Xantocillin

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Xantocillin
Xantocillin.svg
Xantocillin-from-xtal-3D-balls.png
Xantocillin-from-xtal-3D-vdW.png
Names
IUPAC name
4,4′-[(1Z,3Z)-2,3-Diisocyanobuta-1,3-diene-1,4-diyl]diphenol
Other names
Xanthocillin X, Ophthocillin
Identifiers
580-74-5
ChEMBL ChEMBL1977264
ChemSpider 21106491
Jmol-3D images Image
PubChem 5378293
UNII EX637I77PC YesY
Properties
C18H12N2O2
Molar mass 288.30 g·mol−1
Appearance Yellow crystals
Melting point 200 °C (392 °F; 473 K) (decomposes)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Xantocillin (INN), also known as xanthocillin X or ophthocillin, was the first reported natural product found to contain the isocyanide functional group. It was first isolated from Penicillium notatum by Rothe in 1950[1] and subsequently from several other sources.[2][3]

See also[edit]

References[edit]

  1. ^ W. ROTHE (1950). "Vorläufige Mitteilung über eine neues Antibiotikum". Pharmazie 5: 190. 
  2. ^ Paul J. Scheuer (1992). "Isocyanides and cyanides as natural products". Accounts of Chemical Research 25 (10): 433–439. doi:10.1021/ar00022a001. 
  3. ^ Kozlovskiĭ AG, Zhelifonova VP, Antipova TV, Adanin VM, Novikova ND, Deshevaia EA et al. (2004). "[Penicillium expansum, a resident fungal strain of the orbital complex Mir, producing xanthocillin X and questiomycin A].". Prikl Biokhim Mikrobiol 40 (3): 344–9. PMID 15283339.