CHEBI:6332 - (2S,4S)-hypoglycin B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (2S,4S)-hypoglycin B
ChEBI ID CHEBI:6332
ChEBI ASCII Name (2S,4S)-hypoglycin B
Definition An L-glutamyl amino acid that is (2S,4S)-hypoglycin A in which the amino group has been acylated by the γ-carboxy group of L-glutamic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:136295
Supplier Information
Download Molfile XML SDF
Formula C12H18N2O5
Net Charge 0
Average Mass 270.282
Monoisotopic Mass 270.122
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-/m0/s1
InChIKey UYDZYCPIQSRXKU-CIUDSAMLSA-N
SMILES C(=O)([C@@H](N)CCC(=O)N[C@@H](C[C@]1(C(=C)C1)[H])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,4S)-hypoglycin B (CHEBI:6332) has functional parent (2S,4S)-hypoglycin A (CHEBI:6248)
(2S,4S)-hypoglycin B (CHEBI:6332) has role phytotoxin (CHEBI:38231)
(2S,4S)-hypoglycin B (CHEBI:6332) has role plant metabolite (CHEBI:76924)
(2S,4S)-hypoglycin B (CHEBI:6332) is a 5-L-glutamyl amino acid (CHEBI:15857)
(2S,4S)-hypoglycin B (CHEBI:6332) is a cyclopropanes (CHEBI:51454)
(2S,4S)-hypoglycin B (CHEBI:6332) is a olefinic compound (CHEBI:78840)
Incoming hypoglycin B (CHEBI:136292) has part (2S,4S)-hypoglycin B (CHEBI:6332)
IUPAC Name
L-γ-glutamyl-3-[(1S)-2-methylenecyclopropyl]-L-alanine
Synonym Source
L-γ-glutamyl-(2S,4S)-hypoglycin A ChEBI
Manual Xref Database
CPD-9700 MetaCyc
View more database links
Registry Number Type Source
20294329 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19653254 PubMed citation Europe PMC
Last Modified
28 February 2017