Fungerin

Fungerin is an antifungal alkaloid with the molecular formula C₁₃H₁₈N₂O₂ which is produced by Fusarium species.^[1][2][3]

Fungerin

Names
IUPAC name Methyl (E)-3-[1-methyl-5-(3-methylbut-2-enyl)imidazol-4-yl]prop-2-enoate
Other names Fungerin Methyl (2E)-3-[1-methyl-5-(3-methyl-2-buten-1-yl)-1H-imidazol-4-yl]acrylate
Identifiers
CAS Number	185681-81-6 Y
3D model (JSmol)	Interactive image
ChemSpider	8258312
PubChem CID	10082774
InChI InChI=1S/C13H18N2O2/c1-10(2)5-7-12-11(14-9-15(12)3)6-8-13(16)17-4/h5-6,8-9H,7H2,1-4H3/b8-6+ Key: LLJZWVUHEIKSRC-SOFGYWHQSA-N
SMILES CC(=CCC1=C(N=CN1C)/C=C/C(=O)OC)C
Properties
Chemical formula	C13H18N2O2
Molar mass	234.299 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

References

1. Kato, Yumiko; Koshino, Hiroyuki; Uzawa, Jun; Anzai, Kentaro (January 1996). "Fungerin, a New Antifungal Alkaloid from Fusarium sp". Bioscience, Biotechnology, and Biochemistry. 60 (12): 2081–2083. doi:10.1271/bbb.60.2081.
2. Bycroft, Barrie W.; Payne, David J. (9 August 2013). Dictionary of Antibiotics and Related Substances: with CD-ROM, Second Edition. CRC Press. p. 850. ISBN 978-1-4822-8215-3.
3. Webb, Graham A. (7 October 2005). Annual Reports on NMR Spectroscopy. Elsevier. p. 40. ISBN 978-0-12-505455-3.

Further reading

• Benhida, Rachid; Lezama, Ruth; Fourrey, Jean-Louis (13 August 1998). "First total synthesis of fungerin an antifungal alkaloid from Fusarium sp". Tetrahedron Letters. 39 (33): 5963–5964. doi:10.1016/S0040-4039(98)01203-9. ISSN 0040-4039.
• Uchida, Ryuji; Imasato, Rie; Yamaguchi, Yuichi; Masuma, Rokuro; Shiomi, Kazuro; Tomoda, Hiroshi; Ōmura, Satoshi (December 2005). "New Insecticidal Antibiotics, Hydroxyfungerins A and B, Produced by Metarhizium sp. FKI-1079". The Journal of Antibiotics. 58 (12): 804–809. doi:10.1038/ja.2005.107.