Toxoflavin

Toxoflavin is a toxin produced by a variety of bacteria including Burkholderia gladioli. It also has antibiotic properties.[3]

Toxoflavin[1][2]

Names
IUPAC name 1,6-Dimethylpyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dione
Other names Toxoflavine; Xanthothricin; Xanthotricin
Identifiers
CAS Number	84-82-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:80729
ChEMBL	ChEMBL578512
ChemSpider	59912
ECHA InfoCard	100.213.079
PubChem CID	66541
UNII	5N5YI4IP1P
InChI InChI=1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3 Key: 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^−1
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 [77 °F], 100 kPa).
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Infobox references

Toxoflavin acts as a pH indicator, changing between yellow and colorless at pH 10.5.[1]

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 and Chemotherapy. 4 (3): 259–261. PMID 24542943.