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Antibiotic
Methylenomycin A
Другие языки:

Methylenomycin A

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Methylenomycin A
Structural formula of methylenomycin A
Ball-and-stick model of the methylenomycin A molecule
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
PubChem CID
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 checkY
    Key: HBECYYFDLZZMPL-WLGLDCGKSA-N checkY
  • 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 182.19 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).
checkY verify (what is checkY☒N ?)

Methylenomycin A is a cyclopentanone derived antibiotic produced by Streptomyces coelicolor A3(2) that is effective against both Gram-negative and Gram-positive bacteria. Methylenomycins are naturally produced in two variants: A and B.

See also



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