydroxymanzamine A (CHEBI:66669) has role EC 2.7.11.26 (tau-protein kinase) inhibitor (CHEBI:91092)
8-hydroxymanzamine A (CHEBI:66669) has role metabolite (CHEBI:25212)
8-hydroxymanzamine A (CHEBI:66669) is a alkaloid (CHEBI:22315)
8-hydroxymanzamine A (CHEBI:66669) is a isoquinolines (CHEBI:24922)
8-hydroxymanzamine A (CHEBI:66669) is a β-carbolines (CHEBI:60834)
IUPAC Name 
(4aR,7S,7aR,13Z,14aR,15aR,18Z)-5-(8-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:7064471Reaxys
CAS:154466-37-2ChemIDplus
Citations