CHEBI:66557 - laurolistine

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ChEBI Name laurolistine
ChEBI ID CHEBI:66557
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H19NO4
Net Charge 0
Average Mass 313.34780
Monoisotopic Mass 313.13141
InChI InChI=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
InChIKey KYVJVURXKAZJRK-LBPRGKRZSA-N
SMILES [H][C@@]12Cc3cc(O)c(OC)cc3-c3c(OC)c(O)cc(CCN1)c23
Metabolite of Species Details
Litsea glutinosa (NCBI:txid136122) Found in leaf (BTO:0000713). See: DOI
Litsea glutinosa (NCBI:txid136122) Found in stem (BTO:0001300). See: DOI
Lindera chunii (NCBI:txid344093) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 (+)-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 Sources
1,10-Dimethoxy-6a-alpha-noraporphine-2,9-diol ChemIDplus
4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy- ChemIDplus
Dimethoxy-1,10 dihydroxy-2,9 nor-aporphine ChemIDplus
Norboldine ChemIDplus
Manual Xrefs Databases
C16984 KEGG COMPOUND
HMDB0040974 HMDB
View more database links
Registry Numbers Types Sources
42729 Reaxys Registry Number Reaxys
5890-18-6 CAS Registry Number KEGG COMPOUND
5890-18-6 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
12237535 PubMed citation Europe PMC
Last Modified
04 January 2017