FLUOCORTOLONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H29FO4
Molecular Weight	376.4617
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3([H])[C@@]2([H])C[C@H](F)C4=CC(=O)C=C[C@]34C

InChI

InChIKey=GAKMQHDJQHZUTJ-ULHLPKEOSA-N

InChI=1S/C22H29FO4/c1-11-6-14-13-8-16(23)15-7-12(25)4-5-21(15,2)20(13)17(26)9-22(14,3)19(11)18(27)10-24/h4-5,7,11,13-14,16-17,19-20,24,26H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19-,20-,21+,22+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C22H29FO4
Molecular Weight	376.4617
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12650700 | https://www.ncbi.nlm.nih.gov/pubmed/3743619
Curator's Comment: description was created based on several sources, including http://www.druginfosys.com/Drug.aspx?DrugCode=1121&DrugName=Fluocortolone&type=1

Fluocortolone is a topical corticosteroid (class of steroid hormones formed in the adrenal gland). Is primary indicated in condition like, Ana fissure, Dermatosis haemorrhoids, proctitis. The signs and symptoms that are produced after the acute overdosage include convulsions, respiratory arrest, allergic skin reactions. Glucocorticoids, such as fluocortolone, act through nuclear hormone receptors Schaaf and Cidlowski (2002). The two members of this family are glucocorticoid receptor (GR) type I and GR type I I. Activation of these sites alters gene expression of endogenous agents that influence immune and inflammatory responses.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glucocorticoid receptor 172 Target ID: CHEMBL2034 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12650700	Binding Agent 1064

Conditions

Condition	Modality	Highest Phase	Product
Anal fissure 6 Sources: http://www.druginfosys.com/Drug.aspx?DrugCode=1121&DrugName=Fluocortolone&type=1	Primary	Basic research	Unknown Approved Use Unknown
Haemorrhoids 6 Sources: http://www.druginfosys.com/Drug.aspx?DrugCode=1121&DrugName=Fluocortolone&type=1	Primary	Basic research	Unknown Approved Use Unknown
Proctitis 4 Sources: http://www.druginfosys.com/Drug.aspx?DrugCode=1121&DrugName=Fluocortolone&type=1	Primary	Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Contact allergies to topical corticosteroids: 10 cases of contact dermatitis.	1991 Aug	1834432
Combined treatment with corticosteroids and moclobemide favors normalization of hypothalamo-pituitary-adrenal axis dysregulation in relapsing-remitting multiple sclerosis: a randomized, double blind trial.	2001 Apr	11297592
Systemic mycophenolate mofetil in comparison with systemic cyclosporin A in high-risk keratoplasty patients: 3 years' results of a randomized prospective clinical trial.	2001 Jun	11482341
A case of cutaneous delayed-type allergy to oral dexamethasone and to betamethasone.	2002	12037457
Clocortolone pivalate cream 0.1% used concomitantly with tacrolimus ointment 0.1% in atopic dermatitis.	2003 Aug	12953943
[Bilateral uveitis intermedia. A 15-year clinical course].	2003 Dec	14704828
An integrative approach to eczema (atopic dermatitis).	2003 Jan-Feb	12597676
Childhood lichen planus with nail involvement: a case.	2003 Jul-Sep	14696806
Orbital myositis in a patient with primary biliary cirrhosis: successful treatment with methotrexate and corticosteroids.	2003 Nov	14650113
Syphilitic interstitial keratitis: treatment with immunosuppressive drug combination therapy.	2004 Jul	15220743
Clinical results of anti-inflammatory therapy in Graves' ophthalmopathy and association with thyroidal autoantibodies.	2004 Nov	15521965
Immunosuppression with cyclosporine A and mycophenolate mofetil after penetrating high-risk keratoplasty: a retrospective study.	2005 Apr 27	15849551
Topical FK506 as immunoprophylaxis after allogeneic penetrating normal-risk keratoplasty: a randomized clinical pilot study.	2005 Feb	15691272
[Ranking of systemic steroids after normal-risk keratoplasty. Results of a randomized prospective study].	2005 May	15657693
Recurrent optic disc and retinal vasculitis in a patient with drug-induced urticarial vasculitis.	2006	17162415
Oral and intralesional steroid therapy in giant cell granuloma.	2006 Jun	16720455
An open prospective pilot study on the use of rapamycin after penetrating high-risk keratoplasty.	2006 Mar 15	16534481
[Sudden hearing loss in a patient with a 3-mm acoustic tumor].	2007	17527067
Varicella chorioretinitis.	2007 Dec	18028120
German evidence-based guidelines for the treatment of Psoriasis vulgaris (short version).	2007 Jun	17497162
Transrepression and transactivation potencies of inhaled glucocorticoids.	2008 Dec	19177906
Adherence to clocortolone pivalate cream 0.1% in a pediatric population with atopic dermatitis.	2008 May	18543596
A simple and rapid ESI-LC-MS/MS method for simultaneous screening of doping agents in urine samples.	2009 Apr	20336223
Stenotrophomonas maltophilia induced post-cataract-surgery endophthalmitis: Outbreak investigation and clinical courses of 26 patients.	2009 Apr	19148575
[Retinochoroidopathy after intravitreal anti-VEGF treatment].	2009 Aug	18953546
Adalimumab for the treatment of fistulas in patients with Crohn's disease.	2009 Jul	19201775
Mycophenolate mofetil (MMF) following penetrating high-risk keratoplasty: long-term results of a prospective, randomised, multicentre study.	2009 Nov	19151659
Generic sample preparation combined with high-resolution liquid chromatography-time-of-flight mass spectrometry for unification of urine screening in doping-control laboratories.	2010 Apr	20155493
A retrospective study on the efficacy of total absorbed orbital doses of 12, 16 and 20 Gy combined with systemic steroid treatment in patients with Graves' orbitopathy.	2010 Jan	19865824
Prevention and treatment of intertrigo in large skin folds of adults: a systematic review.	2010 Jul 13	20626853
Update on the management of chronic eczema: new approaches and emerging treatment options.	2010 Jul 28	21437065
Operational post-keratopasty graft tolerance due to differential HLAMatchmaker matching.	2010 Nov 11	21152438

Patents

Sample Use Guides

In Vivo Use Guide

adult: 0.025 %; Frequency: 8 hours

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:24:39 UTC 2023` Edited by `admin` on `Fri Dec 15 15:24:39 UTC 2023`
Record UNII	65VXC1MH0J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLUOCORTOLONE

Official Name

English

PREGNA-1,4-DIENE-3,20-DIONE, 6-FLUORO-11,21-DIHYDROXY-16-METHYL-, (6.ALPHA.,11.BETA.,16.ALPHA.)-

Systematic Name

English

Fluocortolone [WHO-DD]

Common Name

English

FLUOCORTOLONE [MART.]

Common Name

English

FLUOCORTOLONE [MI]

Common Name

English

fluocortolone [INN]

Common Name

English

FLUOCORTOLONE [USAN]

Common Name

English

SH 742

Code

English

6α-Fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione

Systematic Name

English

FLUOCORTOLONE [JAN]

Common Name

English

SH-742

Code

English

Classification Tree Code System Code

WHO-VATC

QH02AB03