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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

Molecular Formula H
Molecular Weight 1.0079
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C41H60N4O14
Molecular Weight 832.9335
Charge -6
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 11 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula Gd
Molecular Weight 157.25
Charge 3
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Substance Class Chemical
Created
by admin
on Sat Dec 16 06:18:23 GMT 2023
Edited
by admin
on Sat Dec 16 06:18:23 GMT 2023
Record UNII
1S4079691T
Record Status Validated (UNII)
Record Version
  • Download
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT