Gadopiclenol

Chemical Information
Gadopiclenol is a gadolinium-based contrast agent (GBCA) based on a pyclen macrocyclic structure. It is indicated for use with magnetic resonance imaging (MRI) to detect and visualize lesions with abnormal vascularity in the central nervous system and the body. In 2006, the use of GBCAs was associated with the development of nephrogenic systemic fibrosis (NSF), a rare disorder characterized by the thickening and hardening of skin and subcutaneous tissues. However, studies revealed that NSF was associated with linear GBCAs, not macrocyclic GBCAs, such as gadopiclenol. Gadopiclenol has high kinetic stability and a high r1 relaxivity, allowing it to be used at lower doses than classic extracellular GBCAs. In September 2022, the use of gadopiclenol was approved by the FDA. The product label includes a black box warning regarding the increased risk for NSF among patients with impaired elimination of the drugs.
| CAS Number | 933983-75-6 |
| PubChem CID | 16223405 |
| IUPAC Name | 2-[3,9-bis[1-carboxylato-4-(2,3-dihydroxypropylamino)-4-oxobutyl]-3,6,9,15-tetrazabicyclo[9.3.1]pentadeca-1(15),11,13-trien-6-yl]-5-(2,3-dihydroxypropylamino)-5-oxopentanoate;gadolinium(3+) |
| Molecular Formula | C35H54GdN7O15 |
| Molecular Weight | 970.1 |
| Topological Polar Surface Area | 352 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 19 |
| Rotatable Bond Count | 21 |
| Heavy Atom Count | 58 |
| Formal Charge | 0 |
| Complexity | 1200 |
| Property | Value |
|---|---|
| Molecular Weight | 970.1 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 19 |
| Rotatable Bond Count | 21 |
| Exact Mass | 970.29190 |
| Monoisotopic Mass | 970.29190 |
| Topological Polar Surface Area | 352 Ų |
| Heavy Atom Count | 58 |
| Formal Charge | 0 |
| Complexity | 1200 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 6 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 2 |
| Compound Is Canonicalized | Yes |
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