Structure via PubChem · Public domain (PubChem)
mimosine
Sign in to saveAlso known as Leucenine, Leucaenine, Leucaenol, (S)-2-Amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoate, Mimosin, L-Mimosine, Leucenol
Mimosine or leucenol is a toxic non-protein amino acid chemically similar to tyrosine. It occurs in some Mimosa spp. (including M. pudica) and all members of the closely related genus Leucaena.
Chemical data
- Formula
- C8H10N2O4
- Molecular weight
- 198.18 g/mol
- IUPAC name
- (2S)-2-amino-3-(3-hydroxy-4-oxo-1-pyridinyl)propanoic acid
- SMILES
- C1=CN(C=C(C1=O)O)C[C@@H](C(=O)O)N
- InChIKey
- WZNJWVWKTVETCG-YFKPBYRVSA-N
- XLogP
- -3.5
- Polar surface area
- 104 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
588 papers- The Chemistry and Biological Activities of Mimosine: A Review.Phytotherapy research : PTR · 2016
- Potential immunomodulatory response associated with L-mimosine in male Wistar rats.Toxicon : official journal of the International Society on Toxinology · 2023
- Mimosine functionalized gold nanoparticles (Mimo-AuNPs) suppress β-amyloid aggregation and neuronal toxicity.Bioactive materials · 2021
- Mimosine accumulation in Leucaena leucocephala in response to stress signaling molecules and acute UV exposure.Plant physiology and biochemistry : PPB · 2019
- Isolation and characterization of mimosine degrading enzyme from Arthrobacter sp. Ryudai-S1.World journal of microbiology & biotechnology · 2022
via PubMed
Wikidata facts
- Subclass of
- alkaloid
- Mass
- 198.064057
- Has use
- medication
Show 5 more facts
- found in taxon
- Mimosa pudica
- chemical formula
- C₈H₁₀N₂O₄
- canonical SMILES
- C1=CN(C=C(C1=O)O)CC(C(=O)O)N
- isomeric SMILES
- C1=CN(C=C(C1=O)O)C[C@@H](C(=O)O)N
- Commons category
- Mimosine
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Properties
- Biological effects
- See also
- References
Mimosine or leucenol is a toxic non-protein amino acid chemically similar to tyrosine. It occurs in some Mimosa spp. (including M. pudica) and all members of the closely related genus Leucaena.
This compound, also known as leucenol, was first isolated from the seeds of Leucaena glauca Benth., and was later investigated by Adams and coworkers.
Excerpted from Wikipedia’s “mimosine” article, available under the CC BY-SA 4.0 licence.