Compound: lobeline
SMILES: O=C(c1ccccc1)C[C@@H]2N([C@@H](CCC2)C[C@H](O)c3ccccc3)C
InChIKey: MXYUKLILVYORSK-HBMCJLEFSA-N
Synonyms: lobeline, (-)-Lobeline, Inflatine, alpha-Lobeline, Lobnico, Lobelinum, Lobelin, 90-69-7, Lobelina, 8,10-Diphenyllobelionol, 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone, DTXSID3023219, D0P25S3P81, 2-(6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenylethanone, 2-(6-(beta-Hydroxyphenethyl)-1-methyl-2-piperidyl)acetophenone, NSC-757421, 2-{(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone, DTXCID603219, CHEBI:48723, Ethanone, 2-(6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, (2R-(2alpha,6alpha(S*)))-, 2-(6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone, 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanone, 2-((2R,6S)-6-((2S)-2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone, RefChem:153874, 202-012-3, Lobeline [INN], .alpha.-Lobeline, CHEMBL122270, Lobeline (INN), NCGC00024378-05, 2-((2R,6S)-6-((S)-2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethan-1-one, Lobeline [INN:BAN], Lobelinum [INN-Latin], Lobelina [INN-Spanish], UNII-D0P25S3P81, SR-01000075960, L0B, EINECS 202-012-3, Lobeline alpha (-), NSC36866, BRN 0091533, LOBELINE [MI], LOBELINUM [HPUS], Prestwick0_000585, Prestwick1_000585, Prestwick2_000585, Prestwick3_000585, GlyTouCan:G34337IT, LOBELINE [WHO-DD], Lopac0_000698, BSPBio_000430, 5-21-12-00627 (Beilstein Handbook Reference), SCHEMBL290803, SPBio_002649, BPBio1_000474, orb1685081, GTPL13498, MXYUKLILVYORSK-HBMCJLEFSA-N, G34337IT, Tox21_110900, BDBM50080818, AKOS024278800, CCG-204783, DB05137, NSC 757421, SDCCGSBI-0050676.P002, CAS-90-69-7, NCGC00024378-06, NCGC00024378-07, NCGC00024378-08, NCGC00024378-09, NCGC00024378-10, NCGC00024378-14, DA-48561, AB00489926, NS00001152, C07475, D02364, Q421905, SR-01000075960-5, BRD-K66206289-003-03-1, BRD-K66206289-003-09-8, BRD-K66206289-003-20-5, BRD-K66206289-003-21-3, 2-(6-(.BETA.-HYDROXYPHENETHYL)-1-METHYL-2-PIPERIDYL)ACETOPHENONE, 2-[(2R,6S)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone, 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenyl-ethyl]-1-methyl-2-piperidyl]-1-phenyl-ethanone, 2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethan-1-one, Ethanone, 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl]-1-phenyl-, 2-((2R,6S)-6-((2S)-2-HYDROXY-2-PHENYLETHYL)-1-METHYL-2-PIPERIDINYL)-1-PHENYLETHANONE
Theoretical properties:
molecular_formula: C22H27NO2
molecular_weight: 337.5 g/mol
exact_mass: 337.204179104 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 6
heavy_atom_count: 25
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (-)-lobeline is an optically active piperidine alkaloid having a 2-oxo-2-phenylethyl substituent at the 2-position and a 2-hydroxy-2-phenylethyl group at the 6-position. It has a role as a nicotinic acetylcholine receptor agonist. It is a piperidine alkaloid, a tertiary amine and an aromatic ketone.
chebi: An optically active piperidine alkaloid having a 2-oxo-2-phenylethyl substituent at the 2-position and a 2-hydroxy-2-phenylethyl group at the 6-position.
chembl: LOBELINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Lobeline is a piperidine alkaloid found in a variety of plants, particularly those in the genus Lobelia, including Indian tobacco (Lobelia inflata), Devil's tobacco (Lobelia tupa), great lobelia (Lobelia siphilitica), Lobelia chinensis, and Hippobroma longiflora. In its pure form, it is a white amorphous powder which is freely soluble in water.