Pseudoberberine

AlkaPlorer ID: AK002900

Synonym: None

IUPAC Name: 17,18-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,13,15,17,19-octaene;chloride

Structure

SMILES: COC1=C(C=C2C=[N+]3CCC4=CC5=C(C=C4C3=CC2=C1)OCO5)OC.[Cl-]

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InChI: InChI=1S/C20H18NO4.ClH/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;/h5-10H,3-4,11H2,1-2H3;1H/q+1;/p-1

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InChIKey: BBHLRVYYZRFUGL-UHFFFAOYSA-M

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Source

Properties Information

Molecule Weight: 371.82000000000005

TPSA: 40.8

MolLogP: 0.10030000000000028

Number of H-Donors: 0

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens HepG2 Activity 8.5 None 10.1016/j.bmcl.2008.07.005
Homo sapiens HepG2 Activity nan None 10.1016/j.bmc.2012.09.029
Homo sapiens HepG2 Activity nan None 10.1021/jm801157z
Homo sapiens HepG2 FC 1.2 None 10.1016/j.bmcl.2009.09.059
Homo sapiens HepG2 FC 3.1 None 10.1016/j.bmcl.2009.09.059
Homo sapiens HepG2 FC 3.23 None 10.1016/j.bmc.2012.09.029
Homo sapiens HepG2 FC 3.5 None 10.1021/jm801157z
Homo sapiens KM12C IC50 467000.0 nM 10.1021/acs.jmedchem.0c00088
Mus musculus Mus musculus Activity 29.7 % 10.1021/jm801157z
Mus musculus Mus musculus Activity 39.0 % 10.1021/jm801157z
Mus musculus Mus musculus Activity nan None 10.1021/jm801157z
Mus musculus Mus musculus FC 3.2 None 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus Activity 28.5 % 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus Activity 31.0 % 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus Activity 42.6 % 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus Activity 46.3 % 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus Activity 49.4 % 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus Activity 53.6 % 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus Activity nan None 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus FC 2.9 None 10.1021/jm801157z
Rattus norvegicus Rattus norvegicus FC 4.8 None 10.1021/jm801157z
None Unchecked Activity nan None 10.1016/j.bmc.2012.09.029
None Unchecked FC 2.6 None 10.1016/j.bmc.2012.09.029

Metabolism Information