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Details

Stereochemistry ABSOLUTE
Molecular Formula C41H60N4O14.Gd.3Na
Molecular Weight 1059.15
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GADOCOLETIC ACID TRISODIUM

SMILES

[Na+].[Na+].[Na+].[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=NVTJTBIZBDPGPJ-RZGFXQKNSA-H
InChI=1S/C41H66N4O14.Gd.3Na/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;3*+1/p-6/t24-,25-,26+,27+,28-,29+,30+,31+,32+,40+,41-;;;;/m1..../s1

HIDE SMILES / InChI

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

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 Na
Molecular Weight 22.9898
Charge 1
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 06:18:25 GMT 2023
Edited
by admin
on Sat Dec 16 06:18:25 GMT 2023
Record UNII
152TZ9I43Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GADOCOLETIC ACID TRISODIUM
Common 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-))-, SODIUM (1:3)
Common Name English
GADOCOLETIC ACID TRISODIUM SALT
Common Name English
Code System Code Type Description
CAS
280776-87-6
Created by admin on Sat Dec 16 06:18:25 GMT 2023 , Edited by admin on Sat Dec 16 06:18:25 GMT 2023
PRIMARY
FDA UNII
152TZ9I43Y
Created by admin on Sat Dec 16 06:18:25 GMT 2023 , Edited by admin on Sat Dec 16 06:18:25 GMT 2023
PRIMARY
PUBCHEM
11491639
Created by admin on Sat Dec 16 06:18:25 GMT 2023 , Edited by admin on Sat Dec 16 06:18:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID00182355
Created by admin on Sat Dec 16 06:18:25 GMT 2023 , Edited by admin on Sat Dec 16 06:18:25 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY