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CHEBI:132893 - fangchinoline

ChEBI IDCHEBI:132893
ChEBI Namefangchinoline
Stars
DefinitionA bisbenzylisoquinoline alkaloid that is (1β)- berbaman which has been substituted by methyl groups at the 2 and 2' positions, by methoxy groups at the 6, 6', and 12 positions, and by a hydroxy group at position 7. Isolated from Stephania tetrandra, it has been found to possess neuroprotective and anti-tumour activity.
Last Modified22 August 2016
Submitterliuqingping
DownloadsMolfile
FormulaC37H40N2O6
Net Charge0
Average Mass608.735
Monoisotopic Mass608.28864
SMILES[H][C@]12Cc3ccc(OC)c(c3)Oc3ccc(cc3)C[C@H]3c4cc(c(OC)cc4CCN3C)Oc3c(O)c(OC)cc(c31)CCN2C
InChIInChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1
InChIKeyIIQSJHUEZBTSAT-VMPREFPWSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Stephania tetrandra (ncbitaxon:425106) root (BTO:0001188) PubMed (20030508)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
anti-HIV-1 agent  An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
fangchinoline (CHEBI:132893) has role anti-HIV-1 agent (CHEBI:64947)
fangchinoline (CHEBI:132893) has role anti-inflammatory agent (CHEBI:67079)
fangchinoline (CHEBI:132893) has role antineoplastic agent (CHEBI:35610)
fangchinoline (CHEBI:132893) has role antioxidant (CHEBI:22586)
fangchinoline (CHEBI:132893) has role neuroprotective agent (CHEBI:63726)
fangchinoline (CHEBI:132893) has role plant metabolite (CHEBI:76924)
fangchinoline (CHEBI:132893) is a aromatic ether (CHEBI:35618)
fangchinoline (CHEBI:132893) is a bisbenzylisoquinoline alkaloid (CHEBI:133004)
fangchinoline (CHEBI:132893) is a macrocycle (CHEBI:51026)
IUPAC Name 
(1β)-6,6',12-trimethoxy-2,2'-dimethylberbaman-7-ol
Synonyms  Source
7-O-demethyltetrandrineChemIDplus
(+)-fangchinolineChemIDplus
(+)-limacineChemIDplus
(1β)-2,2'-dimethyl-6,6',12-trimethoxyberbaman-7-olChemIDplus
Manual XrefsDatabases
FangchinolineWikipedia
Registry NumbersSources
Reaxys:78975Reaxys
CAS:436-77-1ChemIDplus
Citations