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:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antipruritic drug  A drug, usually applied topically, that relieves pruritus (itching).
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
antiglaucoma drug  Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye.
antipsoriatic  A drug used to treat psoriasis.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
fluocinolone acetonide (CHEBI:31623) has role anti-inflammatory agent (CHEBI:67079)
fluocinolone acetonide (CHEBI:31623) has role anti-inflammatory drug (CHEBI:35472)
fluocinolone acetonide (CHEBI:31623) has role antiglaucoma drug (CHEBI:39456)
fluocinolone acetonide (CHEBI:31623) has role antiinfective agent (CHEBI:35441)
fluocinolone acetonide (CHEBI:31623) has role antipruritic drug (CHEBI:59683)
fluocinolone acetonide (CHEBI:31623) has role antipsoriatic (CHEBI:50748)
fluocinolone acetonide (CHEBI:31623) has role dermatologic drug (CHEBI:50177)
fluocinolone acetonide (CHEBI:31623) has role ophthalmology drug (CHEBI:66981)
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-Δ14-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
acétonide de fluocinoloneWHO MedNet
acetónido de fluocinolonaWHO MedNet
fluocinolone acetonideWHO MedNet
fluocinoloni acetonidumWHO MedNet
Synonyms  Source
6α,9α-difluoro-16α-hydroxyprednisolone 16,17-acetonideChemIDplus
6α-fluorotriamcinolone acetonideChemIDplus
Flucinolone acetonideChEMBL
Fluocinolide (acetate)ChEMBL
fluocinolone 16,17-acetonideChemIDplus
NSC-92339ChEMBL
Brand Names  Source
CapexChEMBL
CoriphateChemIDplus
CortiplastolChemIDplus
DermalarChemIDplus
Derma-Smoothe/FSChemIDplus
DermoticChEMBL
Manual XrefsDatabases
1204DrugCentral
D01825KEGG DRUG
DB00591DrugBank
Fluocinolone_acetonideWikipedia
HMDB0014729HMDB
US3014938Patent
US3126375Patent
Registry NumbersSources
Reaxys:1358396Reaxys
CAS:67-73-2ChemIDplus
Citations