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Lobeline information


Lobeline
Clinical data
AHFS/Drugs.comInternational Drug Names
ATCvet code
  • QV04CV01 (WHO)
Identifiers
IUPAC name
  • 2-((2R,6S)-6-((S)-2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone
CAS Number
  • 90-69-7 ☒N
PubChem CID
  • 101616
ChemSpider
  • 91814 ☒N
UNII
  • D0P25S3P81
KEGG
  • D02364 checkY
ChEMBL
  • ChEMBL2103769 ☒N
CompTox Dashboard (EPA)
  • DTXSID3023219 Edit this at Wikidata
ECHA InfoCard100.001.830 Edit this at Wikidata
Chemical and physical data
FormulaC22H27NO2
Molar mass337.463 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point130 to 131 °C (266 to 268 °F)
SMILES
  • O=C(C[C@@H]1N([C@@H](CCC1)C[C@@H](C2=CC=CC=C2)O)C)C3=CC=CC=C3
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 ☒N
  • Key:MXYUKLILVYORSK-HBMCJLEFSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

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.

and 27 Related for: Lobeline information

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Lobeline

Last Update:

Lobeline is a piperidine alkaloid found in a variety of plants, particularly those in the genus Lobelia, including Indian tobacco (Lobelia inflata), Devil's...

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Lobelia inflata

Last Update:

including lobeline, norlobelanine, lobelanidine, and radicamine, among other compounds, such as flavonoids, terpenes, alkynes, and coumarins. Lobeline concentration...

Word Count : 520

Lobelia

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considered poisonous, with some containing the toxic principle lobeline. Because of lobeline's similarity to nicotine, the internal use of lobelia may be...

Word Count : 1259

Nicotinic agonist

Last Update:

acetylcholine (the endogenous agonist of nAChRs), choline, epibatidine, lobeline, varenicline and cytisine. Nicotine has been known for centuries for its...

Word Count : 4257

Lobelia tupa

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treat nicotine addiction because it contains the nicotine-related alkaloid Lobeline (a mixed agonist–antagonist at nicotinic acetylcholine receptors). The...

Word Count : 248

Hippobroma

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its concentrations of two pyridine alkaloids: lobeline and nicotine. The effects of nicotine and lobeline are quite similar, with psychoactive effects...

Word Count : 224

Lobelia chinensis

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the Food and Drug Administration has banned the use of herbs containing lobeline due to its ineffectiveness. Lobelia chinensis contains 6,7-dimethoxycoumarin...

Word Count : 435

Cocaine

Last Update:

Deutetrabenazine Dihydrotetrabenazine Efavirenz GBR-12935 GZ-793A Ibogaine Ketanserin Lobeline Methoxytetrabenazine Reserpine Rose bengal Tetrabenazine Valbenazine Vanoxerine...

Word Count : 17673

Piperidine

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solenopsin, the nicotine analog anabasine of tree tobacco (Nicotiana glauca), lobeline of Indian tobacco, and the toxic alkaloid coniine from poison hemlock,...

Word Count : 1468

Piperidine alkaloids

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the lobelia alkaloids (e.g. lobeline), the conium alkaloids (such as coniine) and the pinus alkaloids. Piperine Lobeline (S)-Coniine Sedamin Solenopsin...

Word Count : 104

Lobelia cardinalis

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number of naturally-occurring, toxic alkaloids, including lobelanine and lobeline, thus rendering the species potentially harmful if ingested. Various negative...

Word Count : 984

Ketamine

Last Update:

EVP-6124 Galantamine GTS-21 Ispronicline Ivermectin JNJ-39393406 Levamisole Lobeline MEM-63,908 (RG-3487) Morantel Nicotine (tobacco) NS-1738 PHA-543,613 PHA-709...

Word Count : 11403

Fentanyl

Last Update:

Eptazocine Gemazocine Ginsenoside R Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 LY-2196044 Methocinnamox Methylnaltrexone Methylsamidorphan chloride...

Word Count : 16045

Lobelanidine

Last Update:

Lobelanidine is a chemical analog of lobeline. Chênevert R, Morin P (2009). "Synthesis of (−)-lobeline via enzymatic desymmetrization of lobelanidine"...

Word Count : 40

Chlorphenamine

Last Update:

Deutetrabenazine Dihydrotetrabenazine Efavirenz GBR-12935 GZ-793A Ibogaine Ketanserin Lobeline Methoxytetrabenazine Reserpine Rose bengal Tetrabenazine Valbenazine Vanoxerine...

Word Count : 1711

Cannabidiol

Last Update:

Eptazocine Gemazocine Ginsenoside R Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 LY-2196044 Methocinnamox Methylnaltrexone Methylsamidorphan chloride...

Word Count : 11150

Heroin

Last Update:

Eptazocine Gemazocine Ginsenoside R Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 LY-2196044 Methocinnamox Methylnaltrexone Methylsamidorphan chloride...

Word Count : 11931

Opium

Last Update:

Eptazocine Gemazocine Ginsenoside R Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 LY-2196044 Methocinnamox Methylnaltrexone Methylsamidorphan chloride...

Word Count : 15380

Morphine

Last Update:

Eptazocine Gemazocine Ginsenoside R Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 LY-2196044 Methocinnamox Methylnaltrexone Methylsamidorphan chloride...

Word Count : 13643

Methadone

Last Update:

Deutetrabenazine Dihydrotetrabenazine Efavirenz GBR-12935 GZ-793A Ibogaine Ketanserin Lobeline Methoxytetrabenazine Reserpine Rose bengal Tetrabenazine Valbenazine Vanoxerine...

Word Count : 7673

Acetylcholine

Last Update:

EVP-6124 Galantamine GTS-21 Ispronicline Ivermectin JNJ-39393406 Levamisole Lobeline MEM-63,908 (RG-3487) Morantel Nicotine (tobacco) NS-1738 PHA-543,613 PHA-709...

Word Count : 4232

Loperamide

Last Update:

Eptazocine Gemazocine Ginsenoside R Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 LY-2196044 Methocinnamox Methylnaltrexone Methylsamidorphan chloride...

Word Count : 4053

Alkaloid

Last Update:

Piperidine derivatives Lysine → cadaverine → Δ1-piperideine Sedamine, lobeline, anaferine, piperine Octanoic acid → coniceine → coniine Coniine, coniceine...

Word Count : 5401

Mitragyna speciosa

Last Update:

Eptazocine Gemazocine Ginsenoside R Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 LY-2196044 Methocinnamox Methylnaltrexone Methylsamidorphan chloride...

Word Count : 8924

Paroxetine

Last Update:

Deutetrabenazine Dihydrotetrabenazine Efavirenz GBR-12935 GZ-793A Ibogaine Ketanserin Lobeline Methoxytetrabenazine Reserpine Rose bengal Tetrabenazine Valbenazine Vanoxerine...

Word Count : 7120

Oxycodone

Last Update:

Eptazocine Gemazocine Ginsenoside R Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 LY-2196044 Methocinnamox Methylnaltrexone Methylsamidorphan chloride...

Word Count : 11503

Atomoxetine

Last Update:

Deutetrabenazine Dihydrotetrabenazine Efavirenz GBR-12935 GZ-793A Ibogaine Ketanserin Lobeline Methoxytetrabenazine Reserpine Rose bengal Tetrabenazine Valbenazine Vanoxerine...

Word Count : 5911

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