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Toxoflavin

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Toxoflavin
Names
IUPAC name 1,6-Dimethylpyrimidotriazine-5,7(1H,6H)-dione
Other names Toxoflavine; Xanthothricin; Xanthotricin
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.213.079 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3Key: SLGRAIAQIAUZAQ-UHFFFAOYSA-N
  • InChI=1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3
SMILES
  • O=C2\N=C1C(=N/C=N\N1C)\C(=O)N2C
Properties
Chemical formula C7H7N5O2
Molar mass 193.166 g·mol
Appearance Bright yellow solid
Melting point 172 to 173 °C (342 to 343 °F; 445 to 446 K) (decomposes)
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose) 1.7 mg/kg (IV, mouse)
8.4 mg/kg (oral, mouse)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Toxoflavin is a toxin produced by a variety of bacteria including Burkholderia gladioli. It also has antibiotic properties.

Toxoflavin acts as a pH indicator, changing between yellow and colorless at pH 10.5.

References

  1. ^ Merck Index, 11th Edition, 9480
  2. Toxoflavin, at the Comparative Toxicogenomics Database
  3. Machlowitz, Roy A.; Fisher, W. P.; McKay, Betsey S.; Tytell, Alfred A.; Charney, Jesse (1954). "Xanthothricin, a new antibiotic". Antibiotics & Chemotherapy (Northfield, Ill.). Antibiotics and Chemotherapy. 4 (3): 259–261. PMID 24542943.
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