OXI-4503 dipotassiumProduct ingredient for OXI-4503
- Name
- OXI-4503 dipotassium
- Drug Entry
- OXI-4503
OXI-4503 is investigated in clinical trials for treating cancer/tumors. OXI-4503 is a solid. OXI-4503 blocks and destroys tumor vasculature, resulting in extensive tumor cell death and necrosis. OXI-4503 (combretastatin A1 di-phosphate / CA1P) is a unique and highly potent, dual-mechanism vascular disrupting agent (VDA). In addition, however, preclinical data demonstrates that OXI-4503 is metabolized by oxidative enzymes (e.g., tyrosinase and peroxidases), which are elevated in many solid tumors and tumor infiltrates, to an orthoquinone chemical species that has direct cytotoxic effects on tumor cells. Preclinical studies have demonstrated that OXI-4503 has (i) single-agent activity against a range of xenograft tumor models; and (ii) synergistic or additive effects when incorporated in various combination regimens with chemotherapy, molecularly-targeted therapies (including tumor-angiogenesis inhibitors), and radiation therapy.
- Accession Number
- DBSALT001872
- Structure
Structure for OXI-4503 dipotassium (DBSALT001872)
- Synonyms
- Combretastatin A-1 bis(phosphate) dipotassium salt
- UNII
- Q9F7QEH36F
- CAS Number
- 1014615-46-3
- Weight
- Average: 568.49
Monoisotopic: 567.97041306 - Chemical Formula
- C18H20K2O12P2
- InChI Key
- IQYUGENRXZHYER-XNOMRPDFSA-L
- InChI
- InChI=1S/C18H22O12P2.2K/c1-25-13-8-7-12(16(29-31(19,20)21)18(13)30-32(22,23)24)6-5-11-9-14(26-2)17(28-4)15(10-11)27-3;;/h5-10H,1-4H3,(H2,19,20,21)(H2,22,23,24);;/q;2*+1/p-2/b6-5-;;
- IUPAC Name
- dipotassium 3-methoxy-2-(phosphonooxy)-6-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl phosphate
- SMILES
- [K+].[K+].[H]\C(=C(/[H])C1=C(OP([O-])([O-])=O)C(OP(O)(O)=O)=C(OC)C=C1)C1=CC(OC)=C(OC)C(OC)=C1
- External Links
- ChemSpider
- 32700809
- Predicted Properties
Property Value Source Water Solubility 1.08 mg/mL ALOGPS logP 2.26 ALOGPS logP 1.77 Chemaxon logS -2.7 ALOGPS pKa (Strongest Acidic) 1.31 Chemaxon pKa (Strongest Basic) -4.3 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 176.1 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 110.83 m3·mol-1 Chemaxon Polarizability 42.83 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon