CHEBI:29063 - L-mimosine

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ChEBI Name L-mimosine
ChEBI ID CHEBI:29063
ChEBI ASCII Name L-mimosine
Definition An L-α-amino acid that is propionic acid substituted by an amino group at position 2 and a 3-hydroxy-4-oxopyridin-1(4H)-yl group at position 3 (the 2S-stereoisomer). It a non-protein plant amino acid isolated from Mimosa pudica.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:375, CHEBI:11029, CHEBI:18732
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Formula C8H10N2O4
Net Charge 0
Average Mass 198.176
Monoisotopic Mass 198.064
InChI InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)/t5-/m0/s1
InChIKey WZNJWVWKTVETCG-YFKPBYRVSA-N
SMILES C1=C(C(C=CN1C[C@@H](C(O)=O)N)=O)O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 1.14.18.1 (tyrosinase) inhibitor
Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
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ChEBI Ontology
Outgoing L-mimosine (CHEBI:29063) has functional parent propionic acid (CHEBI:30768)
L-mimosine (CHEBI:29063) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
L-mimosine (CHEBI:29063) has role plant metabolite (CHEBI:76924)
L-mimosine (CHEBI:29063) is a 4-pyridones (CHEBI:20485)
L-mimosine (CHEBI:29063) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-mimosine (CHEBI:29063) is conjugate acid of L-mimosine(1−) (CHEBI:58604)
L-mimosine (CHEBI:29063) is tautomer of L-mimosine zwitterion (CHEBI:77689)
Incoming L-mimosine(1−) (CHEBI:58604) is conjugate base of L-mimosine (CHEBI:29063)
L-mimosine zwitterion (CHEBI:77689) is tautomer of L-mimosine (CHEBI:29063)
IUPAC Name
(2S)-2-amino-3-(3-hydroxy-4-oxopyridin-1(4H)-yl)propanoic acid
Synonyms Sources
(S)-2-amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoate ChEBI
(S)-2-Amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoate KEGG COMPOUND
L-Mimosine KEGG COMPOUND
Manual Xrefs Databases
1811 DrugCentral
C00001383 KNApSAcK
C04771 KEGG COMPOUND
HMDB0015188 HMDB
Mimosine Wikipedia
View more database links
Registry Numbers Types Sources
500-44-7 CAS Registry Number KEGG COMPOUND
500-44-7 CAS Registry Number ChemIDplus
86165 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12797899 PubMed citation Europe PMC
15938198 PubMed citation Europe PMC
Last Modified
22 February 2017