Galanthine

AlkaPlorer ID: AK001569

Synonym: '(-)-Galanthine', 'Galanthine'

IUPAC Name: (1S,14S,15S,16S)-4,5,14-trimethoxy-9-azatetracyclo[7.6.1.02,7.012,16]hexadeca-2,4,6,12-tetraen-15-ol

Structure

SMILES: COC1=C(OC)C=C2C(=C1)CN1CCC3=C[C@H](OC)[C@@H](O)[C@@H]2[C@@H]31

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InChI: InChI=1S/C18H23NO4/c1-21-13-7-11-9-19-5-4-10-6-15(23-3)18(20)16(17(10)19)12(11)8-14(13)22-2/h6-8,15-18,20H,4-5,9H2,1-3H3/t15-,16-,17+,18+/m0/s1

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InChIKey: VOIMPDXOQJYVDI-WNRNVDISSA-N

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Source

Properties Information

Molecule Weight: 317.385

TPSA: 51.16

MolLogP: 1.6911999999999998

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens A549 IC50 10000.0 nM 10.1021/np9008255
Homo sapiens Acetylcholinesterase IC50 6100.0 nM 10.1021/acs.jnatprod.7b00301
Homo sapiens SK-MEL IC50 10000.0 nM 10.1021/np9008255
Mus musculus B16-F10 IC50 10000.0 nM 10.1021/np9008255
Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 3.1 ug.mL-1 10.1016/j.bmcl.2019.126642
None NON-PROTEIN TARGET IC50 10000.0 nM 10.1021/np9008255

Metabolism Information