Lobeline
PubChem CID: 101616
Connections displayed (default: 10).
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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 |
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FOUND_INto/from Eremurus Chinensis (Plant) Rel Props:Reference: - 179. Outgoing r'ship
FOUND_INto/from Flourensia Cernua (Plant) Rel Props:Reference: - 180. Outgoing r'ship
FOUND_INto/from Flourensia Riparia (Plant) Rel Props:Reference: - 181. Outgoing r'ship
FOUND_INto/from Fraxinus Chinensis (Plant) Rel Props:Reference: - 182. Outgoing r'ship
FOUND_INto/from Garrya Laurifolia (Plant) Rel Props:Reference: - 183. Outgoing r'ship
FOUND_INto/from Glycyrrhiza Inflata (Plant) Rel Props:Reference: - 184. Outgoing r'ship
FOUND_INto/from Heracleum Thomsonii (Plant) Rel Props:Reference: - 185. Outgoing r'ship
FOUND_INto/from Humboldtia Laurifolia (Plant) Rel Props:Reference: - 186. Outgoing r'ship
FOUND_INto/from Hydnocarpus Laurifolia (Plant) Rel Props:Reference: - 187. Outgoing r'ship
FOUND_INto/from Hydrangea Chinensis (Plant) Rel Props:Reference: - 188. Outgoing r'ship
FOUND_INto/from Hypericum Reptans (Plant) Rel Props:Reference: - 189. Outgoing r'ship
FOUND_INto/from Impatiens Chinensis (Plant) Rel Props:Reference: - 190. Outgoing r'ship
FOUND_INto/from Inula Britannica (Plant) Rel Props:Reference: - 191. Outgoing r'ship
FOUND_INto/from Ipomoea Reptans (Plant) Rel Props:Reference: - 192. Outgoing r'ship
FOUND_INto/from Iris Lactea (Plant) Rel Props:Reference: - 193. Outgoing r'ship
FOUND_INto/from Ixeris Chinensis (Plant) Rel Props:Reference: - 194. Outgoing r'ship
FOUND_INto/from Ixora Chinensis (Plant) Rel Props:Reference: - 195. Outgoing r'ship
FOUND_INto/from Juniperus Chinensis (Plant) Rel Props:Reference: - 196. Outgoing r'ship
FOUND_INto/from Klaseopsis Chinensis (Plant) Rel Props:Reference: - 197. Outgoing r'ship
FOUND_INto/from Ligularia Altaica (Plant) Rel Props:Reference: - 198. Outgoing r'ship
FOUND_INto/from Ligularia Amplexicaule (Plant) Rel Props:Reference: - 199. Outgoing r'ship
FOUND_INto/from Ligularia Atroviolacea (Plant) Rel Props:Reference: - 200. Outgoing r'ship
FOUND_INto/from Ligularia Clivorum (Plant) Rel Props:Reference: - 201. Outgoing r'ship
FOUND_INto/from Ligularia Cymbulifera (Plant) Rel Props:Reference: - 202. Outgoing r'ship
FOUND_INto/from Ligularia Dentata (Plant) Rel Props:Reference: - 203. Outgoing r'ship
FOUND_INto/from Ligularia Dictyoneura (Plant) Rel Props:Reference: - 204. Outgoing r'ship
FOUND_INto/from Ligularia Fischeri (Plant) Rel Props:Reference: - 205. Outgoing r'ship
FOUND_INto/from Ligularia Hodgsonii (Plant) Rel Props:Reference: - 206. Outgoing r'ship
FOUND_INto/from Ligularia Hookeri (Plant) Rel Props:Reference: - 207. Outgoing r'ship
FOUND_INto/from Ligularia Intermedia (Plant) Rel Props:Reference: - 208. Outgoing r'ship
FOUND_INto/from Ligularia Jacquemontiana (Plant) Rel Props:Reference: - 209. Outgoing r'ship
FOUND_INto/from Ligularia Lamarum (Plant) Rel Props:Reference: - 210. Outgoing r'ship
FOUND_INto/from Ligularia Lapathifolia (Plant) Rel Props:Reference: - 211. Outgoing r'ship
FOUND_INto/from Ligularia Macrophylla (Plant) Rel Props:Reference: - 212. Outgoing r'ship
