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Details

Stereochemistry ABSOLUTE
Molecular Formula C41H60N4O14.Gd.3H
Molecular Weight 993.21
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GADOCOLETIC ACID

SMILES

[H+].[H+].[H+].[Gd+3].[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)NC(=O)CC[C@H](N(CCN(CC([O-])=O)CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O)C([O-])=O)[C@H](C)CCC([O-])=O

InChI

InChIKey=FKRQJRDGWNLYFA-CFIJWHLBSA-K
InChI=1S/C41H66N4O14.Gd/c1-24(4-11-34(48)49)28-7-8-29-27-6-5-25-18-26(12-13-40(25,2)30(27)19-32(46)41(28,29)3)42-33(47)10-9-31(39(58)59)45(16-14-43(20-35(50)51)21-36(52)53)17-15-44(22-37(54)55)23-38(56)57;/h24-32,46H,4-23H2,1-3H3,(H,42,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59);/q;+3/p-3/t24-,25-,26+,27+,28-,29+,30+,31+,32+,40+,41-;/m1./s1

HIDE SMILES / InChI
Gadocoletic acid (also Gadoletic acid trisodium salt, or B22956/1) is a magnetic resonance contrast agent. Based on results from animal imaging experiments and pharmacokinetic data it was suggested that gadocoletic acid trisodium salt has strong potential for clinical use in Magnetic Resonance Coronary Angiography and Myocardial Perfusion Imaging. The small molecules of gadocoletic acid are bound after injection to large human serum albumin molecules in coronary vessels with the result of high vessel/muscle contrast. The ability of B229563− (anion) to bind to more than one site on the albumin molecule allows a positive correlation between dose and blood relaxation rate enhancement at doses higher than 0.05 mmol/kg, the dose that produces roughly a total plasma concentration equimolar to the albumin concentration at equilibrium distribution. Gadocoletic acid is thought to be highly efficacious in inversion recovery-prepared 3D gradient-recalled echo, navigator echo-gated coronary angiography in humans already at doses below 0.1 mmol/kg.

Approval Year

Name Type Language
GADOCOLETIC ACID
INN  
INN  
Official Name English
GADOLINATE(3-), ((3.BETA.,5.BETA.,12.ALPHA.)-3-(((4S)-4-(BIS(2-(BIS((CARBOXY-.KAPPA.O)METHYL)AMINO-.KAPPA.N)ETHYL)AMINO-.KAPPA.N)-4-(CARBOXY-.KAPPA.O)-1-OXOBUTYL)AMINO)-12-HYDROXYCHOLAN-24-OATO(6-))-, HYDROGEN (1:3)
Common Name English
gadocoletic acid [INN]
Common Name English
TRIHYDROGEN (3.BETA.-(((4S)-4-(BIS(2-(BIS((CARBOXY-.KAPPA.O)METHYL)AMINO-.KAPPA.N)ETHYL)AMINO-.KAPPA.N)-4-(CARBOXY-.KAPPA.O)BUTANOYL)AMINO)-12.ALPHA.-HYDROXY-5.BETA.-CHOLAN-24-OATO(6-))GADOLINATE(3-)
Common Name English
Code System Code Type Description
INN
8105
Created by admin on Sat Dec 16 06:18:23 GMT 2023 , Edited by admin on Sat Dec 16 06:18:23 GMT 2023
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FDA UNII
1S4079691T
Created by admin on Sat Dec 16 06:18:23 GMT 2023 , Edited by admin on Sat Dec 16 06:18:23 GMT 2023
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NCI_THESAURUS
C166514
Created by admin on Sat Dec 16 06:18:23 GMT 2023 , Edited by admin on Sat Dec 16 06:18:23 GMT 2023
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EPA CompTox
DTXSID80182353
Created by admin on Sat Dec 16 06:18:23 GMT 2023 , Edited by admin on Sat Dec 16 06:18:23 GMT 2023
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PUBCHEM
71587688
Created by admin on Sat Dec 16 06:18:23 GMT 2023 , Edited by admin on Sat Dec 16 06:18:23 GMT 2023
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CAS
280765-60-8
Created by admin on Sat Dec 16 06:18:23 GMT 2023 , Edited by admin on Sat Dec 16 06:18:23 GMT 2023
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SMS_ID
300000036973
Created by admin on Sat Dec 16 06:18:23 GMT 2023 , Edited by admin on Sat Dec 16 06:18:23 GMT 2023
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