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Alkaloids

Lobeline

Also known as (-)-Lobeline, Inflatine, alpha-Lobeline

CAS 90-69-7Formula C22H27NO2Molar mass 337.46 g/molEC 202-012-3
GHS signal word: Danger. Pictograms: Acute toxicity (severe) 5 suppliers listed
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Lobeline chemical structure, C22H27NO2, CAS 90-69-7
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
90-69-7
Formula
C22H27NO2
Molar mass
337.46 g/mol
EC number
202-012-3
HS code
293979
Category
Alkaloids

What is Lobeline?

Plain description, key identifiers and synonyms

(-)-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.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone
CAS number
90-69-7 CAS number cross-checked
EC number
202-012-3
Molecular formula
C22H27NO2
UNII
D0P25S3P81
InChIKey
MXYUKLILVYORSK-HBMCJLEFSA-N
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
Canonical SMILES
CN1C(CC(=O)c2ccccc2)CCCC1CC(O)c1ccccc1
Isomeric SMILES
CN1[C@@H](CCC[C@@H]1CC(=O)C2=CC=CC=C2)C[C@@H](C3=CC=CC=C3)O

Synonyms

  • (-)-Lobeline
  • Inflatine
  • alpha-Lobeline
  • Lobnico
  • Lobelinum
  • Lobelin
  • Lobelina
  • 8,10-Diphenyllobelionol
  • 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone
  • 2-(6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenylethanone
  • 2-(6-(beta-Hydroxyphenethyl)-1-methyl-2-piperidyl)acetophenone
  • 2-{(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone
  • 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
  • Lobeline (INN)
  • 2-((2R,6S)-6-((S)-2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethan-1-one
  • Lobeline alpha (-)
  • 5-21-12-00627 (Beilstein Handbook Reference)
  • Sdccgsbi-0050676.p002
  • 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-

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
337.46 g/molcalc.
Exact mass
337.2042 Dacalc.
LogP (octanol/water)
4.24calc.
Topological polar surface area
40.54 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
6calc.
Heavy atoms
25calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.41calc.
Formal charge
0calc.
Stereocentres
3calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C(CC1CCCC(CCc2ccccc2)N1)c1ccccc1

O=C(CC1CCCC(CCc2ccccc2)N1)c1ccccc1

3 rings, 23 atoms.

9 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)

Hazard statements

  • H301 + H311 + H331Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled.
  • H301Toxic if swallowed.
  • H311Toxic in contact with skin.
  • H331Toxic if inhaled.
Precautionary statements (16)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P262Do not get in eyes, on skin, or on clothing.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P316Get emergency medical help immediately.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Lobeline suppliers

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Where suppliers are based

5 suppliers in 3 countries

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Lobeline price

Indicative price range per kg from live supplier offers

No published prices right now

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Uses and applications

What the substance is used for, by industry and function

Use classes: Pharmaceuticals.

Pharmacological actions

  • Ganglionic Stimulants
  • Nicotinic Agonists
  • Respiratory System Agents

Roles

  • cholinergic agonist
  • cholinergic drug
  • neurotransmitter agent
  • nicotinic acetylcholine receptor agonist
  • pharmaceutical

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • EU Cosmetics Regulation Annex II, prohibited in cosmetics
    Name: Lobeline (INN) and its salts, Ref no: 219, Annex ref: II/219

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Lobeline is traded under.

HS 2939.79Indicative HS code

Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhere…

World exports in 2024
$701M
+18.9% vs 2023, imports $830M
2019 to 2024
Top exporters
  1. Switzerland * partner reported25.3%
  2. Germany21.4%
  3. India * partner reported14.9%
Top importers
  1. United States20.9%
  2. Germany14.7%
  3. Italy14.6%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Lobeline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Lobeline, based on the data on this page

What is Lobeline?

(-)-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.

What is the CAS number of Lobeline?

The CAS registry number of Lobeline is 90-69-7.

What is the molecular formula and weight of Lobeline?

The molecular formula of Lobeline is C22H27NO2 and its molar mass is 337.46 g/mol.

What is Lobeline used for?

Use classes: Pharmaceuticals.

Is Lobeline hazardous?

Lobeline carries the GHS signal word "Danger". Main hazards: toxic if swallowed. toxic in contact with skin. toxic if inhaled, toxic if swallowed, toxic in contact with skin. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Lobeline?

Lobeline is usually classified under HS code 293979 (Alkaloids, natural or reproduced by synthesis, and their salts, ethers, esters and other…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Lobeline?

CompoundList lists 5 suppliers of Lobeline in China, United States and Hong Kong. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Lobeline?

Suppliers quote Lobeline on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Lobeline

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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