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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

Description

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

CNS Activity

CNS Non-penetrant
1040
Curator's Comment: A 2015 study found trace amounts of Gadolinium deposited in the brain tissue of patients that had received Gadodiamide.

Originator

Salutar
2
Curator's Comment: Gadodiamide was developed by Salutar (Sunnyvale, Calif).

Approval Year

1993
138
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Approved
8583
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
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2007/022066lbl.pdf
0.1 mmol/kg single, intravenous
dose: 0.1 mmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GADODIAMIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
100%
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2007/022066lbl.pdf
0.1 mmol/kg single, intravenous
dose: 0.1 mmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GADODIAMIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
inhibitor
2217

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
hERG
2263
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:37333
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:37333
ChemicalBook
CB1501382
https://www.chemicalbook.com/ChemicalProductProperty_EN_CB1501382
eMolecules
10135332
https://www.emolecules.com/cgi-bin/more?vid=10135332
MolPort
MolPort-046-417-370
https://www.molport.com/shop/molecule-link/MolPort-046-417-370
PubMed

PubMed

TitleDatePubMed
Investigation of the ototoxicity of gadoteridol (ProHance) and gadodiamide (Omniscan) in mice.
2016-11
Signal intensity change on unenhanced T1-weighted images in dentate nucleus following gadobenate dimeglumine in patients with and without previous multiple administrations of gadodiamide.
2016-11
T1 Signal-Intensity Increase in the Dentate Nucleus after Multiple Exposures to Gadodiamide: Intraindividual Comparison between 2 Commonly Used Sequences.
2016-08
Cochlear Lymph Fluid Signal Increase in Patients with Otosclerosis after Intravenous Administration of Gadodiamide.
2016-07-11
IV Administered Gadodiamide Enters the Lumen of the Prostatic Glands: X-Ray Fluorescence Microscopy Examination of a Mouse Model.
2015-09
The gadolinium-based contrast agent Omniscan® promotes in vitro fibroblast survival through in situ precipitation.
2015-07
Intrathecal gadodiamide for identifying subarachnoid and ventricular neurocysticercosis.
2015-07
Semi-quantification of endolymphatic size on MR imaging after intravenous injection of single-dose gadodiamide: comparison between two types of processing strategies.
2013-12-25
The role of residual gadolinium in the induction of nephrogenic systemic fibrosis-like skin lesions in rats.
2011-01
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.
2010-11
Regulation of collagen turnover in human skin fibroblasts exposed to a gadolinium-based contrast agent.
2009-08
Induction of the expression of profibrotic cytokines and growth factors in normal human peripheral blood monocytes by gadolinium contrast agents.
2009-05
Gadolinium-based contrast agents and their potential role in the pathogenesis of nephrogenic systemic fibrosis: the role of excess ligand.
2008-05
An epidemic outbreak of nephrogenic systemic fibrosis in a Danish hospital.
2008-05
Nephrogenic systemic fibrosis: possible association with a predisposing infection.
2008-04
Gadolinium-based contrast exposure, nephrogenic systemic fibrosis, and gadolinium detection in tissue.
2008-04
Clinical manifestation of gadodiamide-related nephrogenic systemic fibrosis.
2008-03
A preclinical study to investigate the development of nephrogenic systemic fibrosis: a possible role for gadolinium-based contrast media.
2008-01
Case-control study of gadodiamide-related nephrogenic systemic fibrosis.
2007-11
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.
2007-10-01
Gadodiamide-associated nephrogenic systemic fibrosis.
2007-06
Gadolinium-associated nephrogenic systemic fibrosis: double dose, not single dose.
2007-06
Gadolinium arteriography complicated by acute pancreatitis and acute renal failure.
2001-03
Neurotoxic potential of gadodiamide after injection into the lateral cerebral ventricle of rats.
1998-09
Patents

Patents

20060069098
2

Sample Use Guides

In Vivo Use Guide
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 Mon Mar 31 21:34:24 GMT 2025
Edited
by admin
on Mon Mar 31 21:34:24 GMT 2025
Record UNII
0RPE15QPL0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GADODIAMIDE HYDRATE
JAN  
Common Name English
AQUA(N-N'-BIS(2-((CARBOXYMETHYL)((METHYLCARBAMOYL)METHYL)AMINO)ETHYL)GLYCINATO(3-))GADOLINIUM HYDRATE
Preferred Name English
GADODIAMIDE HYDRATE [JAN]
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 Mon Mar 31 21:34:24 GMT 2025 , Edited by admin on Mon Mar 31 21:34:24 GMT 2025
PRIMARY
EVMPD
SUB126938
Created by admin on Mon Mar 31 21:34:24 GMT 2025 , Edited by admin on Mon Mar 31 21:34:24 GMT 2025
PRIMARY
CAS
122795-43-1
Created by admin on Mon Mar 31 21:34:24 GMT 2025 , Edited by admin on Mon Mar 31 21:34:24 GMT 2025
NON-SPECIFIC STOICHIOMETRY
DRUG BANK
DB00225
Created by admin on Mon Mar 31 21:34:24 GMT 2025 , Edited by admin on Mon Mar 31 21:34:24 GMT 2025
PRIMARY
EPA CompTox
DTXSID9048647
Created by admin on Mon Mar 31 21:34:24 GMT 2025 , Edited by admin on Mon Mar 31 21:34:24 GMT 2025
PRIMARY
CHEBI
31642
Created by admin on Mon Mar 31 21:34:24 GMT 2025 , Edited by admin on Mon Mar 31 21:34:24 GMT 2025
PRIMARY
PUBCHEM
76964236
Created by admin on Mon Mar 31 21:34:24 GMT 2025 , Edited by admin on Mon Mar 31 21:34:24 GMT 2025
PRIMARY
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Structure of GADODIAMIDE
ANHYDROUS->SOLVATE
Structure of GADODIAMIDE
PARENT -> SALT/SOLVATE
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Structure of GADOPENTETIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of GADOLINIUM 3,6,9-TRIS(CARBOXYMETHYL)-11-OXO-3,6,9,12-TETRAAZATRIDECANOATE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of Methylamine
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of GADODIAMIDE
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