FOUND_INto/from Ligularia Muliensis (Plant) Rel Props:Reference: - 213. Outgoing r'ship
FOUND_INto/from Ligularia Nelumbifolia (Plant) Rel Props:Reference: - 214. Outgoing r'ship
FOUND_INto/from Ligularia Platyglossa (Plant) Rel Props:Reference: - 215. Outgoing r'ship
FOUND_INto/from Ligularia Pleurocaulis (Plant) Rel Props:Reference: - 216. Outgoing r'ship
FOUND_INto/from Ligularia Przewalskii (Plant) Rel Props:Reference: - 217. Outgoing r'ship
FOUND_INto/from Ligularia Sagitta (Plant) Rel Props:Reference: - 218. Outgoing r'ship
FOUND_INto/from Ligularia Songarica (Plant) Rel Props:Reference: - 219. Outgoing r'ship
FOUND_INto/from Ligularia Stenocephala (Plant) Rel Props:Reference: - 220. Outgoing r'ship
FOUND_INto/from Listea Chinensis (Plant) Rel Props:Reference: - 221. Outgoing r'ship
FOUND_INto/from Litchi Chinensis (Plant) Rel Props:Reference: - 222. Outgoing r'ship
FOUND_INto/from Litsea Laurifolia (Plant) Rel Props:Reference: - 223. Outgoing r'ship
FOUND_INto/from Lobelia Alsinoides (Plant) Rel Props:Reference: - 224. Outgoing r'ship
FOUND_INto/from Lobelia Cardinalis (Plant) Rel Props:Reference: - 225. Outgoing r'ship
FOUND_INto/from Lobelia Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 226. Outgoing r'ship
FOUND_INto/from Lobelia Hassleri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 227. Outgoing r'ship
FOUND_INto/from Lobelia Inflata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 228. Outgoing r'ship
FOUND_INto/from Lobelia Langeana (Plant) Rel Props:Reference: - 229. Outgoing r'ship
FOUND_INto/from Lobelia Leschenaultiana (Plant) Rel Props:Reference: - 230. Outgoing r'ship
FOUND_INto/from Lobelia Nicotianaefolia (Plant) Rel Props:Reference: - 231. Outgoing r'ship
FOUND_INto/from Lobelia Nicotianifolia (Plant) Rel Props:Source_db:npass_chem_all - 232. Outgoing r'ship
FOUND_INto/from Lobelia Nicotinaefolia (Plant) Rel Props:Reference: - 233. Outgoing r'ship
FOUND_INto/from Lobelia Pyramidalis (Plant) Rel Props:Reference: - 234. Outgoing r'ship
FOUND_INto/from Lobelia Sinoides (Plant) Rel Props:Reference: - 235. Outgoing r'ship
FOUND_INto/from Lobelia St (Plant) Rel Props:Reference: - 236. Outgoing r'ship
FOUND_INto/from Lobelia Syphilitica (Plant) Rel Props:Reference: - 237. Outgoing r'ship
FOUND_INto/from Matsumurella Chinensis (Plant) Rel Props:Reference: - 238. Outgoing r'ship
FOUND_INto/from Mattiastrum Thomsonii (Plant) Rel Props:Reference: - 239. Outgoing r'ship
FOUND_INto/from Mimusops Laurifolia (Plant) Rel Props:Reference: - 240. Outgoing r'ship
FOUND_INto/from Mosla Chinensis (Plant) Rel Props:Reference: - 241. Outgoing r'ship
FOUND_INto/from Odontosoria Chinensis (Plant) Rel Props:Reference: - 242. Outgoing r'ship
FOUND_INto/from Osbeckia Chinensis (Plant) Rel Props:Reference: - 243. Outgoing r'ship
FOUND_INto/from Paederia Chinensis (Plant) Rel Props:Reference: - 244. Outgoing r'ship
FOUND_INto/from Passiflora Laurifolia (Plant) Rel Props:Reference: - 245. Outgoing r'ship
FOUND_INto/from Persicaria Chinensis (Plant) Rel Props:Reference: - 246. Outgoing r'ship
FOUND_INto/from Petunia Integrifolia (Plant) Rel Props:Reference: - 247. Outgoing r'ship
