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Details

Stereochemistry ACHIRAL
Molecular Formula C5H8FNO2
Molecular Weight 133.1209
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUCICLOVINE

SMILES

N[C@]1(C[C@H](F)C1)C(O)=O

InChI

InChIKey=NTEDWGYJNHZKQW-IWLYVCSRSA-N
InChI=1S/C5H8FNO2/c6-3-1-5(7,2-3)4(8)9/h3H,1-2,7H2,(H,8,9)/t3-,5-

HIDE SMILES / InChI

Molecular Formula C5H8FNO2
Molecular Weight 133.1209
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

FLUCICLOVINE is a synthetic amino acid which is transported across mammalian cell membranes by amino acid transporters such as LAT-1 and ASCT2. Its 18F radiolabelled form is a positron emission tomography (PET) tracer targeting prostate cancer cells where aforementioned transporters are known to be upregulated, providing a mechanism for the enhanced accumulation of the tracer in these cells.

Approval Year

PubMed

PubMed

TitleDatePubMed
Improved synthesis of anti-[18F]FACBC: improved preparation of labeling precursor and automated radiosynthesis.
2003 Jun
Initial experience with the radiotracer anti-1-amino-3-18F-fluorocyclobutane-1-carboxylic acid with PET/CT in prostate carcinoma.
2007 Jan
A preliminary study of anti-1-amino-3-18F-fluorocyclobutyl-1-carboxylic acid for the detection of prostate cancer.
2007 Jan
The impact of urinary excretion of (18)F-labeled choline analogs.
2007 Jul
Biodistribution and radiation dosimetry of the synthetic nonmetabolized amino acid analogue anti-18F-FACBC in humans.
2007 Jun
Case study of anti-1-amino-3-F-18 fluorocyclobutane-1-carboxylic acid (anti-[F-18] FACBC) to guide prostate cancer radiotherapy target design.
2009 May
Synthesis and biological evaluation of anti-1-amino-2-[18F]fluoro-cyclobutyl-1-carboxylic acid (anti-2-[18F]FACBC) in rat 9L gliosarcoma.
2010 Apr 1
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:10:43 UTC 2023
Edited
by admin
on Fri Dec 15 18:10:43 UTC 2023
Record UNII
YKG0YF688X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUCICLOVINE
Common Name English
ANTI-1-AMINO-3-FLUOROCYCLOBUTYL-1-CARBOXYLIC ACID
Common Name English
CYCLOBUTANECARBOXYLIC ACID, 1-AMINO-3-FLUORO-, TRANS-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID301027797
Created by admin on Fri Dec 15 18:10:43 UTC 2023 , Edited by admin on Fri Dec 15 18:10:43 UTC 2023
PRIMARY
DRUG BANK
DB15237
Created by admin on Fri Dec 15 18:10:43 UTC 2023 , Edited by admin on Fri Dec 15 18:10:43 UTC 2023
PRIMARY
CHEBI
176400
Created by admin on Fri Dec 15 18:10:43 UTC 2023 , Edited by admin on Fri Dec 15 18:10:43 UTC 2023
PRIMARY
RXCUI
2571859
Created by admin on Fri Dec 15 18:10:43 UTC 2023 , Edited by admin on Fri Dec 15 18:10:43 UTC 2023
PRIMARY
CAS
222727-43-7
Created by admin on Fri Dec 15 18:10:43 UTC 2023 , Edited by admin on Fri Dec 15 18:10:43 UTC 2023
PRIMARY
PUBCHEM
10820564
Created by admin on Fri Dec 15 18:10:43 UTC 2023 , Edited by admin on Fri Dec 15 18:10:43 UTC 2023
PRIMARY
FDA UNII
YKG0YF688X
Created by admin on Fri Dec 15 18:10:43 UTC 2023 , Edited by admin on Fri Dec 15 18:10:43 UTC 2023
PRIMARY
Related Record Type Details
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