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Details

Stereochemistry ACHIRAL
Molecular Formula C16H26N5O8.Gd.3H2O
Molecular Weight 627.7
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GADODIAMIDE HYDRATE

SMILES

O.O.O.[Gd+3].CNC(=O)CN(CCN(CCN(CC([O-])=O)CC(=O)NC)CC([O-])=O)CC([O-])=O

InChI

InChIKey=WYKPQCVMUQQKCL-UHFFFAOYSA-K
InChI=1S/C16H29N5O8.Gd.3H2O/c1-17-12(22)7-20(10-15(26)27)5-3-19(9-14(24)25)4-6-21(11-16(28)29)8-13(23)18-2;;;;/h3-11H2,1-2H3,(H,17,22)(H,18,23)(H,24,25)(H,26,27)(H,28,29);;3*1H2/q;+3;;;/p-3

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 HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C16H29N5O8
Molecular Weight 419.4302
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Gadodiamide is a nonionic, low-osmolar gadolinium-based contrast agent for diagnostic contrast-enhanced magnetic resonance imaging (MRI).

CNS Activity

Curator's Comment: A 2015 study found trace amounts of Gadolinium deposited in the brain tissue of patients that had received Gadodiamide.

Originator

Curator's Comment: Gadodiamide was developed by Salutar (Sunnyvale, Calif).

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
OMNISCAN

Approved Use

Diagnostic magnetic resonance imaging (MRI) indicated for intravenous use to visualize lesions with abnormal vascularity in the brain, spine, and associated tissues; facilitate the visualization of lesions with abnormal vascularity within the thoracic, abdominal, pelvic cavities, and the retroperitoneal space.

Launch Date

1993
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
77.8 min
0.1 mmol/kg single, intravenous
dose: 0.1 mmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GADODIAMIDE unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
100%
0.1 mmol/kg single, intravenous
dose: 0.1 mmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GADODIAMIDE unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
Neurotoxic potential of gadodiamide after injection into the lateral cerebral ventricle of rats.
1998 Sep
Comparison of the usefulness of gadodiamide and iodine mixture versus iodinated contrast alone for prevention of contrast-induced nephropathy in patients with chronic kidney disease undergoing coronary angiography.
2007 Oct 1
Nephrogenic systemic fibrosis: possible association with a predisposing infection.
2008 Apr
Clinical manifestation of gadodiamide-related nephrogenic systemic fibrosis.
2008 Mar
NFκB activation and stimulation of chemokine production in normal human macrophages by the gadolinium-based magnetic resonance contrast agent Omniscan: possible role in the pathogenesis of nephrogenic systemic fibrosis.
2010 Nov
The role of residual gadolinium in the induction of nephrogenic systemic fibrosis-like skin lesions in rats.
2011 Jan
T1 Signal-Intensity Increase in the Dentate Nucleus after Multiple Exposures to Gadodiamide: Intraindividual Comparison between 2 Commonly Used Sequences.
2016 Aug
Patents

Patents

Sample Use Guides

0.2 mL/kg (CNS), 0.1 mL/kg (kidney), 0.2 mL/kg (Intrathoracic, intra-abdominal, and pelvic cavities)
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:54:51 GMT 2023
Edited
by admin
on Sat Dec 16 05:54:51 GMT 2023
Record UNII
0RPE15QPL0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GADODIAMIDE HYDRATE
JAN  
Common Name English
GADODIAMIDE HYDRATE [JAN]
Common Name English
AQUA(N-N'-BIS(2-((CARBOXYMETHYL)((METHYLCARBAMOYL)METHYL)AMINO)ETHYL)GLYCINATO(3-))GADOLINIUM HYDRATE
Common Name English
GADODIAMIDE TRIHYDRATE
Common Name English
GADODIAMIDE HYDRATE [EP MONOGRAPH]
Common Name English
Code System Code Type Description
FDA UNII
0RPE15QPL0
Created by admin on Sat Dec 16 05:54:51 GMT 2023 , Edited by admin on Sat Dec 16 05:54:51 GMT 2023
PRIMARY
EVMPD
SUB126938
Created by admin on Sat Dec 16 05:54:51 GMT 2023 , Edited by admin on Sat Dec 16 05:54:51 GMT 2023
PRIMARY
CAS
122795-43-1
Created by admin on Sat Dec 16 05:54:51 GMT 2023 , Edited by admin on Sat Dec 16 05:54:51 GMT 2023
NON-SPECIFIC STOICHIOMETRY
DRUG BANK
DB00225
Created by admin on Sat Dec 16 05:54:51 GMT 2023 , Edited by admin on Sat Dec 16 05:54:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID9048647
Created by admin on Sat Dec 16 05:54:51 GMT 2023 , Edited by admin on Sat Dec 16 05:54:51 GMT 2023
PRIMARY
CHEBI
31642
Created by admin on Sat Dec 16 05:54:51 GMT 2023 , Edited by admin on Sat Dec 16 05:54:51 GMT 2023
PRIMARY
PUBCHEM
76964236
Created by admin on Sat Dec 16 05:54:51 GMT 2023 , Edited by admin on Sat Dec 16 05:54:51 GMT 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
PARENT -> SALT/SOLVATE
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY