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Hypoglycin B

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Hypoglycin B
Hypoglycin B
Names
IUPAC name γ-Glutamyl-3-alanine
Systematic IUPAC name (2S)-5-({(1S)-1-Carboxy-2-ethyl}amino)-5-oxopentanoic acid
Other names L-γ-Glutamyl-L-hypoglycin; L-γ-Glutamyl-3--L-alanine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
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/s1Key: UYDZYCPIQSRXKU-CIUDSAMLSA-N
  • InChI=1/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/s1Key: UYDZYCPIQSRXKU-CIUDSAMLBD
SMILES
  • O=C(N(C(=O)O)C1C(=C)C1)CC(C(=O)O)N
Properties
Chemical formula C12H18N2O5
Molar mass 270.285 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Hypoglycin B is a naturally occurring organic compound in the species Blighia sapida. It is particularly concentrated in the fruit of the plant especially in the seeds. Hypoglycin B is toxic if ingested and is one of the causative agents of Jamaican vomiting sickness. It is a dipeptide of glutamic acid and hypoglycin A.

References

  1. "Ackee Fruit Toxicity". Medscape. 28 March 2022.


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