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CHEBI:66385 - michellamine A

ChEBI IDCHEBI:66385
ChEBI Namemichellamine A
Stars
DefinitionA dimeric isoquinoline alkaloid isolated from Ancistrocladus abbreviatus and has been shown to exhibit anti-HIV activity.
Last Modified15 April 2013
DownloadsMolfile
FormulaC46H48N2O8
Net Charge0
Average Mass756.896
Monoisotopic Mass756.34107
SMILESCOc1cc(C)cc2c(-c3c(O)cc(O)c4c3C[C@H](C)N[C@H]4C)cc(-c3cc(-c4c(O)cc(O)c5c4C[C@H](C)N[C@H]5C)c4cc(C)cc(OC)c4c3O)c(O)c12
InChIInChI=1S/C46H48N2O8/c1-19-9-25-27(41-31-13-21(3)47-23(5)39(31)33(49)17-35(41)51)15-29(45(53)43(25)37(11-19)55-7)30-16-28(26-10-20(2)12-38(56-8)44(26)46(30)54)42-32-14-22(4)48-24(6)40(32)34(50)18-36(42)52/h9-12,15-18,21-24,47-54H,13-14H2,1-8H3/t21-,22-,23-,24-/m0/s1
InChIKeyGMLBVLXDRNJFGR-ZJZGAYNASA-N
Species of MetaboliteComponentSourceComments
Ancistrocladus abbreviatus (ncbitaxon:122295) aerial part (BTO:0001658) PubMed (1766007)
Roles Classification
Biological Roles:
anti-HIV-2 agent  An anti-HIV agent that destroys or inhibits the replication of HIV-2, the less infective and less virulent of the two types of HIV virus.
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
michellamine A (CHEBI:66385) has role anti-HIV-1 agent (CHEBI:64947)
michellamine A (CHEBI:66385) has role anti-HIV-2 agent (CHEBI:64949)
michellamine A (CHEBI:66385) has role metabolite (CHEBI:25212)
michellamine A (CHEBI:66385) is a aromatic ether (CHEBI:35618)
michellamine A (CHEBI:66385) is a isoquinoline alkaloid (CHEBI:24921)
michellamine A (CHEBI:66385) is a isoquinolines (CHEBI:24922)
michellamine A (CHEBI:66385) is a methoxynaphthalene (CHEBI:48851)
michellamine A (CHEBI:66385) is a naphthols (CHEBI:25392)
michellamine A (CHEBI:66385) is a polyphenol (CHEBI:26195)
michellamine A (CHEBI:66385) is a ring assembly (CHEBI:36820)
IUPAC Name 
(1S,3S,1'S,3'S)-5,5'-(1,1'-dihydroxy-8,8'-dimethoxy-6,6'-dimethyl-2,2'-binaphthalene-4,4'-diyl)bis(1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol)
Registry NumbersSources
Reaxys:6630823Reaxys
CAS:137793-81-8ChemIDplus
Citations