EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65634 - circumdatin H

ChEBI IDCHEBI:65634
ChEBI Namecircumdatin H
Stars
DefinitionAn organic heteropentacyclic compound that is 5b,7,8,16-tetrahydro-6H,10H-pyrrolo[2,1-c]quinazolino[3,2-a][1,4]benzodiazepine substituted by a methoxy group at position 2 and oxo groups at positions 10 and 16 (the 5bS stereoisomer). An alkaloid isolated from the culture broth of Aspergillus ochraceus, it exhibits potent inhibitory activity towards mitochondrial NADH oxidase.
Last Modified27 October 2016
DownloadsMolfile
FormulaC20H17N3O3
Net Charge0
Average Mass347.374
Monoisotopic Mass347.12699
SMILES[H][C@@]12CCCN1C(=O)c1ccccc1-n1c2nc2ccc(OC)cc2c1=O
InChIInChI=1S/C20H17N3O3/c1-26-12-8-9-15-14(11-12)20(25)23-16-6-3-2-5-13(16)19(24)22-10-4-7-17(22)18(23)21-15/h2-3,5-6,8-9,11,17H,4,7,10H2,1H3/t17-/m0/s1
InChIKeyMLEAYJRUKNTODR-KRWDZBQOSA-N
Species of MetaboliteComponentSourceComments
Aspergillus ochraceus (ncbitaxon:40380) - PubMed (16156520)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.6.* (oxidoreductase acting on NADH or NADPH) inhibitor  An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on NADH or NADPH (EC 1.6.*.*).
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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)
circumdatin H (CHEBI:65634) has role Aspergillus metabolite (CHEBI:76956)
circumdatin H (CHEBI:65634) has role EC 1.6.* (oxidoreductase acting on NADH or NADPH) inhibitor (CHEBI:76733)
circumdatin H (CHEBI:65634) has role metabolite (CHEBI:25212)
circumdatin H (CHEBI:65634) is a alkaloid (CHEBI:22315)
circumdatin H (CHEBI:65634) is a aromatic ether (CHEBI:35618)
circumdatin H (CHEBI:65634) is a lactam (CHEBI:24995)
circumdatin H (CHEBI:65634) is a organic heteropentacyclic compound (CHEBI:38164)
IUPAC Name 
(5bS)-2-methoxy-5b,6,7,8-tetrahydro-10H,16H-pyrrolo[2,1-c]quinazolino[3,2-a][1,4]benzodiazepine-10,16-dione
Synonym  Source
(S)-(−)-circumdatin HChEBI
Registry NumbersSources
Reaxys:15854665Reaxys
Citations