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CHEBI:31644 - gadoversetamide

ChEBI IDCHEBI:31644
ChEBI Namegadoversetamide
Stars
DefinitionA gadolinium coordination entity that consists of Gd3+ coordinated to 3,6,9-triazaundecadiamide in which each of the amide nitrogens is substituted by a 2-methoxyethyl group and in which the nitrogens at positions 3, 6, and 9 are each substituted by carboxylatomethyl group. The gadolinium is coordinated to the three tertiary amino groups as well as to the carboxylate groups. A white odourless powder that is freely soluble in water, gadoversetamide has paramagnetic properties and is used as a contrast agent in magnetic resonance imaging. It distributes mainly in extracellular fluid, but does not cross the blood-brain barrier. It is used particularly in imaging the brain, spine and liver.
Last Modified18 November 2011
DownloadsMolfile
FormulaC20H34N5O10.Gd
Net Charge0
Average Mass661.767
Monoisotopic Mass662.15467
SMILESCOCCNC(=O)CN(CCN(CCN(CC(=O)[O-])CC(=O)NCCOC)CC(=O)[O-])CC(=O)[O-].[Gd+3]
InChIInChI=1S/C20H37N5O10.Gd/c1-34-9-3-21-16(26)11-24(14-19(30)31)7-5-23(13-18(28)29)6-8-25(15-20(32)33)12-17(27)22-4-10-35-2;/h3-15H2,1-2H3,(H,21,26)(H,22,27)(H,28,29)(H,30,31)(H,32,33);/q;+3/p-3
InChIKeyHBEAOBRDTOXWRZ-UHFFFAOYSA-K
Wikipedia
Roles Classification
Application:
ChEBI Ontology
Outgoing Relation(s)
gadoversetamide (CHEBI:31644) has role MRI contrast agent (CHEBI:37335)
gadoversetamide (CHEBI:31644) is a gadolinium coordination entity (CHEBI:35730)
IUPAC Name 
gadolinium 8,11-bis(carboxylatomethyl)-14-{2-[(2-methoxyethyl)amino]-2-oxoethyl}-6-oxo-2-oxa-5,8,11,14-tetraazahexadecan-16-oate
Synonym  Source
gadoversetamideChemIDplus
Brand Name  Source
OptiMARKDrugBank
Manual XrefsDatabases
D01646KEGG DRUG
GadoversetamideWikipedia
DB00538DrugBank
Registry NumbersSources
Gmelin:1701622Gmelin
Reaxys:11736544Reaxys
CAS:131069-91-5ChemIDplus