gadolinium(3+) ion 2-[bis({2-[(carboxylatomethyl)[(methylcarbamoyl)methyl]amino]ethyl})amino]acetate hydrate

• ChemBase ID: 110
• Molecular Formular: C16H28GdN5O9
• Molecular Mass: 591.67162
• Monoisotopic Mass: 592.1128055
• SMILES: [Gd+3].[O-]C(=O)CN(CCN(CC(=O)NC)CC(=O)[O-])CCN(CC(=O)NC)CC(=O)[O-].O
• Canonical SMILES: CNC(=O)CN(CC(=O)[O-])CCN(CC(=O)[O-])CCN(CC(=O)NC)CC(=O)[O-].O.[Gd+3]
• InChI: InChI=1S/C16H29N5O8.Gd.H2O/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);;1H2/q;+3;/p-3
• InChIKey: XPCLDSMKWNNKOM-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: gadolinium(3+) ion 2-[bis({2-[(carboxylatomethyl)[(methylcarbamoyl)methyl]amino]ethyl})amino]acetate hydrate
• IUPAC Traditional name: gadolinium(3+) 2-[bis({2-[(carboxylatomethyl)[(methylcarbamoyl)methyl]amino]ethyl})amino]acetate hydrate
• Brand Name: Omniscan
• Synonyms: Omniscan; Gadodiamide hydrate; Gadodiamide

Database IDs

• CAS Number: 122795-43-1
• PubChem SID: 160963573; 46504789
• PubChem CID: 60754

CALCULATED PROPERTIES

• Acid pKa: 2.3585072
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): -9.196694
• LogD (pH = 7.4): -12.521592
• Log P: -6.899185
• Molar Refractivity: 132.3984 cm^3
• Polarizability: 38.687607 Å^3
• Polar Surface Area: 188.31 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

DrugBank - DB00225

• Drug Groups: approved
• Description: Gadodiamide is a gadolinium based contrast agent used in MR imaging procedures to assist in the visualization of blood vessels. It is commonly marketed under the trade name Omniscan. [Wikipedia]
• Indication: For intravenous use in MRI to visualize lesions with abnormal vascularity (or those thought to cause abnormalities in the blood-brain barrier) in the brain (intracranial lesions), spine, and associated tissues.
• Affected Organisms: Humans and other mammals
• Biotransformation: There is no detectable biotransformation or decomposition of gadodiamide.
• Half Life: Two-compartment model with mean distribution and elimination half-lives (reported as mean ± SD) of 3.7 ± 2.7 minutes and 77.8 ± 16 minutes, respectively.
• Elimination: Gadodiamide is eliminated primarily in the urine.
• Distribution: * 200 ± 61 mL/kg
• Clearance: * Renal cl=1.7 mL/min/kg; * Plasma cl=1.8 mL/min/kg
• External Links: Wikipedia; RxList

Selleck Chemicals - S1751

Research Area: Cancer
Biological Activity:
Gadodiamide(Omniscan) is a gadolinium-based contrast agent used in MR imaging procedures to assist in the visualization of blood vessels. Gadodiamide is a contrast medium for cranial and spinal magnetic resonance imaging (MRI) and for general MRI of the body after intravenous administration. The product provides contrast enhancement and facilitates visualisation of abnormal structures or lesions in various parts of the body including the central nervous system (CNS). [1]

REFERENCES

• http://en.wikipedia.org/wiki/Gadodiamide