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CHEBI:66557 - laurolistine

ChEBI IDCHEBI:66557
ChEBI Namelaurolistine
Stars
DefinitionAn aporphine alkaloid that is noraporphine substituted by hydroxy groups at positions 2 and 9 and methoxy groups at positions 1 and 10. Isolated from Litsea glutinosa and Lindera chunii, exhibits inhibitory activity against HIV-1 integrase.
Last Modified4 January 2017
DownloadsMolfile
FormulaC18H19NO4
Net Charge0
Average Mass313.353
Monoisotopic Mass313.13141
SMILES[H][C@]12Cc3cc(O)c(OC)cc3-c3c(OC)c(O)cc(c31)CCN2
InChIInChI=1S/C18H19NO4/c1-22-15-8-11-10(7-13(15)20)5-12-16-9(3-4-19-12)6-14(21)18(23-2)17(11)16/h6-8,12,19-21H,3-5H2,1-2H3/t12-/m0/s1
InChIKeyKYVJVURXKAZJRK-LBPRGKRZSA-N
Species of MetaboliteComponentSourceComments
Litsea glutinosa (ncbitaxon:136122)
leaf (BTO:0000713) DOI (10.1016/S0031-9422(00)88469-1)
stem (BTO:0001300) DOI (10.1016/S0031-9422(00)88469-1)
Lindera chunii (ncbitaxon:344093) root (BTO:0001188) PubMed (12237535)
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.
HIV-1 integrase inhibitor  An inhibitor of HIV-1 integrase, an enzyme required for the integration of the genetic material of the retrovirus into the DNA of the infected cells.
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)
laurolistine (CHEBI:66557) has functional parent aporphine (CHEBI:35643)
laurolistine (CHEBI:66557) has role HIV-1 integrase inhibitor (CHEBI:67268)
laurolistine (CHEBI:66557) has role metabolite (CHEBI:25212)
laurolistine (CHEBI:66557) is a aporphine alkaloid (CHEBI:134209)
laurolistine (CHEBI:66557) is a aromatic ether (CHEBI:35618)
laurolistine (CHEBI:66557) is a phenols (CHEBI:33853)
Incoming Relation(s)
(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) has functional parent laurolistine (CHEBI:66557)
IUPAC Name 
(6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
Synonyms  Source
1,10-Dimethoxy-6a-alpha-noraporphine-2,9-diolChemIDplus
Dimethoxy-1,10 dihydroxy-2,9 nor-aporphineChemIDplus
4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-ChemIDplus
NorboldineChemIDplus
Manual XrefsDatabases
HMDB0040974HMDB
C16984KEGG COMPOUND
Registry NumbersSources
Reaxys:42729Reaxys
CAS:5890-18-6ChemIDplus
CAS:5890-18-6KEGG COMPOUND
Citations