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Gadopentetate Dimeglumine
Also known as: Gadopentetic acid dimeglumine salt, 2-[bis[2-[carboxylatomethyl(carboxymethyl)amino]ethyl]amino]acetate;gadolinium(3+);(2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol, Gadopentetic acid dimeglumine, Chebi:31797, Sh l 451a, Sh-l-451a
Molecular Formula
C28H54GdN5O20
Molecular Weight
938.0  g/mol
InChI Key
LGMLJQFQKXPRGA-VPVMAENOSA-K

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)
1 2D Structure

Gadopentetate Dimeglumine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[bis[2-[carboxylatomethyl(carboxymethyl)amino]ethyl]amino]acetate;gadolinium(3+);(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
2.1.2 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
2.1.3 InChI Key
LGMLJQFQKXPRGA-VPVMAENOSA-K
2.1.4 Canonical SMILES
CNCC(C(C(C(CO)O)O)O)O.CNCC(C(C(C(CO)O)O)O)O.C(CN(CC(=O)O)CC(=O)[O-])N(CCN(CC(=O)O)CC(=O)[O-])CC(=O)[O-].[Gd+3]
2.1.5 Isomeric SMILES
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.C(CN(CC(=O)O)CC(=O)[O-])N(CCN(CC(=O)O)CC(=O)[O-])CC(=O)[O-].[Gd+3]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Diethylenetriaminepenta-acetic Acid, Gadolinium

2. Dimeglumine, Gadolinium Dtpa

3. Dimeglumine, Gadopentetate

4. Dtpa, Gadolinium

5. Gadolinium Diethylenetriaminepenta Acetic Acid

6. Gadolinium Diethylenetriaminepenta-acetic Acid

7. Gadolinium Dtpa

8. Gadolinium Dtpa Dimeglumine

9. Gadolinium Dtpa Dimeglumine Salt

10. Gadolinium Dtpa Disodium Salt

11. Gadopentetate Dimeglumine

12. Gadopentetic Acid

13. Gd Dtpa

14. Gd-dtpa

15. Magnevist Enteral

16. Magnograf

17. Magnograf Enteral

2.2.2 Depositor-Supplied Synonyms

1. Gadopentetic Acid Dimeglumine Salt

2. 2-[bis[2-[carboxylatomethyl(carboxymethyl)amino]ethyl]amino]acetate;gadolinium(3+);(2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol

3. Gadopentetic Acid Dimeglumine

4. Chebi:31797

5. Sh L 451a

6. Sh-l-451a

7. Dtxsid70235367

8. Akos015896299

9. Bay-86-4882

10. D01707

11. Q413793

12. Gadolinium (bis{2-[(carboxylatomethyl)(carboxymethyl)amino]ethyl}amino)acetate--1-deoxy-1-(methylamino)-d-glucitol (1:2)

2.3 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 938.0 g/mol
Molecular Formula C28H54GdN5O20
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count25
Rotatable Bond Count25
Exact Mass938.26033 g/mol
Monoisotopic Mass938.26033 g/mol
Topological Polar Surface Area431 Ų
Heavy Atom Count54
Formal Charge0
Complexity631
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count4
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameMagnevist
PubMed HealthGadopentetate (Injection)
Drug ClassesRadiological Non-Ionic Contrast Media
Drug LabelMagnevist (brand of gadopentetate dimeglumine) injection is the N-methylglucamine salt of the gadolinium complex of diethylenetriamine pentaacetic acid, and is an injectable contrast medium for magnetic resonance imaging (MRI). Magnevist Injection...
Active IngredientGadopentetate dimeglumine
Dosage FormInjectable
RouteInjection
Strength469.01mg/ml
Market StatusPrescription
CompanyBayer Hlthcare

2 of 2  
Drug NameMagnevist
PubMed HealthGadopentetate (Injection)
Drug ClassesRadiological Non-Ionic Contrast Media
Drug LabelMagnevist (brand of gadopentetate dimeglumine) injection is the N-methylglucamine salt of the gadolinium complex of diethylenetriamine pentaacetic acid, and is an injectable contrast medium for magnetic resonance imaging (MRI). Magnevist Injection...
Active IngredientGadopentetate dimeglumine
Dosage FormInjectable
RouteInjection
Strength469.01mg/ml
Market StatusPrescription
CompanyBayer Hlthcare

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Contrast Media

Substances used to allow enhanced visualization of tissues. (See all compounds classified as Contrast Media.)


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  • INJECTABLE;INJECTION - 469.01MG/ML
  • INJECTABLE;INJECTION - 469.01MG/ML
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