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Chemical compound
Fluoroestradiol F-18 Trade names Cerianna Other names [18 F]16α あるふぁ -Fluoroestradiol; [18 F]16α あるふぁ -Fluoroestra-1,3,5(10)-triene-3,17β べーた -diol License data
Routes of administration Intravenous injection Drug class Estrogen ; Diagnostic radiopharmaceutical ATC code Legal status
Metabolism Liver [ 1] Excretion Gallbladder and kidney [ 1]
(8R ,9S ,13S ,14S ,16R ,17R )-16-(18F )fluoranyl-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a ]phenanthrene-3,17-diol
CAS Number PubChem CID ChemSpider UNII KEGG CompTox Dashboard (EPA ) Formula C18 H23 [18 F]O2 Molar mass 289.37 [ 1] 3D model (JSmol )
CC12CCC3C(C1CC(C2O)[18F])CCC4=C3C=CC(=C4)O
InChI=1S/C18H23FO2/c1-18-7-6-13-12-5-3-11(20)8-10(12)2-4-14(13)15(18)9-16(19)17(18)21/h3,5,8,13-17,20-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1/i19-1
Key:KDLLNMRYZGUVMA-ZYMZXAKXSA-N
Fluoroestradiol F-18 , also known as [18 F]16α あるふぁ -fluoroestradiol and sold under the brand name Cerianna , is a radioactive diagnostic agent indicated for use with positron emission tomography (PET) imaging .[ 1] [ 2] [ 3] [ 4] [ 5] It is an analog of estrogen and is used to detect estrogen receptor -positive breast cancer lesions .[ 1]
Chemically, fluoroestradiol F-18 is [18 F]16α あるふぁ -fluoro-3,17β べーた -diol-estratriene-1,3,5(10).[ 1]
Fluoroestradiol F-18 was approved for medical use in the United States in May 2020.[ 6]
^ a b c d e f g "Cerianna- fluoroestradiol f 18 injection" . DailyMed . 20 May 2020. Retrieved 24 September 2020 .
^ Katzenellenbogen JA (February 2020). "The quest for improving the management of breast cancer by functional imaging: The discovery and development of 16α あるふぁ -[18 F]fluoroestradiol (FES), a PET radiotracer for the estrogen receptor, a historical review" . Nucl. Med. Biol . 92 : 24–37. doi :10.1016/j.nucmedbio.2020.02.007 . ISSN 0969-8051 . PMC 7442693 . PMID 32229068 .
^ Evangelista L, Guarneri V, Conte PF (2016). "18 F-Fluoroestradiol Positron Emission Tomography in Breast Cancer Patients: Systematic Review of the Literature & Meta-Analysis". Curr Radiopharm . 9 (3): 244–257. doi :10.2174/1874471009666161019144950 . PMID 27774910 .
^ Liao GJ, Clark AS, Schubert EK, Mankoff DA (August 2016). "18 F-Fluoroestradiol PET: Current Status and Potential Future Clinical Applications" . J. Nucl. Med . 57 (8): 1269–75. doi :10.2967/jnumed.116.175596 . PMID 27307345 .
^ Sundararajan L, Linden HM, Link JM, Krohn KA, Mankoff DA (November 2007). "18 F-Fluoroestradiol". Semin Nucl Med . 37 (6): 470–6. doi :10.1053/j.semnuclmed.2007.08.003 . PMID 17920354 .
^ "Cerianna: FDA-Approved Drugs" . U.S. Food and Drug Administration (FDA) . Retrieved 22 May 2020 .
