galegine

Also known as isopentenyl guanidine, dimethylallylguanidine, isoamylene guanidine, 2-(3-methylbut-2-enyl)guanidine

Galegine is a toxic chemical compound that has been isolated from Galega officinalis. It has also been found to be the principal cause of the toxicity of poison sedge (Schoenus asperocarpus).

In the Vinony graph

Vinony's link graph records 10 inbound references to galegine, and connects out to chemical compound, digital object identifier and chemical formula.

Vinony files it under Chembox image size set, Guanidine alkaloids and Plant toxins.

Vinony links it to 7 Wikipedia language editions.

Chemical data

Formula: C6H13N3
Molecular weight: 127.19 g/mol
IUPAC name: 2-(3-methylbut-2-enyl)guanidine
SMILES: CC(=CCN=C(N)N)C
InChIKey: UVMLHMAIUVSYOL-UHFFFAOYSA-N
XLogP: 0.3
Polar surface area: 64.4 Å²
H-bond donors: 2
H-bond acceptors: 1
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 127.111

Show 3 more facts

has characteristic: natural product
canonical SMILES: CC(=CCN=C(N)N)C
chemical formula: C₆H₁₃N₃

Sources (2)

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Encyclopedic overview

2 sections

Contents

See also
References

Galegine is a toxic chemical compound that has been isolated from Galega officinalis. It has also been found to be the principal cause of the toxicity of poison sedge (Schoenus asperocarpus).

Galegine was used in the 1920s as a pharmaceutical treatment for diabetes; however, because of its toxicity, its use was soon supplanted by superior alternatives. Research on galegine eventually led to the development of metformin which is used today for treatment of type 2 diabetes.

Excerpted from Wikipedia’s “galegine” article, available under the CC BY-SA 4.0 licence.