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MedKoo CAT#: 330031
CAS#: 6656-19-5
Description: Isocanadine is an isomer of canadine. Canadine, also known as tetrahydroberberine and xanthopuccine, is a benzylisoquinoline alkaloid (BIA), of the protoberberine structural subgroup, and is present in many plants from the family Papaveraceae, such as Corydalis yanhusuo and C. turtschaninovii.
MedKoo Cat#: 330031
Name: Isocanadine
CAS#: 6656-19-5
Chemical Formula: C20H21NO4
Exact Mass: 339.1471
Molecular Weight: 339.391
Elemental Analysis: C, 70.78; H, 6.24; N, 4.13; O, 18.86
Related CAS #: 522-97-4 6656-19-5
Synonym: (±)-Isocanadine; Tetrahydropseudoberberine; DC037021;
IUPAC/Chemical Name: 5,8,13,13a-Tetrahydro-10,11-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
InChi Key: HCRLQVVXDCKIFD-UHFFFAOYSA-N
InChi Code: InChI=1S/C20H21NO4/c1-22-17-7-13-5-16-15-9-20-19(24-11-25-20)6-12(15)3-4-21(16)10-14(13)8-18(17)23-2/h6-9,16H,3-5,10-11H2,1-2H3
SMILES Code: COC1=C(OC)C=C2CN3CCC4=C(C=C5OCOC5=C4)C3CC2=C1
Xie X, Lu X, Liu Y, Xu W. Palladium(II)-catalyzed synthesis of alpha-alkylidene-gamma-butyrolactams from N-allylic 2-alkynamides. Total synthesis of (+/-)-isocynodine and (+/-)-isocynometrine. J Org Chem. 2001;66(20):6545‐6550. doi:10.1021/jo001704u