Basic information
- CAS
84-82-2- Standard SMILES
Cn1ncnc2c(=O)n(C)c(=O)nc1-2- InChIKey
SLGRAIAQIAUZAQ-UHFFFAOYSA-N- Molecular formula
- C7H7N5O2
- Average molar mass
- 193.16 g/mol
- Monoisotopic mass
- 193.05997448
Overview
Toxoflavin is a pyrimidotriazine that is 1,6-dimethyl-1,5,6,7-tetrahydropyrimido[5,4-e][1,2,4]triazine with oxo groups at positions 5 and 7. It has a role as a toxin, an antibacterial agent, an antineoplastic agent, an apoptosis inducer, a virulence factor, a bacterial metabolite and a Wnt signalling inhibitor. It is a pyrimidotriazine and a carbonyl compound. It is functionally related to a reumycin.
Names & identifiers
- Preferred name
- Xanthothricin
- IUPAC
- 1,6-dimethylpyrimido[5,4-e][1,2,4]triazine-5,7-dione
- English name
- Toxoflavin
- Molecular formula
- C7H7N5O2
- Molecular weight
- 193.16
Names & synonyms
Toxoflavin84-82-2XanthothricinXanthotricin1,6-dimethylpyrimido[5,4-e][1,2,4]triazine-5,7-dione5N5YI4IP1P1,6-Dimethylpyrimido(5,4-e)-as-triazine-5,7(1H,6H)-dioneNSC-67078CHEBI:807291,6-Dimethylpyrimido(5,4-e)-1,2,4-triazine-5,7(1H,6H)-dionePKF-118-310SID-4251194
Show more names
Brn 0021014ToxinflavinToxoflavin in MethanolToxoflavin (PKF118-310)Toxoflavin, 10 mM in DMSO
1,6-Dimethylpyrimido[5,4-E]-1,2,4-triazine-5,7(1H,6H)-dione1,6-dimethylpyrimido(5,4-e)(1,2,4)triazine-5,7-dioneRefChem:898646ToxoflavinePKF118-3101,6-dimethylpyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dioneNSC 67078MLS000087831
Database identifiers
- CAS
84-82-2- PubChem CID
- 66541
- DTXSID
DTXSID00861658- ChEMBL
CHEMBL578512- ChEBI
CHEBI:80729
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 77.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 408
Experimental & physicochemical properties
SpringerMaterials PropertiesCrystal structure
Physicochemical properties
- Melting point
- 165 °C · 165 °C
- Boiling point
- 276.7 · 276.7±23.0 °C(Predicted)
- Density
- 1.65 · 1.65±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: soluble10mg/mL, clear
- form
- powder
- pka
- -2.71 · -2.71±0.20(Predicted)
- color
- white to light brown
- Water Solubility
- 2 O: · H2O: 10mg/mL, clear
- InChI
- 1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3
- InChIKey
- SLGRAIAQIAUZAQ-UHFFFAOYSA-N
- SMILES
- CN1N=CN=C(C1=N2)C(N(C)C2=O)=O
- EWG's Food Scores
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 2 (100%)
Safety data
- wgk
- 3
- ridadr
- UN 2811 6.1 / PGIII
- Toxicity
- LD50 in mice (mg/kg): 1.7 i.v.; 8.4 orally (Machlowitz)
- risk_code
- 28
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 45-46
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard statements
- H300
- Hazard Classifications
- Acute Tox. 2 Oral
- Precautionary statements
- P264-P270-P301+P310-P405-P501
Chemistry & industry
Applications
UsesToxoflavin is a distinctive yellow pigment produced by some species of Pseudomonas and Streptomyces. Toxoflavin is one of two toxins produced when a fermented coconut drink, Tempe bonkrek, is contaminated with P. cocovenenans. Toxoflavin (PKF 118-310) is a potent antagonist of Tcf4/b-catenin signalling, inhibiting the expression of survivin and inducing apoptosis in several tumour cell lines.
UsesPKF118-310 is an inhibitor of survivin expression and antagonist of Tcf4/b-catenin signaling.
Suppliers58 total
陕西科贝莱药物研发有限公司13119135307 13119135307 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
沈阳中申泽康生物医学技术研究有限公司024-88590548 18698872706 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
Aladdin Scientific[email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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