| Common Name |
Gadofosveset trisodium
| Description |
Gadofosveset trisodium is an intravenous contrast agent used with magnetic resonance angiography(MRA), which is a non-invasive way of imaging blood vessels. The agent allows for the vascliar system to be imaged more clearly by the MRA. In this way, gadofosveset trisodium is used to help diagnose certain disorders of the heart and blood vessels.
| Structure |
| Synonyms |
| Value |
Source |
AblavarKegg
GadofosvesetHMDB
| Chemical Formlia |
C33H40GdN3Na3O15P
| Average Molecliar Weight |
975.87
| Monoisotopic Molecliar Weight |
976.113113695
| IUPAC Name |
gadolinium(3+) ion trisodium 2-{[1-({2-[bis(carboxylatomethyl)amino]ethyl}(carboxylatomethyl)amino)-3-[(4,4-diphenylcyclohexyl phosphonato)oxy]propan-2-yl](carboxylatomethyl)amino}acetate hydrate
| Traditional Name |
gadolinium(3+) ion trisodium 2-{[1-({2-[bis(carboxylatomethyl)amino]ethyl}(carboxylatomethyl)amino)-3-[(4,4-diphenylcyclohexyl phosphonato)oxy]propan-2-yl](carboxylatomethyl)amino}acetate hydrate
| CAS Registry Number |
193901-90-5
| SMILES |
O.[Na+].[Na+].[Na+].[Gd+3].[O-]C(=O)CN(CCN(CC([O-])=O)CC([O-])=O)CC(COP([O-])(=O)OC1CCC(CC1)(C1=CC=CC=C1)C1=CC=CC=C1)N(CC([O-])=O)CC([O-])=O
| InChI Identifier |
InChI=1S/C33H44N3O14P.Gd.3Na.H2O/c37-28(38)18-34(15-16-35(19-29(39)40)20-30(41)42)17-26(36(21-31(43)44)22-32(45)46)23-49-51(47,48)50-27-11-13-33(14-12-27,24-7-3-1-4-8-24)25-9-5-2-6-10-25;;;;;/h1-10,26-27H,11-23H2,(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H,45,46)(H,47,48);;;;;1H2/q;+3;3*+1;/p-6
| InChI Key |
PIZALBORPSCYJU-UHFFFAOYSA-H
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Carboxylic acids and derivatives
| Direct Parent |
Pentacarboxylic acids and derivatives
| Alternative Parents |
Diphenylmethanes
Alpha amino acids
Phosphoethanolamines
Dialkyl phosphates
Trialkylamines
Carboxylic acid salts
Amino acids
Carboxylic acids
Organopnictogen compounds
Organic zwitterions
Organic sodium salts
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Pentacarboxylic acid or derivatives
Diphenylmethane
Alpha-amino acid
Alpha-amino acid or derivatives
Phosphoethanolamine
Dialkyl phosphate
Monocyclic benzene moiety
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Benzenoid
Amino acid or derivatives
Carboxylic acid salt
Amino acid
Tertiary amine
Tertiary aliphatic amine
Organic alkali metal salt
Carboxylic acid
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Organic oxide
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Organic sodium salt
Organic nitrogen compound
Organic salt
Organic zwitterion
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Drug
| Biofunction |
Contrast Agents
Diagnostic Agents
| Application |
Pharmaceutical
| Cellliar locations |
Extracellliar
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
logP-1.2ChemAxon
pKa (Strongest Acidic)0.78ChemAxon
pKa (Strongest Basic)9.67ChemAxon
Physiological Charge-5ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area268.96 Å2ChemAxon
Rotatable Bond Count23ChemAxon
Refractivity241.55 m3·mol-1ChemAxon
Polarizability69.9 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Extracellliar
| Biofluid Locations |
Blood
Urine
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Biofluid |
Status |
Age |
Condition |
Reference |
Details |
BloodExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB06705
21059682
details
UrineExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB06705
21059682
details
|
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
DB06705
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
26330338
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Gadofosveset
| NuGOwiki Link |
HMDB15650
| Metagene Link |
HMDB15650
| METLIN ID |
Not Available
| PubChem Compound |
23724913
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: PMSF
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Caravan P: Protein-targeted gadolinium-based magnetic resonance imaging (MRI) contrast agents: design and mechanism of action. Acc Chem Res. 2009 Jul 21;42(7):851-62. doi: 10.1021/ar800220p. [PubMed:19222207 ]
- Milot L, Haider M, Foster L, McGregor C, Law C: Gadofosveset trisodium in the investigation of focal liver lesions in noncirrhotic liver: Early experience. J Magn Reson Imaging. 2012 Sep;36(3):738-42. doi: 10.1002/jmri.23650. Epub 2012 Apr 5. [PubMed:22488745 ]
- Thouet T, Schnackenburg B, Kokocinski T, Fleck E, Nagel E, Kelle S: Visualization of chronic myocardial infarction using the intravascular contrast agent MS-325 (gadofosveset) in patients. ScientificWorldJournal. 2012;2012:236401. doi: 10.1100/2012/236401. Epub 2012 Mar 12. [PubMed:22536125 ]
- Hrdina L, Kocher M, Herman M, Cerna M, Kozak J, Tudos Z, Mahathmakanthi S, Langova K: Comparison of the quality of lower limb magnetic resonance angiographies performed with different paramagnetic contrast agents in relation to body mass index and ejection fraction. Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 2012 Jun;156(2):164-70. doi: 10.5507/bp.2011.058. [PubMed:22660207 ]
- Raman FS, Nacif MS, Cater G, Gai N, Jones J, Li D, Sibley CT, Liu S, Bluemke DA: 3.0-T whole-heart coronary magnetic resonance angiography: comparison of gadobenate dimeglumine and gadofosveset trisodium. Int J Cardiovasc Imaging. 2013 Jun;29(5):1085-94. doi: 10.1007/s10554-013-0192-z. Epub 2013 Mar 21. [PubMed:23515949 ]
|
PMID: 16135784
