norgalanthamine Trifluoroacetic acid

AlkaPlorer ID: AK001852

Synonym: 'N-Demethylgalanthamine', '(-)-N-Demethylgalanthamine', 'N-Norgalanthamine', 'Norgalanthamine', 'Galanthamine,10-demethyl- Trifluoroacetic acid', 'Norgalantamine'

IUPAC Name: (1S,12S,14R)-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol

Structure

SMILES: COC1=CC=C2CNCC[C@@]34C=C[C@H](O)C[C@@H]3OC1=C24

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InChI: InChI=1S/C16H19NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-5,11,13,17-18H,6-9H2,1H3/t11-,13-,16-/m0/s1

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InChIKey: AIXQQSTVOSFSMO-RBOXIYTFSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Narcissus pseudonarcissus Narcissus Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Reticularia lycoperdon Reticularia Reticulariaceae Liceales Eumycetozoa Evosea None Eukaryota
Crinum asiaticum Crinum Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Narcissus nivalis Narcissus Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pittosporum eugenioides Pittosporum Pittosporaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Narcissus leonensis Narcissus Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stachys aegyptiaca Stachys Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ferula persica Ferula Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pteroxygonum giraldii Pteroxygonum Polygonaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Crotalaria crispata Crotalaria Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Atriplex parvifolia Atriplex Chenopodiaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hesperocyparis arizonica Hesperocyparis Cupressaceae Cupressales Pinopsida Streptophyta Viridiplantae Eukaryota
Actaea heracleifolia Actaea Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ligularia przewalskii Ligularia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stereocaulon dactylophyllum Stereocaulon Stereocaulaceae Lecanorales Lecanoromycetes Ascomycota Fungi Eukaryota
Erythropodium caribaeorum Erythropodium Alcyoniidae Malacalcyonacea Anthozoa Cnidaria Metazoa Eukaryota
Artemisia juncea Artemisia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aeonium lindleyi Aeonium Crassulaceae Saxifragales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hymenocallis rotata Hymenocallis Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Viburnum lantana Viburnum Adoxaceae Dipsacales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Launaea mucronata Launaea Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 273.33200000000005

TPSA: 50.72

MolLogP: 1.5080999999999998

Number of H-Donors: 2

Number of H-Acceptors: 4

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Acetylcholinesterase IC50 0.29 ug.mL-1 10.1016/j.bmcl.2005.04.005
Homo sapiens Acetylcholinesterase IC50 1070.0 nM 10.1016/j.bmcl.2005.04.005

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011915 COc1ccc2c3c1O[C@H]1CC(=O)C=C[C@@]31CCNC2>>COc1ccc2c3c1O[C@H]1C[C@@H](O)C=C[C@@]31CCNC2 RXN-18124
AKRT011916 COc1ccc2c3c1O[C@H]1C[C@@H](O)C=C[C@@]31CCNC2.C[SAH]>>COc1ccc2c3c1O[C@H]1C[C@@H](O)C=C[C@@]31CCN(C)C2 RXN-18125