CHEBI:66668 - 6-hydroxymanzamine A

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ChEBI Name 6-hydroxymanzamine A
ChEBI ID CHEBI:66668
Definition An 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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H44N4O2
Net Charge 0
Average Mass 564.76020
Monoisotopic Mass 564.34643
InChI InChI=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
InChIKey CANRNZBVKKQKEQ-FFMUKQARSA-N
SMILES [H][C@]12C[C@]34CN5CCCC\C=C/CC[C@](O)(C=C(c6nccc7c8cc(O)ccc8[nH]c67)[C@]3([H])CC5)[C@]4([H])N1CCCC\C=C/2
Metabolite of Species Details
Acanthostrongylophora (NCBI:txid178473) See: PubMed
Haliclona (NCBI:txid34490) See: DOI
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 )
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 β-carbolines (CHEBI:60834)
6-hydroxymanzamine A (CHEBI:66668) is a alkaloid (CHEBI:22315)
6-hydroxymanzamine A (CHEBI:66668) is a isoquinolines (CHEBI:24922)
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 Number Type Source
7240529 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17708655 PubMed citation Europe PMC
7714542 PubMed citation Europe PMC
Last Modified
04 February 2016