Gadodiamide hydrateProduct ingredient for Gadodiamide
- Name
- Gadodiamide hydrate
- Drug Entry
- Gadodiamide
Gadodiamide is a linear, non-ionic gadolinium-based contrast agent (GBCA) that is used in magnetic resonance imaging (MRI) procedures to assist in the visualization of blood vessels.1,2 GBCAs constitute the largest group of MR agents, and they are thought to be safer than nonionic iodinated contrast agents.3 Approved by the FDA in 1993, gadodiamide is the first non-ionic GBCA to be used.4 However, since linear, non-ionic GBCA is less stable than macrocyclic or ionic GBCA, gadodiamide can potentially lead to more gadolinium retention in the brain and thus more likely to cause side effects.5
- Accession Number
- DBSALT000888
- Structure
Structure for Gadodiamide hydrate (DBSALT000888)
- Synonyms
- Gadodiamide hydrate / Gadodiamide trihydrate
- UNII
- 0RPE15QPL0
- CAS Number
- 122795-43-1
- Weight
- Average: 627.71
Monoisotopic: 628.13394 - Chemical Formula
- C16H32GdN5O11
- InChI Key
- WYKPQCVMUQQKCL-UHFFFAOYSA-K
- InChI
- InChI=1S/C16H29N5O8.Gd.3H2O/c1-17-12(22)7-20(10-15(26)27)5-3-19(9-14(24)25)4-6-21(11-16(28)29)8-13(23)18-2;;;;/h3-11H2,1-2H3,(H,17,22)(H,18,23)(H,24,25)(H,26,27)(H,28,29);;3*1H2/q;+3;;;/p-3
- IUPAC Name
- gadolinium(3+) 2-[bis({2-[(carboxylatomethyl)[(methylcarbamoyl)methyl]amino]ethyl})amino]acetate trihydrate
- SMILES
- O.O.O.[Gd+3].CNC(=O)CN(CCN(CCN(CC([O-])=O)CC(=O)NC)CC([O-])=O)CC([O-])=O
- External Links
- Human Metabolome Database
- HMDB0014370
- KEGG Drug
- D01645
- KEGG Compound
- C13106
- PubChem Compound
- 60754
- ChemSpider
- 23254953
- ChEBI
- 31642
- PharmGKB
- PA164784027
- Predicted Properties
Property Value Source Water Solubility 5.21 mg/mL ALOGPS logP 0.02 ALOGPS logP -8.7 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 1.02 Chemaxon pKa (Strongest Basic) 8.34 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 11 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 188.31 Å2 Chemaxon Rotatable Bond Count 16 Chemaxon Refractivity 132.4 m3·mol-1 Chemaxon Polarizability 40.06 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon