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Details

Stereochemistry ACHIRAL
Molecular Formula C6H15FNO
Molecular Weight 135.1903
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of FLUOROETHYLCHOLINE ION F-18

SMILES

C[N+](C)(CCO)CC[18F]

InChI

InChIKey=HVTQGIFBNBMSGE-JZRMKITLSA-N
InChI=1S/C6H15FNO/c1-8(2,4-3-7)5-6-9/h9H,3-6H2,1-2H3/q+1/i7-1

HIDE SMILES / InChI

Molecular Formula C6H14FNO
Molecular Weight 134.1824
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Fluoroethylcholine ion F-18 is ethylcholine labeled with fluorine F 18, a positron-emitting isotope. Fluorine F18 fluoroethylcholine incorporates into tumor cells through an active, carrier-mediated transport mechanism for choline and then is phosphorylated intracellularly by choline kinase, yielding a phosphoryl derivative, and finally is integrated into cellular phospholipids, probably primarily into a phosphatidyl derivative; concentration of this agent in tumor cells as various fluorine F 18 fluoroethylcholine derivatives enables tumor imaging using positron emission tomography (PET). Choline kinase, the enzyme responsible for the phosphorylation of choline, is frequently up-regulated in human tumor cell lines. F18-fluoroethylcholine is used for imaging of prostate cancer and brain tumors, mainly in Europe and Japan.

Approval Year

PubMed

PubMed

TitleDatePubMed
¹⁸F-fluoromethylcholine or ¹⁸F-fluoroethylcholine pet for prostate cancer imaging: which is better? A literature revision.
2015 Apr
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 10:10:30 UTC 2023
Edited
by admin
on Sat Dec 16 10:10:30 UTC 2023
Record UNII
290587400Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUOROETHYLCHOLINE ION F-18
Common Name English
FLUORINE F-18 FLUOROETHYLCHOLINE
Common Name English
18F-FECH
Common Name English
[18F]FLUOROETHYLCHOLINE
Common Name English
ETHANAMINIUM, N-(2-(FLUORO-18F)ETHYL)-2-HYDROXY-N,N-DIMETHYL-
Systematic Name English
18F-FLUOROETHYLCHOLINE
Common Name English
Fluoroethylcholine (18F) [WHO-DD]
Common Name English
FLUOROETHYLCHOLINE F-18
Common Name English
Classification Tree Code System Code
WHO-VATC QV09IX08
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
WHO-ATC V09IX08
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
Code System Code Type Description
DRUG CENTRAL
4551
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
PRIMARY
ChEMBL
CHEMBL3707265
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
PRIMARY
NCI_THESAURUS
C70594
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
PRIMARY
CAS
188709-02-6
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
PRIMARY
PUBCHEM
449689
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
PRIMARY
EPA CompTox
DTXSID101191982
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
PRIMARY
FDA UNII
290587400Z
Created by admin on Sat Dec 16 10:10:30 UTC 2023 , Edited by admin on Sat Dec 16 10:10:30 UTC 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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FURTHER METABOLIZED TO PHOSPHOLIPIDS
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ACTIVE MOIETY