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

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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

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-/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.

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

Registry Number	Type	Source
20294329	Reaxys Registry Number	Reaxys

Citation	Type	Source
19653254	PubMed citation	Europe PMC

Last Modified

28 February 2017