ER Tooltip Estrogen receptor
Agonists
Steroidal: 2-Hydroxyestradiol
2-Hydroxyestrone
3-Methyl-19-methyleneandrosta-3,5-dien-17β べーた -ol
3α あるふぁ -Androstanediol
3α あるふぁ ,5α あるふぁ -Dihydrolevonorgestrel
3β べーた ,5α あるふぁ -Dihydrolevonorgestrel
3α あるふぁ -Hydroxytibolone
3β べーた -Hydroxytibolone
3β べーた -Androstanediol
4-Androstenediol
4-Androstenedione
4-Fluoroestradiol
4-Hydroxyestradiol
4-Hydroxyestrone
4-Methoxyestradiol
4-Methoxyestrone
5-Androstenediol
7-Oxo-DHEA
7α あるふぁ -Hydroxy-DHEA
7α あるふぁ -Methylestradiol
7β べーた -Hydroxyepiandrosterone
8,9-Dehydroestradiol
8,9-Dehydroestrone
8β べーた -VE2
10β べーた ,17β べーた -Dihydroxyestra-1,4-dien-3-one (DHED)
11β べーた -Chloromethylestradiol
11β べーた -Methoxyestradiol
15α あるふぁ -Hydroxyestradiol
16-Ketoestradiol
16-Ketoestrone
16α あるふぁ -Fluoroestradiol
16α あるふぁ -Hydroxy-DHEA
16α あるふぁ -Hydroxyestrone
16α あるふぁ -Iodoestradiol
16α あるふぁ -LE2
16β べーた -Hydroxyestrone
16β べーた ,17α あるふぁ -Epiestriol (16β べーた -hydroxy-17α あるふぁ -estradiol)
17α あるふぁ -Estradiol (alfatradiol )
17α あるふぁ -Dihydroequilenin
17α あるふぁ -Dihydroequilin
17α あるふぁ -Epiestriol (16α あるふぁ -hydroxy-17α あるふぁ -estradiol)
17α あるふぁ -Ethynyl-3α あるふぁ -androstanediol
17α あるふぁ -Ethynyl-3β べーた -androstanediol
17β べーた -Dihydroequilenin
17β べーた -Dihydroequilin
17β べーた -Methyl-17α あるふぁ -dihydroequilenin
Abiraterone
Abiraterone acetate
Alestramustine
Almestrone
Anabolic steroids (e.g., testosterone and esters , methyltestosterone , metandienone (methandrostenolone) , nandrolone and esters , many others; via estrogenic metabolites)
Atrimustine
Bolandiol
Bolandiol dipropionate
Butolame
Clomestrone
Cloxestradiol
Conjugated estriol
Conjugated estrogens
Cyclodiol
Cyclotriol
DHEA
DHEA-S
ent -Estradiol
Epiestriol (16β べーた -epiestriol, 16β べーた -hydroxy-17β べーた -estradiol)
Epimestrol
Equilenin
Equilin
ERA-63 (ORG-37663)
Esterified estrogens
Estetrol
Estradiol
Estramustine
Estramustine phosphate
Estrapronicate
Estrazinol
Estriol
Estrofurate
Estrogenic substances
Estromustine
Estrone
Etamestrol (eptamestrol)
Ethinylandrostenediol
Ethinylestradiol
Ethinylestriol
Ethylestradiol
Etynodiol
Etynodiol diacetate
Hexolame
Hippulin
Hydroxyestrone diacetate
Lynestrenol
Lynestrenol phenylpropionate
Mestranol
Methylestradiol
Moxestrol
Mytatrienediol
Nilestriol
Norethisterone
Noretynodrel
Orestrate
Pentolame
Prodiame
Prolame
Promestriene
RU-16117
Quinestradol
Quinestrol
Tibolone
Xenoestrogens: Anise -related (e.g., anethole , anol , dianethole , dianol , photoanethole )
Chalconoids (e.g., isoliquiritigenin , phloretin , phlorizin (phloridzin) , wedelolactone )
Coumestans (e.g., coumestrol , psoralidin )
Flavonoids (incl. 7,8-DHF , 8-prenylnaringenin , apigenin , baicalein , baicalin , biochanin A , calycosin , catechin , daidzein , daidzin , ECG , EGCG , epicatechin , equol , formononetin , glabrene , glabridin , genistein , genistin , glycitein , kaempferol , liquiritigenin , mirificin , myricetin , naringenin , penduletin , pinocembrin , prunetin , puerarin , quercetin , tectoridin , tectorigenin )
Lavender oil
Lignans (e.g., enterodiol , enterolactone , nyasol (cis -hinokiresinol) )
Metalloestrogens (e.g., cadmium )
Pesticides (e.g., alternariol , dieldrin , endosulfan , fenarimol , HPTE , methiocarb , methoxychlor , triclocarban , triclosan )
Phytosteroids (e.g., digitoxin (digitalis ), diosgenin , guggulsterone )
Phytosterols (e.g., β べーた -sitosterol , campesterol , stigmasterol )
Resorcylic acid lactones (e.g., zearalanone , α あるふぁ -zearalenol , β べーた -zearalenol , zearalenone , zeranol (α あるふぁ -zearalanol) , taleranol (teranol, β べーた -zearalanol) )
Steroid -like (e.g., deoxymiroestrol , miroestrol )
Stilbenoids (e.g., resveratrol , rhaponticin )
Synthetic xenoestrogens (e.g., alkylphenols , bisphenols (e.g., BPA , BPF , BPS ), DDT , parabens , PBBs , PHBA , phthalates , PCBs )
Others (e.g., agnuside , rotundifuran )
Mixed (SERMs Tooltip Selective estrogen receptor modulators ) Antagonists
Coregulator-binding modulators: ERX-11
GPER Tooltip G protein-coupled estrogen receptor
Agonists Antagonists Unknown