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Xantocillin

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Xantocillin
Names
Preferred IUPAC name 4,4′-diphenol
Other names Xanthocillin X, Ophthocillin
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
SMILES
  • #C(=CC1=CC=C(C=C1)O)C(=CC2=CC=C(C=C2)O)#
Properties
Chemical formula C18H12N2O2
Molar mass 288.306 g·mol
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 , 100 kPa). Infobox references
Chemical compound

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 and subsequently from several other sources.

See also

References

  1. PubChem. "Xantocillin". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-11-03.
  2. W. ROTHE (1950). "Vorläufige Mitteilung über eine neues Antibiotikum". Pharmazie. 5: 190.
  3. Paul J. Scheuer (1992). "Isocyanides and cyanides as natural products". Accounts of Chemical Research. 25 (10): 433–439. doi:10.1021/ar00022a001.
  4. 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.


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