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Chemical substance record

Cytisine

485-35-8C11H14N2O190.246 g/mol

An organic heterotricyclic compound that is the toxic principle in Laburnum seeds and is found in many members of the Fabaceae (legume, pea or bean) family. An acetylcholine agonist, it is widely used throughout Eastern Europe as an aid to giving up smoking. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number485-35-8ChEBI ↗
Molecular formulaC11H14N2OChEBI ↗
Molar mass190.246 g/molChEBI ↗
Monoisotopic mass190.11061 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:4055ChEBI ↗

Cross-source molecular data

PubChem
Molar mass190.24 g/molPubChem ↗
Exact mass190.110613074 DaPubChem ↗
Computed XLogP0.2PubChem ↗
Topological polar surface area (Ų)32.3PubChem ↗
H-bond donors1PubChem ↗
H-bond acceptors2PubChem ↗
Rotatable bonds0PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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cytisine
(1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one
ANJTVLIZGCUXLD-DTWKUNHWSA-N
O=c1cccc2n1C[C@@H]1CNC[C@H]2C1
InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1

Names & synonyms

(1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

Roles recorded in ChEBI

phytotoxinnicotinic acetylcholine receptor agonistplant metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00525635 mol

Uses 190.246 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 11 atoms
69.45%
N
Nitrogen · 2 atoms
14.73%
O
Oxygen · 1 atom
8.41%
H
Hydrogen · 14 atoms
7.42%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations
Placebo-controlled trial of cytisine for smoking cessation. ↗The New England journal of medicine · 2011 Sep 29 · PMID 21991893

Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:4055

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 10235 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.