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CHEBI:43858 - L-vinylglycine

ChEBI IDCHEBI:43858
ChEBI NameL-vinylglycine
Stars
ASCII NameL-vinylglycine
DefinitionA non-proteinogenic L-α-amino acid with a structure in which a vinyl group is bonded to the α-carbon of glycine.
Last Modified8 May 2017
DownloadsMolfile
FormulaC4H7NO2
Net Charge0
Average Mass101.105
Monoisotopic Mass101.04768
SMILESC=C[C@H](N)C(=O)O
InChIInChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2-3H,1,5H2,(H,6,7)/t3-/m0/s1
InChIKeyRQVLGLPAZTUBKX-VKHMYHEASA-N
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 Role:
EC 4.4.1.14 (1-aminocyclopropane-1-carboxylate synthase) inhibitor  An EC 4.4.1.* (C‒S lyase) inhibitor that interferes with the action of 1-aminocyclopropane-1-carboxylate synthase (EC 4.4.1.14).
ChEBI Ontology
Outgoing Relation(s)
L-vinylglycine (CHEBI:43858) has role EC 4.4.1.14 (1-aminocyclopropane-1-carboxylate synthase) inhibitor (CHEBI:136984)
L-vinylglycine (CHEBI:43858) is a glycine derivative (CHEBI:24373)
L-vinylglycine (CHEBI:43858) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-vinylglycine (CHEBI:43858) is tautomer of L-vinylglycine zwitterion (CHEBI:134467)
Incoming Relation(s)
L-vinylglycine zwitterion (CHEBI:134467) is tautomer of L-vinylglycine (CHEBI:43858)
IUPAC Name 
(2S)-2-aminobut-3-enoic acid
Synonyms  Source
(2S)-2-amino-3-butenoic acidChEBI
VinylglycineDrugBank
Manual XrefsDatabases
LVGPDBeChem
DB03214DrugBank
JP2007295865Patent
EP0529601Patent
Registry NumbersSources
Reaxys:1851376Reaxys
CAS:70982-53-5ChemIDplus
Citations