Methylenomycin A

Methylenomycin A
Names
Preferred IUPAC name
(1S,2R,5S)-1,5-Dimethyl-3-methylidene-4-oxo-6-oxabicyclo[3.1.0]hexane-2-carboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C9H10O4/c1-4-5(7(11)12)8(2)9(3,13-8)6(4)10/h5H,1H2,2-3H3,(H,11,12)/t5-,8-,9+/m0/s1 Y
    Key: HBECYYFDLZZMPL-WLGLDCGKSA-N Y
  • InChI=1/C9H10O4/c1-4-5(7(11)12)8(2)9(3,13-8)6(4)10/h5H,1H2,2-3H3,(H,11,12)/t5-,8-,9+/m0/s1
    Key: HBECYYFDLZZMPL-WLGLDCGKBO
  • O=C1C(=C)[C@@H](C(=O)O)[C@@]2(O[C@]12C)C
Properties
C9H10O4
Molar mass 182.175 g·mol−1
Boiling point 341.2 °C (646.2 °F; 614.3 K)
Hazards
Flash point 141.2 °C (286.2 °F; 414.3 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Methylenomycin A is a cyclopentanone derived antibiotic produced by Streptomyces coelicolor A3(2) that is effective against both Gram-negative and Gram-positive bacteria. The last step of its biosynthesis is epoxidation of the alkene of methylenomycin C.

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