CHEBI:78354 - fluorometholone acetate

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ChEBI Name fluorometholone acetate
ChEBI ID CHEBI:78354
Definition A steroid ester resulting from the formal condensation of the 17-hydroxy function of fluorometholone with acetic acid. Used in the treatment of steroid responsive inflammatory conditions of the palpebral and bulbar conjunctiva, cornea, and anterior segment of the eye.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Toni Morrison
Secondary ChEBI IDs CHEBI:34765
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Formula C24H31FO5
Net Charge 0
Average Mass 418.49830
Monoisotopic Mass 418.21555
InChI InChI=1S/C24H31FO5/c1-13-10-19-17-7-9-23(14(2)26,30-15(3)27)22(17,5)12-20(29)24(19,25)21(4)8-6-16(28)11-18(13)21/h6,8,11,13,17,19-20,29H,7,9-10,12H2,1-5H3/t13-,17-,19-,20-,21-,22-,23-,24-/m0/s1
InChIKey YRFXGQHBPBMFHW-SBTZIJSASA-N
SMILES C[C@H]1C[C@H]2[C@@H]3CC[C@](OC(C)=O)(C(C)=O)[C@@]3(C)C[C@H](O)[C@]2(F)[C@@]2(C)C=CC(=O)C=C12
Roles Classification
Biological Role(s): hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via steroid hormone )
Application(s): anti-inflammatory drug
A substance that reduces or suppresses inflammation.
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ChEBI Ontology
Outgoing fluorometholone acetate (CHEBI:78354) has functional parent Δ1-progesterone (CHEBI:34073)
fluorometholone acetate (CHEBI:78354) has functional parent fluorometholone (CHEBI:31625)
fluorometholone acetate (CHEBI:78354) has role anti-inflammatory drug (CHEBI:35472)
fluorometholone acetate (CHEBI:78354) is a 11β-hydroxy steroid (CHEBI:35346)
fluorometholone acetate (CHEBI:78354) is a 20-oxo steroid (CHEBI:36885)
fluorometholone acetate (CHEBI:78354) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
fluorometholone acetate (CHEBI:78354) is a acetate ester (CHEBI:47622)
fluorometholone acetate (CHEBI:78354) is a fluorinated steroid (CHEBI:50830)
fluorometholone acetate (CHEBI:78354) is a glucocorticoid (CHEBI:24261)
fluorometholone acetate (CHEBI:78354) is a steroid ester (CHEBI:47880)
IUPAC Names
(6α,11β)-9-fluoro-11-hydroxy-6-methyl-3,20-dioxopregna-1,4-dien-17-yl acetate
9-fluoro-11β-hydroxy-6α-methyl-3,20-dioxopregna-1,4-dien-17-yl acetate
Synonyms Sources
6alpha-Methyl-9alpha-fluoro-17-acetoxy-21-deoxyprednisolone KEGG COMPOUND
9-Fluoro-11beta,17-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione 17-acetate KEGG COMPOUND
9-Fluoro-11beta,17-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione 17-acetate ChemIDplus
Fluorometholone 17-acetate KEGG COMPOUND
Brand Name Source
Flarex KEGG DRUG
Manual Xrefs Databases
4647 DrugCentral
C14629 KEGG COMPOUND
D04221 KEGG DRUG
DB00324 DrugBank
Fluorometholone Wikipedia
US5149693 Patent
WO0025727 Patent
WO9001933 Patent
View more database links
Registry Numbers Types Sources
13572136 Reaxys Registry Number Reaxys
3801-06-7 CAS Registry Number KEGG COMPOUND
3801-06-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11167281 PubMed citation Europe PMC
12678152 PubMed citation Europe PMC
17186258 PubMed citation Europe PMC
17435423 PubMed citation Europe PMC
18631332 PubMed citation Europe PMC
20447966 PubMed citation Europe PMC
6375979 PubMed citation Europe PMC
6398026 PubMed citation Europe PMC
7073584 PubMed citation Europe PMC
Last Modified
22 February 2017