CAS 86050-77-3|gadolinium(3+) H2dtpa bis(N-methyl-D(-)-glucamine)|gadolinium(3+) ion bis((2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol) 2-[bis({2-[(carboxylatomethyl)(carboxymethyl)amino]ethy...

General Information

Structure

Molecular Formula

C₂₈H₅₄GdN₅O₂₀

Molecular Mass

937.99986

Exact Mass

938.26031715

Charge

InChI

InChI=1S/C14H23N3O10.2C7H17NO5.Gd/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27;2*1-8-2-4(10)6(12)7(13)5(11)3-9;/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27);2*4-13H,2-3H2,1H3;/q;;;+3/p-3/t;2*4-,5+,6+,7+;/m.00./s1

InChIKey

LGMLJQFQKXPRGA-VPVMAENOSA-K

Canonic Smiles

[O-]C(=O)CN(CCN(CC(=O)O)CC(=O)[O-])CCN(CC(=O)O)CC(=O)[O-].CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[Gd+3]

Isomeric Smiles

[Gd+3].O[C@@H]([C@H](O)[C@H](O)CO)[C@@H](O)CNC.O[C@@H]([C@H](O)[C@H](O)CO)[C@@H](O)CNC.[O-]C(=O)CN(CCN(CC(=O)O)CC(=O)[O-])CCN(CC(=O)O)CC(=O)[O-]

Calculated Properties

JChem

LogD (pH = 7.4)

-18.07

LogD (pH = 5.5)

-11.36

Log P

-5.14

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

1.37

Polar Surface Area

204.71

Polarizability

35.51

Molar Refractivity

118.96

LOG S

0.73

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

gadolinium(3+) H2dtpa bis(N-methyl-D(-)-glucamine) gadopentetate dimeglumine

IUPAC name

gadolinium(3+) ion bis((2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol) 2-[bis({2-[(carboxylatomethyl)(carboxymethyl)amino]ethyl})amino]acetate gadolinium(3+) bis((2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol) 2-[bis({2-[(carboxylatomethyl)(carboxymethyl)amino]ethyl})amino]acetate

Brand Name

MagnevistGadopentetic Acid Dimeglumine Salt

Synonyms

Gadopentetate dimeglumineMagnevistgadopentetate dimegluminemeglumine gadopentetatedimeglumine-gadolinium-dtpagadopentetic acid dimeglumine saltdiethylenetriaminepentaacetic acid dimeglumine salt gadolinium chelategadopentetate dimeglumine

Names and Identifiers

Registration numbers

PubChem CID

55466

PubChem SID

1609641314650487811533942

CAS Number

86050-77-3

MetaboLights Database

CompTox Database

Gmelin ID

CHEBI ID

Patent number

EP1870093US2007253899WO2007134236

SureChEMBL Database

SCHEMBL18506

DrugBank ID

DB00789

KEGG DRUG Database

D01707

Registration numbers

Properties

No Data Available

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Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB00789

Drug Groups

approved

Description

A complex of gadolinium with a chelating agent, diethylenetriamine penta-acetic acid (DTPA see pentetic acid), that is given to enhance the image in cranial and spinal MRIs. (From Martindale, The Extra Pharmacopoeia, 30th ed, p706)

Indication

For use with magnetic resonance imaging (MRI) in adults, and pediatric patients (2 years of age and older) to visualize lesions with abnormal vascularity in the brain (intracranial lesions), spine and associated tissues as well as lesions with abnormal vascularity in the head and neck. Also used to facilitate the visualization of lesions with abnormal vascularity in the body (excluding the heart).

Affected Organisms

Humans and other mammals

Biotransformation

No detectable biotransformation or decomposition.

Half Life

Distribution half life 12 minutes, elimination half 100 minutes

Elimination

Gadopentetate is exclusively eliminated in the urine with 83 ± 14% (mean ± SD) of the dose excreted within 6 hours and 91 ± 13% (mean ± SD) by 24 hours, post-injection.

Distribution

* 266 ± 43 mL/kg

Clearance

* 1.94 +/- 0.28 mL/min/kg [Normal subjects]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

Molecule Details

References

PubChem Literature

No Data Available