FOUND_INto/from Piper Thomsonii (Plant) Rel Props:Reference: - 248. Outgoing r'ship
FOUND_INto/from Pistacia Chinensis (Plant) Rel Props:Reference: - 249. Outgoing r'ship
FOUND_INto/from Polygala Chinensis (Plant) Rel Props:Reference: - 250. Outgoing r'ship
FOUND_INto/from Potentilla Chinensis (Plant) Rel Props:Reference: - 251. Outgoing r'ship
FOUND_INto/from Potentilla Reptans (Plant) Rel Props:Reference: - 252. Outgoing r'ship
FOUND_INto/from Pothos Chinensis (Plant) Rel Props:Reference: - 253. Outgoing r'ship
FOUND_INto/from Pueraria Thomsonii (Plant) Rel Props:Reference: - 254. Outgoing r'ship
FOUND_INto/from Pulsatilla Chinensis (Plant) Rel Props:Reference: - 255. Outgoing r'ship
FOUND_INto/from Quercus Laurifolia (Plant) Rel Props:Reference: - 256. Outgoing r'ship
FOUND_INto/from Rhododendron Thomsonii (Plant) Rel Props:Reference: - 257. Outgoing r'ship
FOUND_INto/from Rhus Chinensis (Plant) Rel Props:Reference: - 258. Outgoing r'ship
FOUND_INto/from Rosa Chinensis (Plant) Rel Props:Reference: - 259. Outgoing r'ship
FOUND_INto/from Rubus Adenotrichos (Plant) Rel Props:Reference: - 260. Outgoing r'ship
FOUND_INto/from Rubus Alceifolius (Plant) Rel Props:Reference: - 261. Outgoing r'ship
FOUND_INto/from Rubus Barberi (Plant) Rel Props:Reference: - 262. Outgoing r'ship
FOUND_INto/from Rubus Biflorus (Plant) Rel Props:Reference: - 263. Outgoing r'ship
FOUND_INto/from Rubus Chingii (Plant) Rel Props:Reference: - 264. Outgoing r'ship
FOUND_INto/from Rubus Chroosepalus (Plant) Rel Props:Reference: - 265. Outgoing r'ship
FOUND_INto/from Rubus Coreanus (Plant) Rel Props:Reference: - 266. Outgoing r'ship
FOUND_INto/from Rubus Ellipticus (Plant) Rel Props:Reference: - 267. Outgoing r'ship
FOUND_INto/from Rubus Foliolatus (Plant) Rel Props:Reference: - 268. Outgoing r'ship
FOUND_INto/from Rubus Foliolosus (Plant) Rel Props:Reference: - 269. Outgoing r'ship
FOUND_INto/from Rubus Fruticosus (Plant) Rel Props:Reference: - 270. Outgoing r'ship
FOUND_INto/from Rubus Glaucus (Plant) Rel Props:Reference: - 271. Outgoing r'ship
FOUND_INto/from Rubus Hirsutus (Plant) Rel Props:Reference: - 272. Outgoing r'ship
FOUND_INto/from Rubus Hoffmeisterianus (Plant) Rel Props:Reference: - 273. Outgoing r'ship
FOUND_INto/from Rubus Idaeus (Plant) Rel Props:Reference: - 274. Outgoing r'ship
FOUND_INto/from Rubus Koehneanus (Plant) Rel Props:Reference: - 275. Outgoing r'ship
FOUND_INto/from Rubus Laciniatus (Plant) Rel Props:Reference: - 276. Outgoing r'ship
FOUND_INto/from Rubus Lambertianus (Plant) Rel Props:Reference: - 277. Outgoing r'ship
FOUND_INto/from Rubus Moluccanus (Plant) Rel Props:Reference: - 278. Outgoing r'ship
FOUND_INto/from Rubus Nepalensis (Plant) Rel Props:Reference: - 279. Outgoing r'ship
FOUND_INto/from Rubus Niveus (Plant) Rel Props:Reference: - 280. Outgoing r'ship
FOUND_INto/from Rubus Occidentalis (Plant) Rel Props:Reference: - 281. Outgoing r'ship
FOUND_INto/from Rubus Parkeri (Plant) Rel Props:Reference: - 282. Outgoing r'ship
FOUND_INto/from Rubus Parviforlius (Plant) Rel Props:Reference: - 283. Outgoing r'ship
FOUND_INto/from Rubus Pedunculosus (Plant) Rel Props:Reference: - 284. Outgoing r'ship
FOUND_INto/from Rubus Phoenicolasius (Plant) Rel Props:Reference: - 285. Outgoing r'ship
