Dihydrochelerythrine; 8-Methoxy

AlkaPlorer ID: AK295648

Synonym: 8-Methoxydihydrochelerythrine, Angoline, 8-O-Methyldihydrochelerythrine, Alkaloid P61, Chelerythrine pseudomethanolate 

IUPAC Name: 1,2,13-trimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine

Structure

SMILES: COC1=CC=C2C3=CC=C4C=C5OCOC5=CC4=C3N(C)C(OC)C2=C1OC

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InChI: InChI=1S/C22H21NO5/c1-23-20-14(6-5-12-9-17-18(10-15(12)20)28-11-27-17)13-7-8-16(24-2)21(25-3)19(13)22(23)26-4/h5-10,22H,11H2,1-4H3

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InChIKey: LVWAKZBZWYHYCJ-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 379.4120000000001

TPSA: 49.39

MolLogP: 4.347500000000004

Number of H-Donors: 0

Number of H-Acceptors: 6

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Cytochrome P450 1A1 IC50 3030.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 1A1 Inhibition 80.0 % 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 1A1 Inhibition 90.0 % 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 1A1 Ki 3250.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 1A2 IC50 8930.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 1A2 Inhibition 7.0 % 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 1A2 Ki 9160.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 1B1 IC50 7700.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 1B1 Inhibition 10.0 % 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 2C19 IC50 10000.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 2C19 Inhibition 3.0 % 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 2C9 IC50 10000.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 2C9 Inhibition 4.0 % 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 2D6 IC50 10000.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 2D6 Inhibition 11.0 % 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 3A4 IC50 10000.0 nM 10.1039/C7MD00388A
Homo sapiens Cytochrome P450 3A4 Inhibition 6.0 % 10.1039/C7MD00388A
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 12.5 ug.mL-1 10.1016/j.ejmech.2022.114173

Metabolism Information