strychnine

Also known as sanaseed, strychnin

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Chemical data

Formula: C21H22N2O2
Molecular weight: 334.4 g/mol
IUPAC name: (4aR,5aS,8aR,13aS,15aS,15bR)-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
SMILES: C1CN2CC3=CCO[C@H]4CC(=O)N5[C@H]6[C@H]4[C@H]3C[C@H]2[C@@]61C7=CC=CC=C75
InChIKey: QMGVPVSNSZLJIA-FVWCLLPLSA-N
XLogP: 1.9
Polar surface area: 32.8 Å²
H-bond donors: 0
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

6,836 papers

Strychnine poisoning.ReviewPediatric emergency care · 1999Flood RG
Biosynthesis of strychnine.Nature · 2022Hong B, Grzech D, Caputi L et al.DOI: 10.1038/s41586-022-04950-4
Strychnine poisoning.The Journal of the Association of Physicians of India · 2003Santhosh GJ, Joseph W, Thomas M
Anti-Strychnine Immunoconjugate Reduces the Effects of Strychnine-Induced Toxicity in Mice.ACS chemical neuroscience · 2023Baehr C, Kassick AJ, Vigliaturo J et al.DOI: 10.1021/acschemneuro.2c00797
From Decades to Minutes: Steps Toward the Structure of Strychnine 1910-1948 and the Application of Today's Technology.ReviewAngewandte Chemie (International ed. in English) · 2020Seeman JI, Tantillo DJDOI: 10.1002/anie.201916566
Acute strychnine intoxication.Clinical toxicology · 1970Teitelbaum DT, Ott JEDOI: 10.3109/15563657008990475
Strychnine-containing tonics.British medical journal · 1973Jackson G, Diggle GDOI: 10.1136/bmj.2.5859.176-b
Strychnine.Journal of the Chemical Society · 1946CLEMO GR, RAPER R

via PubMed

Wikidata facts

Mass: 334.168

Show 11 more facts

Commons category: Strychnine
NIOSH Pocket Guide ID: 0570
density: 1.36
chemical formula: C₂₁H₂₂N₂O₂
immediately dangerous to life or health: 3
melting point: 514
solubility: 0.02
time-weighted average exposure limit: 0.15
canonical SMILES: C1CN2CC3=CCOC4CC(=O)N5C6C4C3CC2C61C7=CC=CC=C75
isomeric SMILES: C1CN2CC3=CCO[C@H]4CC(=O)N5[C@H]6[C@H]4[C@H]3C[C@H]2[C@@]61C7=CC=CC=C75
pKa: 8.26

Sources (6)

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~19 min read

Article

18 sections

Contents

Biosynthesis
Chemical synthesis
Mechanism of action
Toxicity
Animal toxicity
Human toxicity
Treatment
Activated charcoal
Other treatments
Pharmacokinetics
Absorption
Distribution
Metabolism
Excretion
History
Usage as a drug
See also
References

Strychnine (, , US chiefly ) is a highly toxic, colorless, bitter, crystalline alkaloid used as a pesticide, particularly for killing small vertebrates such as birds and rodents. Strychnine, when inhaled, swallowed, or absorbed through the eyes or mouth, causes poisoning which results in muscular convulsions and eventually death through asphyxia. While it is no longer used medicinally, it was used historically in small doses to strengthen muscle contractions, such as a heart and bowel stimulant and performance-enhancing drug. The most common source is from the seeds of the Strychnos nux-vomica tree.

== Biosynthesis == class=skin-invert-image|left|350px|Strychnine biosynthesis