CHEBI:43858 - L-vinylglycine

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ChEBI Name L-vinylglycine
ChEBI ID CHEBI:43858
ChEBI ASCII Name L-vinylglycine
Definition A non-proteinogenic L-α-amino acid with a structure in which a vinyl group is bonded to the α-carbon of glycine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C4H7NO2
Net Charge 0
Average Mass 101.104
Monoisotopic Mass 101.04768
InChI InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2-3H,1,5H2,(H,6,7)/t3-/m0/s1
InChIKey RQVLGLPAZTUBKX-VKHMYHEASA-N
SMILES [C@@H](C(=O)O)(C=C)N
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 4.4.1.14 (1-aminocyclopropane-1-carboxylate synthase) inhibitor
An EC 4.4.1.* (C1S lyase) inhibitor that interferes with the action of 1-aminocyclopropane-1-carboxylate synthase (EC 4.4.1.14).
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ChEBI Ontology
Outgoing 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 L-vinylglycine zwitterion (CHEBI:134467) is tautomer of L-vinylglycine (CHEBI:43858)
IUPAC Name
(2S)-2-aminobut-3-enoic acid
Synonyms Sources
(2S)-2-amino-3-butenoic acid ChEBI
Vinylglycine DrugBank
Manual Xrefs Databases
DB03214 DrugBank
EP0529601 Patent
JP2007295865 Patent
LVG PDBeChem
View more database links
Registry Numbers Types Sources
1851376 Reaxys Registry Number Reaxys
70982-53-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10704193 PubMed citation Europe PMC
15848188 PubMed citation Europe PMC
16667107 PubMed citation Europe PMC
20108010 PubMed citation Europe PMC
373802 PubMed citation Europe PMC
4212379 PubMed citation Europe PMC
Last Modified
08 May 2017