FOUND_INto/from Rubus Pileatus (Plant) Rel Props:Reference: - 286. Outgoing r'ship
FOUND_INto/from Rubus Plicatus (Plant) Rel Props:Reference: - 287. Outgoing r'ship
FOUND_INto/from Rubus Pungens (Plant) Rel Props:Reference: - 288. Outgoing r'ship
FOUND_INto/from Rubus Rigidus (Plant) Rel Props:Reference: - 289. Outgoing r'ship
FOUND_INto/from Rubus Rosa (Plant) Rel Props:Reference: - 290. Outgoing r'ship
FOUND_INto/from Rubus Rugosus (Plant) Rel Props:Reference: - 291. Outgoing r'ship
FOUND_INto/from Rubus Sanctus (Plant) Rel Props:Reference: - 292. Outgoing r'ship
FOUND_INto/from Rubus Trifidus (Plant) Rel Props:Reference: - 293. Outgoing r'ship
FOUND_INto/from Rubus Ulmifolius (Plant) Rel Props:Reference: - 294. Outgoing r'ship
FOUND_INto/from Rubus Xanthocarpus (Plant) Rel Props:Reference: - 295. Outgoing r'ship
FOUND_INto/from Salacia Chinensis (Plant) Rel Props:Reference: - 296. Outgoing r'ship
FOUND_INto/from Sapindus Laurifolia (Plant) Rel Props:Reference: - 297. Outgoing r'ship
FOUND_INto/from Saururus Chinensis (Plant) Rel Props:Reference: - 298. Outgoing r'ship
FOUND_INto/from Schisandra Chinensis (Plant) Rel Props:Reference: - 299. Outgoing r'ship
FOUND_INto/from Scolopia Chinensis (Plant) Rel Props:Reference: - 300. Outgoing r'ship
FOUND_INto/from Senecio Chinensis (Plant) Rel Props:Reference: - 301. Outgoing r'ship
FOUND_INto/from Silene Inflata (Plant) Rel Props:Reference: - 302. Outgoing r'ship
FOUND_INto/from Simmondsia Chinensis (Plant) Rel Props:Reference: - 303. Outgoing r'ship
FOUND_INto/from Siphonostegia Chinensis (Plant) Rel Props:Reference: - 304. Outgoing r'ship
FOUND_INto/from Solidago Chinensis (Plant) Rel Props:Reference: - 305. Outgoing r'ship
FOUND_INto/from Sphenomeris Chinensis (Plant) Rel Props:Reference: - 306. Outgoing r'ship
FOUND_INto/from Stachys Chinensis (Plant) Rel Props:Reference: - 307. Outgoing r'ship
FOUND_INto/from Stauntonia Chinensis (Plant) Rel Props:Reference: - 308. Outgoing r'ship
FOUND_INto/from Swertia Chinensis (Plant) Rel Props:Reference: - 309. Outgoing r'ship
FOUND_INto/from Swertia Thomsonii (Plant) Rel Props:Reference: - 310. Outgoing r'ship
FOUND_INto/from Symplocos Chinensis (Plant) Rel Props:Reference: - 311. Outgoing r'ship
FOUND_INto/from Tamarix Chinensis (Plant) Rel Props:Reference: - 312. Outgoing r'ship
FOUND_INto/from Taxillus Chinensis (Plant) Rel Props:Reference: - 313. Outgoing r'ship
FOUND_INto/from Taxus Chinensis (Plant) Rel Props:Reference: - 314. Outgoing r'ship
FOUND_INto/from Thermopsis Chinensis (Plant) Rel Props:Reference: - 315. Outgoing r'ship
FOUND_INto/from Thermopsis Inflata (Plant) Rel Props:Reference: - 316. Outgoing r'ship
FOUND_INto/from Thomandersia Laurifolia (Plant) Rel Props:Reference: - 317. Outgoing r'ship
FOUND_INto/from Thunbergia Laurifolia (Plant) Rel Props:Reference: - 318. Outgoing r'ship
FOUND_INto/from Trollius Chinensis (Plant) Rel Props:Reference: - 319. Outgoing r'ship
FOUND_INto/from Tsuga Chinensis (Plant) Rel Props:Reference: - 320. Outgoing r'ship
FOUND_INto/from Tupistra Chinensis (Plant) Rel Props:Reference: - 321. Outgoing r'ship
FOUND_INto/from Wedelia Chinensis (Plant) Rel Props:Reference: