CHEBI:136293 - (2S,4R)-hypoglycin B

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ChEBI Name (2S,4R)-hypoglycin B
ChEBI ID CHEBI:136293
ChEBI ASCII Name (2S,4R)-hypoglycin B
Definition A 5-L-glutamyl amino acid resulting from the formal condensation of the amino group of (2S,4R)-hypoglycin A with the γ-carboxy group of L-glutamic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C12H18N2O5
Net Charge 0
Average Mass 270.282
Monoisotopic Mass 270.12157
InChI InChI=1S/C12H18N2O5/c1-6-4-7(6)5-9(12(18)19)14-10(15)3-2-8(13)11(16)17/h7-9H,1-5,13H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8+,9+/m1/s1
InChIKey UYDZYCPIQSRXKU-VGMNWLOBSA-N
SMILES C(=O)([C@@H](N)CCC(=O)N[C@@H](C[C@@H]1C(=C)C1)C(O)=O)O
Metabolite of Species Details
Blighia sapida (NCBI:txid259381) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): phytotoxin
Any toxin produced by a plant.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (2S,4R)-hypoglycin B (CHEBI:136293) has functional parent (2S,4R)-hypoglycin A (CHEBI:134620)
(2S,4R)-hypoglycin B (CHEBI:136293) has role phytotoxin (CHEBI:38231)
(2S,4R)-hypoglycin B (CHEBI:136293) has role plant metabolite (CHEBI:76924)
(2S,4R)-hypoglycin B (CHEBI:136293) is a 5-L-glutamyl amino acid (CHEBI:15857)
(2S,4R)-hypoglycin B (CHEBI:136293) is a cyclopropanes (CHEBI:51454)
(2S,4R)-hypoglycin B (CHEBI:136293) is a olefinic compound (CHEBI:78840)
Incoming hypoglycin B (CHEBI:136292) has part (2S,4R)-hypoglycin B (CHEBI:136293)
IUPAC Name
L-γ-glutamyl-3-[(1R)-2-methylenecyclopropyl]-L-alanine
Registry Number Type Source
20294330 Reaxys Registry Number Reaxys
Last Modified
28 February 2017