Dotarem

Synopsis, Chemistry

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Also known as: Magnescope, Meglumine gadoterate (jan), Gadoterate meglumine (usan), Gadoterate meglumine [usan], Meglumine gadoterate [jan], Magnescope (tn)

Molecular Formula

C₂₃H₄₂GdN₅O₁₃

Molecular Weight

753.9 g/mol

InChI Key

RYHQMKVRYNEBNJ-BMWGJIJESA-K

FDA UNII

L0ND3981AG

1 2D Structure

Dotarem

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[4,7-bis(carboxylatomethyl)-10-(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetate;gadolinium(3+);(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol

2.1.2 InChI

InChI=1S/C16H28N4O8.C7H17NO5.Gd/c21-13(22)9-17-1-2-18(10-14(23)24)5-6-20(12-16(27)28)8-7-19(4-3-17)11-15(25)26;1-8-2-4(10)6(12)7(13)5(11)3-9;/h1-12H2,(H,21,22)(H,23,24)(H,25,26)(H,27,28);4-13H,2-3H2,1H3;/q;;+3/p-3/t;4-,5+,6+,7+;/m.0./s1

2.1.3 InChI Key

RYHQMKVRYNEBNJ-BMWGJIJESA-K

2.1.4 Canonical SMILES

CNCC(C(C(C(CO)O)O)O)O.C1CN(CCN(CCN(CCN1CC(=O)O)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.C1CN(CCN(CCN(CCN1CC(=O)O)CC(=O)[O-])CC(=O)[O-])CC(=O)[O-].[Gd+3]

2.2 Other Identifiers

2.2.1 UNII

L0ND3981AG

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Gadoterate Meglumine

2.3.2 Depositor-Supplied Synonyms

1. Magnescope

2. Meglumine Gadoterate (jan)

3. Gadoterate Meglumine (usan)

4. Gadoterate Meglumine [usan]

5. Meglumine Gadoterate [jan]

6. Magnescope (tn)

7. Dotarem (tn)

8. Schembl20420633

9. Gadoterate Meglumine [vandf]

10. Gadoterate Meglumine [usp-rs]

11. Meglumine Gadoterate [who-dd]

12. Ek-5504

13. Gadoterate Meglumine [orange Book]

14. P449

15. P-449

16. D03355

17. Q27144071

18. 2-[4,7-bis(carboxylatomethyl)-10-(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetate;gadolinium(3+);(2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol

19. D-glucitol, 1-deoxy-1-(methylamino)-, (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetato(4-)-.kappa.n1,.kappa.n4,.kappa.n7,.kappa.n10,.kappa.o1,.kappa.o4,.kappa.o7,.kappa.o10)gadolinate(1-) (1:1)

2.4 Create Date

2006-07-28

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₄₂GdN₅O₁₃
Molecular Weight	753.9 g/mol
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	18
Rotatable Bond Count	11
Exact Mass	754.20202 g/mol
Monoisotopic Mass	754.20202 g/mol
Topological Polar Surface Area	284 Å²
Heavy Atom Count	42
Formal Charge	0
Complexity	644
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Dotarem
PubMed Health	Gadoterate (Injection)
Drug Classes	Diagnostic Agent, Radiopharmaceutical Imaging
Drug Label	DOTAREM (gadoterate meglumine) is a paramagnetic macrocyclic ionic contrast agent administered for magnetic resonance imaging. The chemical name for gadoterate meglumine is D-glucitol, 1-deoxy-1-(methylamino)-,[1,4,7,10-tetraazacyclododecane-1,4,7,10...
Active Ingredient	Gadoterate meglumine
Dosage Form	Solution
Route	Intravenous
Strength	5.6535gm/15ml (376.9mg/ml); 3.769gm/10ml (376.9mg/ml); 37.69gm/100ml (376.9mg/ml); 7.538gm/20ml (376.9mg/ml)
Market Status	Prescription
Company	Guerbet

2 of 2
Drug Name	Dotarem
PubMed Health	Gadoterate (Injection)
Drug Classes	Diagnostic Agent, Radiopharmaceutical Imaging
Drug Label	DOTAREM (gadoterate meglumine) is a paramagnetic macrocyclic ionic contrast agent administered for magnetic resonance imaging. The chemical name for gadoterate meglumine is D-glucitol, 1-deoxy-1-(methylamino)-,[1,4,7,10-tetraazacyclododecane-1,4,7,10...
Active Ingredient	Gadoterate meglumine
Dosage Form	Solution
Route	Intravenous
Strength	5.6535gm/15ml (376.9mg/ml); 3.769gm/10ml (376.9mg/ml); 37.69gm/100ml (376.9mg/ml); 7.538gm/20ml (376.9mg/ml)
Market Status	Prescription
Company	Guerbet