Gregatin B

Gregatin B
Names
IUPAC name
Methyl (5R)-5-[(1E,3E)-hexa-1,3-dienyl]-2,5-dimethyl-4-oxofuran-3-carboxylate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C14H18O4/c1-5-6-7-8-9-14(3)12(15)11(10(2)18-14)13(16)17-4/h6-9H,5H2,1-4H3/b7-6+,9-8+/t14-/m1/s1
    Key: BNZPIQOOHVBONM-PAMVGZKNSA-N
  • CC/C=C/C=C/[C@@]1(C(=O)C(=C(O1)C)C(=O)OC)C
Properties
C14H18O4
Molar mass 250.294 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Gregatin B is a metabolite of the fungi Cephalosporium gregatum and Aspergillus panamensis with the molecular formula C14H18O4 Gregatin B is a weak antibiotic. Gregatin B was discovered in 1982 and has been the subject of total synthesis.

References

  1. ↑ "Gregatin B". Pubchem.ncbi.NLM.nih.gov. Archived from the original on March 14, 2022.
  2. ↑ Durbin, R. (2 December 2012). Toxins in Plant Disease. Elsevier. p. 410. ISBN 978-0-323-14704-0.
  3. 1 2 3 Buckingham, John (1987). Dictionary of Organic Compounds. Taylor & Francis. p. 367. ISBN 978-0-412-17050-8.
  4. ↑ Bycroft, Barrie W.; Payne, David J. (9 August 2013). Dictionary of Antibiotics and Related Substances: with CD-ROM, Second Edition. CRC Press. p. 892. ISBN 978-1-4822-8215-3.
  5. ↑ "Gregatin B | Chemical Substance Information | J-GLOBAL". Jglobal.JST.go.jp.
  6. ↑ Kusakabe, Taichi; Kawai, Yasuko; Kato, Keisuke (4 October 2013). "Total Synthesis of (+)-Gregatin B and E". Organic Letters. 15 (19): 5102–5105. doi:10.1021/ol402472q. PMID 24066736.

Further reading