CHEBI:29063 - L-mimosine

ChEBI IDCHEBI:29063
ChEBI NameL-mimosine
Stars
ASCII NameL-mimosine
DefinitionAn 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.
Secondary ChEBI IDsCHEBI:375, CHEBI:11029, CHEBI:18732
Last Modified25 November 2019
DownloadsMolfile
FormulaC8H10N2O4
Net Charge0
Average Mass198.178
Monoisotopic Mass198.06406
SMILESN[C@@H](Cn1ccc(=O)c(O)c1)C(=O)O
InChIInChI=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
InChIKeyWZNJWVWKTVETCG-YFKPBYRVSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
L-MimosineKEGG COMPOUND
(S)-2-amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoateChEBI
(S)-2-Amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoateKEGG COMPOUND
Manual XrefsDatabases
C04771KEGG COMPOUND
C04771KEGG COMPOUND
HMDB0015188HMDB
MimosineWikipedia
C00001383KNApSAcK
1811DrugCentral
MMSPDBeChem
Registry NumbersSources
Reaxys:86165Reaxys
CAS:500-44-7KEGG COMPOUND
CAS:500-44-7ChemIDplus
Citations