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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H10FNO4
Molecular Weight 215.1784
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUORODOPA

SMILES

N[C@@H](CC1=C(F)C=C(O)C(O)=C1)C(O)=O

InChI

InChIKey=PAXWQORCRCBOCU-LURJTMIESA-N
InChI=1S/C9H10FNO4/c10-5-3-8(13)7(12)2-4(5)1-6(11)9(14)15/h2-3,6,12-13H,1,11H2,(H,14,15)/t6-/m0/s1

HIDE SMILES / InChI

Molecular Formula C9H10FNO4
Molecular Weight 215.1784
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Fluorodopa (FDOPA) is a fluorinated analog of levodopa (L-DOPA) used to assess the nigrostriatal dopamine system in vivo with positron emission tomography (PET) in the form of fluorine-18 isotopologue. It is often used for studies requiring repeated imaging, including examinations over the course of a disease and/or the effect of treatment. 18F-labeled FDOPA, which was primarily developed to measure dopamine synthesis in the basal ganglia, has also increasingly been used as a tracer for brain tumor imaging. FDOPA is currently approved for characterization of presynaptic dopaminergic activity in patients with Parkinsonian syndromes in the United States and Western Europe. The increased uptake of MET, FET and FDOPA in gliomas and brain metastases appears to be caused predominantly by increased transport via the amino acid transport system L for large neutral amino acids namely the subtypes LAT1 and LAT2.

Approval Year

PubMed

PubMed

TitleDatePubMed
Intrauterine growth restriction induces up-regulation of cerebral aromatic amino acid decarboxylase activity in newborn piglets: [18F]fluorodopa positron emission tomographis study.
2001 Apr
Effect of moderate hypercapnic hypoxia on cerebral dopaminergic activity and brain O2 uptake in intrauterine growth-restricted newborn piglets.
2005 Mar
Three-step, "one-pot" radiosynthesis of 6-fluoro-3,4-dihydroxy-L-phenylalanine by isotopic exchange.
2009 Oct
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:03:04 UTC 2023
Edited
by admin
on Sat Dec 16 08:03:04 UTC 2023
Record UNII
6WIZ27OUZ9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUORODOPA
Systematic Name English
FDOPA
Common Name English
6-FLUORO-L-DOPA
Common Name English
6-FLUORODOPA
Common Name English
L-TYROSINE, 2-FLUORO-5-HYDROXY-
Systematic Name English
2-FLUORO-5-HYDROXY-L-TYROSINE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID90226257
Created by admin on Sat Dec 16 08:03:04 UTC 2023 , Edited by admin on Sat Dec 16 08:03:04 UTC 2023
PRIMARY
CAS
75290-51-6
Created by admin on Sat Dec 16 08:03:04 UTC 2023 , Edited by admin on Sat Dec 16 08:03:04 UTC 2023
PRIMARY
SMS_ID
100000175129
Created by admin on Sat Dec 16 08:03:04 UTC 2023 , Edited by admin on Sat Dec 16 08:03:04 UTC 2023
PRIMARY
CHEBI
49163
Created by admin on Sat Dec 16 08:03:04 UTC 2023 , Edited by admin on Sat Dec 16 08:03:04 UTC 2023
PRIMARY
PUBCHEM
107730
Created by admin on Sat Dec 16 08:03:04 UTC 2023 , Edited by admin on Sat Dec 16 08:03:04 UTC 2023
PRIMARY
FDA UNII
6WIZ27OUZ9
Created by admin on Sat Dec 16 08:03:04 UTC 2023 , Edited by admin on Sat Dec 16 08:03:04 UTC 2023
PRIMARY
WIKIPEDIA
FLUORODOPA
Created by admin on Sat Dec 16 08:03:04 UTC 2023 , Edited by admin on Sat Dec 16 08:03:04 UTC 2023
PRIMARY
RXCUI
2571852
Created by admin on Sat Dec 16 08:03:04 UTC 2023 , Edited by admin on Sat Dec 16 08:03:04 UTC 2023
PRIMARY