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CHEBI:136270 - 2-amino-3-(2-methylenecyclopropyl)propanoic acid

ChEBI IDCHEBI:136270
ChEBI Name2-amino-3-(2-methylenecyclopropyl)propanoic acid
Stars
DefinitionA non-proteinogenic α-amino acid that is alanine in which one of the methyl hydrogens has been replaced by a 2-methylenecyclopropyl group. The phytotoxin known as hypoglycin A is a mixture of the diastereoisomers that have L configuration at the amino-bearing carbon.
Last Modified28 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC7H11NO2
Net Charge0
Average Mass141.170
Monoisotopic Mass141.07898
SMILESC=C1CC1CC(N)C(=O)O
InChIInChI=1S/C7H11NO2/c1-4-2-5(4)3-6(8)7(9)10/h5-6H,1-3,8H2,(H,9,10)
InChIKeyOOJZCXFXPZGUBJ-UHFFFAOYSA-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).
ChEBI Ontology
Outgoing Relation(s)
2-amino-3-(2-methylenecyclopropyl)propanoic acid (CHEBI:136270) is a cyclopropanes (CHEBI:51454)
2-amino-3-(2-methylenecyclopropyl)propanoic acid (CHEBI:136270) is a non-proteinogenic α-amino acid (CHEBI:83925)
2-amino-3-(2-methylenecyclopropyl)propanoic acid (CHEBI:136270) is a olefinic compound (CHEBI:78840)
Incoming Relation(s)
(2S,4R)-hypoglycin A (CHEBI:134620) is a 2-amino-3-(2-methylenecyclopropyl)propanoic acid (CHEBI:136270)
(2S,4S)-hypoglycin A (CHEBI:6248) is a 2-amino-3-(2-methylenecyclopropyl)propanoic acid (CHEBI:136270)
IUPAC Name 
3-(2-methylenecyclopropyl)alanine
Synonyms  Source
2-amino-3-(2-methylenecyclopropyl)propionic acidChEBI
2-amino-3-(2-methylenecyclopropyl)propanoic acidIUPAC
Manual XrefsDatabases
CPD-9699MetaCyc