CHEBI:31623 - fluocinolone acetonide

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ChEBI Name fluocinolone acetonide
ChEBI ID CHEBI:31623
Definition A fluorinated steroid that is flunisolide in which the hydrogen at position 9 is replaced by fluorine. A corticosteroid with glucocorticoid activity, it is used (both as the anhydrous form and as the dihydrate) in creams, gels and ointments for the treatment of various skin disorders.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H30F2O6
Net Charge 0
Average Mass 452.48820
Monoisotopic Mass 452.20105
InChI InChI=1S/C24H30F2O6/c1-20(2)31-19-9-13-14-8-16(25)15-7-12(28)5-6-21(15,3)23(14,26)17(29)10-22(13,4)24(19,32-20)18(30)11-27/h5-7,13-14,16-17,19,27,29H,8-11H2,1-4H3/t13-,14-,16-,17-,19+,21-,22-,23-,24+/m0/s1
InChIKey FEBLZLNTKCEFIT-VSXGLTOVSA-N
SMILES CC1(C)O[C@@H]2C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO
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): antipruritic drug
A drug, usually applied topically, that relieves pruritus (itching).
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
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ChEBI Ontology
Outgoing fluocinolone acetonide (CHEBI:31623) has role anti-inflammatory drug (CHEBI:35472)
fluocinolone acetonide (CHEBI:31623) has role antipruritic drug (CHEBI:59683)
fluocinolone acetonide (CHEBI:31623) is a 11β-hydroxy steroid (CHEBI:35346)
fluocinolone acetonide (CHEBI:31623) is a 20-oxo steroid (CHEBI:36885)
fluocinolone acetonide (CHEBI:31623) is a 21-hydroxy steroid (CHEBI:35344)
fluocinolone acetonide (CHEBI:31623) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
fluocinolone acetonide (CHEBI:31623) is a cyclic ketal (CHEBI:59779)
fluocinolone acetonide (CHEBI:31623) is a fluorinated steroid (CHEBI:50830)
fluocinolone acetonide (CHEBI:31623) is a glucocorticoid (CHEBI:24261)
fluocinolone acetonide (CHEBI:31623) is a organic heteropentacyclic compound (CHEBI:38164)
fluocinolone acetonide (CHEBI:31623) is a primary α-hydroxy ketone (CHEBI:139590)
IUPAC Name
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-6b-glycoloyl-5-hydroxy-4a,6a,8,8-tetramethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one
INNs Sources
acétonide de fluocinolone WHO MedNet
acetónido de fluocinolona WHO MedNet
fluocinolone acetonide WHO MedNet
fluocinoloni acetonidum WHO MedNet
Synonyms Sources
6α,9α-difluoro-16α-hydroxyprednisolone 16,17-acetonide ChemIDplus
6α-fluorotriamcinolone acetonide ChemIDplus
fluocinolone 16,17-acetonide ChemIDplus
Brand Names Sources
Coriphate ChemIDplus
Cortiplastol ChemIDplus
Derma-Smoothe/FS ChemIDplus
Dermalar ChemIDplus
Flucinar ChemIDplus
Flucort ChemIDplus
Fluocet KEGG DRUG
Fluonid ChemIDplus
Fluotrex ChemIDplus
Fluovitif ChemIDplus
Flupollon ChemIDplus
Fluzon ChemIDplus
Iluvien ChemIDplus
Jellin ChemIDplus
Localyn ChemIDplus
Omniderm ChemIDplus
Percutina ChemIDplus
Prodermin ChemIDplus
Radiocin ChemIDplus
Retisert KEGG DRUG
Retisert ChemIDplus
Sinalar ChemIDplus
Synalar KEGG DRUG
Synamol ChemIDplus
Synandone ChemIDplus
Synandrone ChemIDplus
Synemol ChemIDplus
Synotic ChemIDplus
Synsac ChemIDplus
Tefunote ChemIDplus
Manual Xrefs Databases
1204 DrugCentral
D01825 KEGG DRUG
DB00591 DrugBank
Fluocinolone_acetonide Wikipedia
HMDB0014729 HMDB
US3014938 Patent
US3126375 Patent
View more database links
Registry Numbers Types Sources
1358396 Reaxys Registry Number Reaxys
67-73-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21238799 PubMed citation Europe PMC
21277557 PubMed citation Europe PMC
21459216 PubMed citation Europe PMC
23321234 PubMed citation Europe PMC
23323586 PubMed citation Europe PMC
Last Modified
06 February 2018