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CHEBI:31623 - fluocinolone acetonide

ChEBI IDCHEBI:31623
ChEBI Namefluocinolone acetonide
Stars
DefinitionA 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.
Last Modified6 February 2018
DownloadsMolfile
FormulaC24H30F2O6
Net Charge0
Average Mass452.494
Monoisotopic Mass452.20105
SMILES[H][C@@]12C[C@@]3([H])OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@@]21C
InChIInChI=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
InChIKeyFEBLZLNTKCEFIT-VSXGLTOVSA-N
Wikipedia
Roles Classification
Biological Role:
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.
Applications:
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
antipruritic drug  A drug, usually applied topically, that relieves pruritus (itching).
ChEBI Ontology
Outgoing Relation(s)
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  Source
fluocinoloni acetonidumWHO MedNet
acetónido de fluocinolonaWHO MedNet
fluocinolone acetonideWHO MedNet
acétonide de fluocinoloneWHO MedNet
Synonyms  Source
fluocinolone 16,17-acetonideChemIDplus
6α,9α-difluoro-16α-hydroxyprednisolone 16,17-acetonideChemIDplus
6α-fluorotriamcinolone acetonideChemIDplus
Brand Names  Source
RetisertKEGG DRUG
FluocetKEGG DRUG
SynalarKEGG DRUG
OmnidermChemIDplus
CortiplastolChemIDplus
FlucortChemIDplus
Manual XrefsDatabases
D01825KEGG DRUG
US3014938Patent
US3126375Patent
Fluocinolone_acetonideWikipedia
DB00591DrugBank
HMDB0014729HMDB
1204DrugCentral
Registry NumbersSources
Reaxys:1358396Reaxys
CAS:67-73-2ChemIDplus
Citations