HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Carbethoxyumbeliferone
YZ9 · AURORA 9226 · AKOS BBS-00008132 · YZ9, 10 mM in DMSO · YZ9, PFKFB3 inhibitor · 3-CARBETHOXYUMBELIFERONE · ETHYL 3-UMBELLIFERYLCARBOXYLATE · ethyl umbelliferone-3-carboxylate
Identifiers & Physical Properties
| CAS No. | 6093-71-6 |
|---|---|
| Molecular formula | C12H10O5 |
| Average molar mass | 234.2 g/mol |
| Monoisotopic mass | 234.05282342 g/mol |
| SMILES | CCOC(=O)c1cc2ccc(O)cc2oc1=O |
| InChIKey | IETDBZQIWIJQJG-UHFFFAOYSA-N |
| PubChem CID | 5289613 |
| ChEMBL | CHEMBL155103 |
| DTXSID | DTXSID30209761 |
Chemical & Physical Properties
| XLogP | 2 |
|---|---|
| Topological polar surface area | 72.8 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 5 |
| Rotatable bonds | 3 |
| Heavy atoms | 17 |
| Formal charge | 0 |
| Complexity | 360 |
| Drugs | Pharmaceuticals -> Listed in ZINC15 |
| LogP (partition coefficient) | 1.2 |
| Melting point | 170.0 to 174.0 °C |
| Boiling point | 448.3±45.0 °C(Predicted) |
| Density | 1.397±0.06 g/cm3(Predicted) |
| Storage conditions | Sealed in dry,Store in freezer, under -20°C |
| Solubility | DMSO: soluble5mg/mL, clear (warmed) |
| pKa (acidity coefficient) | 7.32±0.20(Predicted) |
| Physical state | powder |
| Color | white to beige |
| λmax | 398nm(EtOH)(lit.) |
| InChI | 1S/C12H10O5/c1-2-16-11(14)9-5-7-3-4-8(13)6-10(7)17-12(9)15/h3-6,13H,2H2,1H3 |
| InChIKey | IETDBZQIWIJQJG-UHFFFAOYSA-N |
| SMILES | [o]1c2c(cc([c]1=O)C(=O)OCC)ccc(c2)O |
| CAS DataBase Reference | 6093-71-6 |
| FDA UNII | X538NC636R |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H227 |
| GHS precautionary statements | P501-P210-P280-P370+P378-P403+P235 |
| Water hazard class (WGK) | 3 |
| Customs code | 29339900 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| Water hazard class (WGK) | 3 |
|---|---|
| Customs code | 29339900 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H227 |
| GHS precautionary statements | P501-P210-P280-P370+P378-P403+P235 |
Applications & Uses
Uses
Z9 is a potent inhibitor of PFKFB3, a member of 6-phosphofructo-2-kinases family. It avidly competes with fructose 6-phosphate (F6P) at PFKFB3. YZ9 is also cell permeable, inhibiting the growth of HeLa cells.