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Lobeline

PubChem CID: 101616

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Compound Synonyms lobeline, (-)-Lobeline, alpha-Lobeline, Inflatine, Lobelinum, Lobnico, 90-69-7, Lobelina, Lobelin, 8,10-Diphenyllobelionol, Lobeline [INN], .alpha.-Lobeline, Lobeline [INN:BAN], Lobelinum [INN-Latin], Lobelina [INN-Spanish], Lobeline (INN), Alpha-Lobeline HCl, UNII-D0P25S3P81, 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone, DTXSID3023219, D0P25S3P81, Sulfate, Lobeline, LOBELINE [MI], EINECS 202-012-3, LOBELINE [WHO-DD], NSC-757421, BRN 0091533, 2-(6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenylethanone, 2-{(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone, CHEMBL122270, DTXCID603219, CHEBI:48723, 2-(6-(beta-Hydroxyphenethyl)-1-methyl-2-piperidyl)acetophenone, 5-21-12-00627 (Beilstein Handbook Reference), NSC 757421, Ethanone, 2-(6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, (2R-(2alpha,6alpha(S*)))-, NCGC00024378-05, Lobelinum (INN-Latin), Smokeless (TN), Lobelina (INN-Spanish), 2-((2R,6S)-6-((S)-2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethan-1-one, Smokeless, 2-((2R,6S)-6-((2S)-2-HYDROXY-2-PHENYLETHYL)-1-METHYL-2-PIPERIDINYL)-1-PHENYLETHANONE, a-lobeline, SR-01000075960, L0B, LOBELINUM [HPUS], Prestwick0_000585, Prestwick1_000585, Prestwick2_000585, Prestwick3_000585, Lopac0_000698, BSPBio_000430, SCHEMBL290803, SPBio_002649, 2-(6-(.beta.-Hydroxy-phenethyl)-1-methyl-2-piperidyl)acetophenone, BPBio1_000474, 2-(6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone, 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanone, Inibsa Brand of Lobelin Sulfate, GTPL13498, MXYUKLILVYORSK-HBMCJLEFSA-N, 2-(6-(beta-Hydroxy-phenethyl)-1-methyl-2-piperidyl)acetophenone, Ethanone, 2-[6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl]-1-phenyl-, [2R-[2.alpha.,6.alpha.(S*)]]-, Tox21_110900, BDBM50080818, AKOS024278800, CCG-204783, DB05137, 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-(b-Hydroxyphenethyl)-1-methyl-2-piperidyl)acetophenone, 2-(6-(.BETA.-HYDROXYPHENETHYL)-1-METHYL-2-PIPERIDYL)ACETOPHENONE, 202-012-3
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 40.5
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CC1CCCC(CCC2CCCCC2)C1)C1CCCCC1
Np Classifier Class Piperidine alkaloids
Deep Smiles O[C@H]cccccc6))))))C[C@@H]CCC[C@@H]N6C))CC=O)cccccc6
Heavy Atom Count 25.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC(CC1CCCC(CCC2CCCCC2)N1)C1CCCCC1
Classyfire Subclass Carbonyl compounds
Isotope Atom Count 0.0
Molecular Complexity 412.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Uniprot Id Q05941, P12390, Q01827, P02545, Q96KQ7, O15648, O15296, Q99700, O89049, P58154, Q8WSF8, P36544, P43681, Q9NUW8, P15289, Q05940, Q8BRU6, P28223, P0DTD1, n.a.
Iupac Name 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Organic oxygen compounds
Target Id NPT483, NPT410, NPT290
Xlogp 3.8
Gsk 4 400 Rule False
Molecular Formula C22H27NO2
Scaffold Graph Node Bond Level O=C(CC1CCCC(CCc2ccccc2)N1)c1ccccc1
Prediction Swissadme 1.0
Inchi Key MXYUKLILVYORSK-HBMCJLEFSA-N
Silicos It Class Moderately soluble
Fcsp3 0.4090909090909091
Logs -3.817
Rotatable Bond Count 6.0
Logd 3.064
Synonyms lobeline
Esol Class Moderately soluble
Functional Groups CN(C)C, CO, cC(C)=O
Compound Name Lobeline
Prediction Hob Swissadme 0.0
Exact Mass 337.204
Formal Charge 0.0
Monoisotopic Mass 337.204
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 337.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.260270599999999
Inchi InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3/t19-,20+,21-/m0/s1
Smiles CN1[C@@H](CCC[C@@H]1CC(=O)C2=CC=CC=C2)C[C@@H](C3=CC=CC=C3)O
Nring 3.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Lysine alkaloids