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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H33FO6
Molecular Weight 436.5145
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLURANDRENOLIDE

SMILES

CC1(C)O[C@]2([H])C[C@@]3([H])[C@]4([H])C[C@@]([H])(C5=CC(=O)CC[C@]5(C)[C@@]4([H])[C@]([H])(C[C@]3(C)[C@]2(C(=O)CO)O1)O)F

InChI

InChIKey=POPFMWWJOGLOIF-XWCQMRHXSA-N
InChI=1S/C24H33FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h7,13-14,16-17,19-20,26,28H,5-6,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H33FO6
Molecular Weight 436.5145
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Flurandrenolide is a potent corticosteroid intended for topical use. Flurandrenolide occurs as white to off-white, fluffy, crystalline powder and is odorless. Flurandrenolide is practically insoluble in water and in the ether. Cordran is primarily effective because of its anti-inflammatory, antipruritic, and vasoconstrictive actions. The mechanism of the anti-inflammatory effect of topical corticosteroids is not completely understood. Corticosteroids with anti-inflammatory activity may stabilize cellular and lysosomal membranes. There is also the suggestion that the effect on the membranes of lysosomes prevents the release of proteolytic enzymes and, thus, plays a part in reducing inflammation. Flurandrenolide is indicated for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
8.74 null [pKd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CORDRAN SP

Approved Use

Cordran® (flurandrenolide, USP) is indicated for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses.

Launch Date

-1.327104E11
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Corticosteroid-induced cutaneous atrophy and telangiectasia. Experimental production associated with weight loss in rats.
1976 Aug
Eumovate (clobetasone butyrate 0.05%) cream: a review of clinical efficacy and safety.
2003 Jun
Extensive keloid formation and progression after each vaccination.
2007 Jul-Aug
Linear cutaneous lupus erythematosus in the lines of Blaschko.
2007 Mar-Apr
Pustular psoriasis following treatment of rheumatoid arthritis with TNF-alpha inhibitors.
2008 Oct
Flesh-colored, rubbery nodules in a young girl.
2010 May-Jun
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
A high-content biosensor-based screen identifies cell-permeable activators and inhibitors of EGFR function: implications in drug discovery.
2012 Aug
Patents

Sample Use Guides

For moist lesions, a small quantity of the cream should be rubbed gently into the affected areas 2 or 3 times a day. For dry, scaly lesions, the ointment is applied as a thin film to affected areas 2 or 3 times daily. Therapy should be discontinued when control is achieved. If no improvement is seen within 2 weeks, reassessment of the diagnosis may be necessary.
Route of Administration: Topical
In Vitro Use Guide
Cultured rat hepatoma (HTC) cells were grown in the absence of added steroid. Cytosol was incubated with [3H]dexamethasone (3 nM final concentration) with or without competing Flurandrenolide (14-18 h at 00C) and specific binding was measured by the charcoal assay.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:00:48 UTC 2021
Edited
by admin
on Fri Jun 25 21:00:48 UTC 2021
Record UNII
8EUL29XUQT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLURANDRENOLIDE
HSDB   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF  
USAN  
Official Name English
6.ALPHA.-FLUORO-11.BETA.,16.ALPHA.,17,21-TETRAHYDROXYPREGN-4-ENE-3,20-DIONE, CYCLIC 16,17-ACETAL WITH ACETONE
Common Name English
FLURANDRENOLIDE [USAN]
Common Name English
FLURANDRENOLIDE [ORANGE BOOK]
Common Name English
33379
Code English
NSC-757869
Code English
FLURANDRENOLIDE [USP MONOGRAPH]
Common Name English
FLUDROXYCORTIDE [MART.]
Common Name English
FLURANDRENOLIDE [HSDB]
Common Name English
CORDRAN
Brand Name English
FLURANDRENOLIDE [MI]
Common Name English
PREGN-4-ENE-3,20-DIONE, 6-FLUORO-11,21-DIHYDROXY-16,17-((1-METHYLETHYLIDENE)BIS(OXY))-, (6.ALPHA.,11.BETA.,16.ALPHA.)-
Common Name English
FLURANDRENOLONE
Common Name English
FLUDROXYCORTIDE [JAN]
Common Name English
FLUDROXYCORTIDE [WHO-DD]
Common Name English
FLURANDRENOLIDE [USP-RS]
Common Name English
FLUDROXYCORTIDE [INN]
Common Name English
CORDRAN-N COMPONENT FLURANDRENOLIDE
Common Name English
FLUDROXYCORTIDE
INN   JAN   MART.   WHO-DD  
INN  
Official Name English
FLURANDRENOLIDE COMPONENT OF CORDRAN-N
Common Name English
FLURANDRENOLIDE [VANDF]
Common Name English
Classification Tree Code System Code
WHO-VATC QD07AC07
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
WHO-ATC D07CC03
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
WHO-VATC QD07CC03
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
WHO-ATC D07AC07
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
NDF-RT N0000175450
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
NDF-RT N0000175576
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
NCI_THESAURUS C521
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL1201012
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
MESH
D005478
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
CAS
1524-88-5
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
INN
1123
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
ECHA (EC/EINECS)
216-196-8
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
MERCK INDEX
M5497
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY Merck Index
HSDB
3084
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
FDA UNII
8EUL29XUQT
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
RXCUI
4500
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY RxNorm
DRUG CENTRAL
1217
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
PUBCHEM
15209
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
WIKIPEDIA
FLUDROXYCORTIDE
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
IUPHAR
7606
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
DRUG BANK
DB00846
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
EVMPD
SUB07685MIG
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
EPA CompTox
1524-88-5
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
LACTMED
Flurandrenolide
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
USP_CATALOG
1284000
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY USP-RS
NCI_THESAURUS
C47537
Created by admin on Fri Jun 25 21:00:48 UTC 2021 , Edited by admin on Fri Jun 25 21:00:48 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY