L-mimosine (CHEBI:29063)

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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

Average Mass

198.178

Monoisotopic Mass

198.06406

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.

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

Last Modified

25 November 2019