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Details

Stereochemistry ABSOLUTE
Molecular Formula C44H58N6O17.Ga.H
Molecular Weight 1011.899
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GALLIUM GA-68 GOZETOTIDE

SMILES

C(CCC(=NCCCC[C@@]([H])(C(=O)O)N=C(N[C@@]([H])(CCC(=O)O)C(=O)O)O)[O-])CCN=C(CCc1ccc(c(c1)CN(CCN(Cc2cc(ccc2[O-])CCC(=O)O)CC(=O)O)CC(=O)O)[O-])O.[Ga+3]

InChI

InChIKey=AEBYHKKMCWUMKX-LNTZDJBBSA-K
InChI=1S/C44H62N6O17.Ga/c51-34-13-8-28(22-30(34)24-49(26-40(59)60)20-21-50(27-41(61)62)25-31-23-29(9-14-35(31)52)11-16-38(55)56)10-15-37(54)46-18-4-1-2-7-36(53)45-19-5-3-6-32(42(63)64)47-44(67)48-33(43(65)66)12-17-39(57)58;/h8-9,13-14,22-23,32-33,51-52H,1-7,10-12,15-21,24-27H2,(H,45,53)(H,46,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)(H,63,64)(H,65,66)(H2,47,48,67);/q;+3/p-3/t32-,33-;/m0./s1/i;1-2

HIDE SMILES / InChI
Prostamedix is a 68Ga-labeled ligand of the prostate-specific membrane antigen (PSMA) for Prostate Cancer PET imaging. Because of the increased expression of PSMA in Prostate Cancer and its metastases, Prostamedix was reported to exhibit a favorable lesion-to-background ratio with high detection rates. Further studies evaluating Prostamedix showed substantially higher detection rates in patients with recurrent PC than reported for other imaging modalities, especially at low PSA values. The chelator HBED-CC (N,N'-bis-[2-hydroxy-5-(carboxyethyl)benzyl]ethylenediamine-N,N'-diacetic acid), represents a hitherto rarely used acyclic complexing agent especially allowing efficient radiolabelling with 68Ga even at ambient temperature. By combining HBED-CC with the PSMA inhibitor Glu-urea-Lys, a favorable aromatic part is introduced into the radiotracer which was found to be a necessary requirement for sustainable interaction with the PSMA receptor, putatively with the accessory hydrophobic pocket of the PSMA

Approval Year

PubMed

PubMed

TitleDatePubMed
Value of 68Ga-PSMA HBED-CC PET for the Assessment of Lymph Node Metastases in Prostate Cancer Patients with Biochemical Recurrence: Comparison with Histopathology After Salvage Lymphadenectomy.
2016 Nov

Sample Use Guides

1.8–2.2 MBq per kg of body weight
Route of Administration: Intravenous
Name Type Language
GALLIUM GA-68 GOZETOTIDE
Common Name English
GALLIUM GA 68-LABELED PSMA LIGAND GLU-UREA-LYS(AHX)-HBED-CC
Common Name English
68GA-PSMA-HBED-CC
Common Name English
(68GA)PSMA-HBED-CC
Common Name English
PSMA-11 GA 68
Common Name English
(68)GA LABELED GLU-NH-CO-NH-LYS(AHX)-HBED-CC
Common Name English
GA-68 PSMA-11
Common Name English
PROSTAMEDIX
Brand Name English
GA-68-LABELED PSMA-11
Common Name English
DKFZ-PSMA-11 GA-68
Code English
GALLIUM GOZETOTIDE GA-68
Common Name English
68GA-PSMA-11
Common Name English
(68GA)HBED-PSMA
Common Name English
GALLIUM (68GA) GOZETOTIDE [INN]
Common Name English
PSMA-HBED-CC GA-68
Common Name English
GALLIUM (68GA) GOZETOTIDE
Official Name English
GALLATE(5-)-68GA, (N-((((1S)-1-CARBOXY-5-((6-((3-(3-(((2-(((5-(2-CARBOXYETHYL)-2-(HYDROXY-.KAPPA.O)PHENYL)METHYL)((CARBOXY-.KAPPA.O)METHYL)AMINO-.KAPPA.N)ETHYL)((CARBOXY-.KAPPA.O)METHYL)AMINO-.KAPPA.N)METHYL)-4-(HYDROXY-.KAPPA.O)PHENYL)-1-OXOPROPYL)AMINO
Systematic Name English
GA-PSMA-HBED-CC GA-68
Common Name English
PSMA-11 GA-68
Common Name English
68GA-LABELLED GLU-UREA-LYS(AHX)-HBED-CC
Common Name English
GLU-NH-CO-NH-LYS-(AHX)-(68GA(HBED-CC))
Common Name English
GLU-UREA-LYS(AHX)-HBED-CC GA-68
Common Name English
Code System Code Type Description
FDA UNII
ZJ0EKR6M10
Created by admin on Sat Jun 26 16:35:38 UTC 2021 , Edited by admin on Sat Jun 26 16:35:38 UTC 2021
PRIMARY
INN
11504
Created by admin on Sat Jun 26 16:35:38 UTC 2021 , Edited by admin on Sat Jun 26 16:35:38 UTC 2021
PRIMARY
PUBCHEM
91800164
Created by admin on Sat Jun 26 16:35:38 UTC 2021 , Edited by admin on Sat Jun 26 16:35:38 UTC 2021
PRIMARY
CAS
1906894-20-9
Created by admin on Sat Jun 26 16:35:38 UTC 2021 , Edited by admin on Sat Jun 26 16:35:38 UTC 2021
PRIMARY
NCI_THESAURUS
C118961
Created by admin on Sat Jun 26 16:35:38 UTC 2021 , Edited by admin on Sat Jun 26 16:35:38 UTC 2021
PRIMARY