gadolinium(3+) ion 2-[4,7-bis(carboxylatomethyl)-10-(1,3,4-trihydroxybutan-2-yl)-1,4,7,10-tetraazacyclododecan-1-yl]acetate

• ChemBase ID: 4441
• Molecular Formular: C18H31GdN4O9
• Molecular Mass: 604.71014
• Monoisotopic Mass: 605.13320659
• SMILES: C1CN(CCN(CCN(CCN1CC(=O)[O-])CC(=O)[O-])C(CO)C(CO)O)CC(=O)[O-].[Gd+3]
• Canonical SMILES: OCC(C(N1CCN(CCN(CCN(CC1)CC(=O)[O-])CC(=O)[O-])CC(=O)[O-])CO)O.[Gd+3]
• InChI: InChI=1S/C18H34N4O9.Gd/c23-12-14(15(25)13-24)22-7-5-20(10-17(28)29)3-1-19(9-16(26)27)2-4-21(6-8-22)11-18(30)31;/h14-15,23-25H,1-13H2,(H,26,27)(H,28,29)(H,30,31);/q;+3/p-3
• InChIKey: ZPDFIIGFYAHNSK-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: gadolinium(3+) ion 2-[4,7-bis(carboxylatomethyl)-10-(1,3,4-trihydroxybutan-2-yl)-1,4,7,10-tetraazacyclododecan-1-yl]acetate
• IUPAC Traditional name: gadolinium(3+) 2-[4,7-bis(carboxylatomethyl)-10-(1,3,4-trihydroxybutan-2-yl)-1,4,7,10-tetraazacyclododecan-1-yl]acetate
• Brand Name: Gadovist
• Synonyms: Gadobutrol

Database IDs

• CAS Number: 138071-82-6
• PubChem SID: 160967873; 99443257
• PubChem CID: 15814656

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5443879
• H Acceptors: 13
• H Donor: 3
• LogD (pH = 5.5): -10.374291
• LogD (pH = 7.4): -12.051273
• Log P: -9.238706
• Molar Refractivity: 141.0588 cm^3
• Polarizability: 42.573895 Å^3
• Polar Surface Area: 194.04 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.47
• LOG S: -1.31
• Solubility (Water): 3.52e+01 g/l

DETAILS

DrugBank - DB06703

• Drug Groups: approved
• Description: Gadobutrol is a contrast agent used in magnetic resonance imaging (MRI).
• Indication: For diagnostic use only. Indicated for adults and children, age 2 and over, for contrast enhancement during cranial and spinal MRI and for contrast-enhanced magnetic resonance angiography (CE-MRA). Gadobutrol is particularly suited for where the exclusion or demonstration of additional pathology may influence the choice of therapy or patient management, for detection of very small lesions and for visualization of tumors that do not readily take up contrast media. May also be suitable for perfusion studies for the diagnosis of stroke, detection of focal cerebral ischemia and tumor perfusion.
• External Links: Wikipedia