Gadoxetate disodiumProduct ingredient for Gadoxetic acid
- Name
- Gadoxetate disodium
- Drug Entry
- Gadoxetic acid
Gadoxetic acid (gadoxetate) is a paramagnetic gadolinium-containing ionic linear contrast agent in which its salt form, gadoxetate disodium, is used for intravenous injection. Ethoxybenzyl diethylenetriaminepentaacetic acid is the moiety that chelates with a gadolinium ion and forms a stable complex with it to make up the drug.4 Gadoxetate is a unique gadolinium-based contrasting agent (GBCA) with both dynamic phase and hepatobiliary phase and thus has different pharmacokinetic and pharmacodynamic properties compared to other GBCAs.2 Since gadoxetate uptake is mediated by organic anion-transporting polypeptides (OATPs) and liver tumor cells lack OATPs, liver tumors show a lack of contrast of enhancement and therefore heightening the liver parenchyma-liver tumours contrast.2
Gadoxetic acid, under the form gadoxetate disodium, is marketed by Bayer HealthCare Pharmaceuticals under the brand name EOVIST and FDA approved in 2008.3
- Accession Number
- DBSALT000091
- Structure
Structure for Gadoxetate disodium (DBSALT000091)
- Synonyms
- Gadoxetate sodium / Gadoxetic acid disodium / Gadoxetic acid sodium salt / Gadoxetic acid, disodium / Sodium gadoxetate
- External IDs
- SHL-569B / ZK 139834 / ZK-139834
- UNII
- HOY74VZE0M
- CAS Number
- 135326-22-6
- Weight
- Average: 725.71
Monoisotopic: 726.076023636 - Chemical Formula
- C23H28GdN3Na2O11
- InChI Key
- SLYTULCOCGSBBJ-UHFFFAOYSA-I
- InChI
- InChI=1S/C23H33N3O11.Gd.2Na/c1-2-37-18-5-3-16(4-6-18)9-17(26(14-22(33)34)15-23(35)36)10-24(11-19(27)28)7-8-25(12-20(29)30)13-21(31)32;;;/h3-6,17H,2,7-15H2,1H3,(H,27,28)(H,29,30)(H,31,32)(H,33,34)(H,35,36);;;/q;+3;2*+1/p-5
- IUPAC Name
- gadolinium(3+) disodium 2-({2-[bis(carboxylatomethyl)amino]-3-(4-ethoxyphenyl)propyl}({2-[bis(carboxylatomethyl)amino]ethyl})amino)acetate
- SMILES
- [Na+].[Na+].[Gd+3].CCOC1=CC=C(CC(CN(CCN(CC([O-])=O)CC([O-])=O)CC([O-])=O)N(CC([O-])=O)CC([O-])=O)C=C1
- External Links
- PubChem Compound
- 53240376
- ChemSpider
- 8137544
- Wikipedia
- Gadoxetic_acid
- Predicted Properties
Property Value Source Water Solubility 0.406 mg/mL ALOGPS logP 2.19 ALOGPS logP -4.1 Chemaxon logS -3.3 ALOGPS pKa (Strongest Acidic) 2 Chemaxon pKa (Strongest Basic) 9.22 Chemaxon Physiological Charge -3 Chemaxon Hydrogen Acceptor Count 14 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 219.6 Å2 Chemaxon Rotatable Bond Count 20 Chemaxon Refractivity 180.88 m3·mol-1 Chemaxon Polarizability 49.99 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon