Agglomerin

Agglomerin A
Names
Preferred IUPAC name
3-Decanoyl-4-hydroxy-5-methylidenefuran-2(5H)-one
Other names
3-[(Z)-1-hydroxydecylidene]-5-methylenetetrahydrofuran-2,4-dione
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C15H22O4/c1-3-4-5-6-7-8-9-10-12(16)13-14(17)11(2)19-15(13)18/h17H,2-10H2,1H3
    Key: YFNGFFUIVKWQHE-UHFFFAOYSA-N
  • O=C(C1=C(O)C(OC1=O)=C)CCCCCCCCC
Properties
C15H22O4
Molar mass 266.34 g/mol
Appearance Colorless crystalline powders (Na salt)
Melting point 113-115 (A), 85-88 (B), 125-128 (C), 103-106 (D)
Insoluble (Na salt)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Agglomerins are bacterial natural products, identified as metabolites of Pantoea agglomerans which was isolated in 1989 from river water in Kobe, Japan. They belong to the class of tetronate antibiotics, which include tetronomycin, tetronasin, and abyssomicin C. The members of the agglomerins differ only in the composition of the acyl chain attached to the tetronate ring. They possess antibiotic activity against anaerobic bacteria and weak activity against aerobic bacteria in vitro. The structures were solved in 1990. Agglomerin A is the major component (38%), followed by agglomerin B (30%), agglomerin C (24%), and agglomerin D (8%).