Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:43858 -
L
-vinylglycine
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
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.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
more structures >>
Molfile
expand
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 (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
EC 4.4.1.14 (1-aminocyclopropane-1-carboxylate synthase) inhibitor
An EC 4.4.1.* (
C
1
S
lyase) inhibitor that interferes with the action of 1-aminocyclopropane-1-carboxylate synthase (EC 4.4.1.14).
View more via ChEBI Ontology
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
(2
S
)-2-aminobut-3-enoic acid
Synonyms
Sources
(2
S
)-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
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