U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H27FO5
Molecular Weight 378.4345
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUPREDNISOLONE

SMILES

[H][C@@]12CC[C@](O)(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=MYYIMZRZXIQBGI-HVIRSNARSA-N
InChI=1S/C21H27FO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7,12-13,15-16,18,23,25,27H,4,6,8-10H2,1-2H3/t12-,13-,15-,16-,18+,19-,20-,21-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/5818823 | http://www.tabletwise.com/us/alphadrol-tablet

Fluprednisolone is glucocorticoid with the general properties of the corticosteroids. It is the drug of choice for all conditions in which routine systemic corticosteroid therapy is indicated (hypersensitivity dermatoses, contact dermatitis, pemphigus, pemphigoid, lupus erythematosus, neoplasia etc), except adrenal deficiency states.

Originator

Approval Year

1960
107
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
ALPHADROL

Approved Use

Unknown

Launch Date

1978
Primary
Approved
8429
ALPHADROL

Approved Use

Unknown

Launch Date

1978
Primary
Approved
8429
ALPHADROL

Approved Use

Unknown

Launch Date

1978
Doses

Doses

DosePopulationAdverse events​
5.25 mg/m2 1 times / day multiple, oral (max)
Highest studied dose
Dose: 5.25 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 5.25 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/13884715
unhealthy, 0-16
n = 45
Health Status: unhealthy
Condition: Bronchial asthma
Age Group: 0-16
Sex: M+F
Population Size: 45
Sources:
https://pubmed.ncbi.nlm.nih.gov/13884715
Sources:
https://pubmed.ncbi.nlm.nih.gov/13884715
5.25 mg 1 times / day multiple, oral
Dose: 5.25 mg, 1 times / day
Route: oral
Route: multiple
Dose: 5.25 mg, 1 times / day
Sources:
https://www.sciencedirect.com/science/article/abs/pii/002187076290093X
unhealthy, children
n = 45
Health Status: unhealthy
Condition: asthma
Age Group: children
Sex: M+F
Population Size: 45
Sources:
https://www.sciencedirect.com/science/article/abs/pii/002187076290093X
Sources:
https://www.sciencedirect.com/science/article/abs/pii/002187076290093X
Sourcing

Sourcing

Vendor/AggregatorIDURL
AK Scientific, Inc. (AKSCI)
67609
http://www.aksci.com/item_detail.php?cat=67609
Alfa Chemistry
53-34-9
https://www.alfa-chemistry.com/cas_53-34-9.htm
Ambinter
Amb22167256
http://www.ambinter.com/reference/22167256
Aurora Fine Chemicals LLC
A17.901.881
http://online.aurorafinechemicals.com/info?ID=A17.901.881
ChemMol
49401269
http://www.chemmol.com/chemmol/49401269.html
DC Chemicals
DC37474
http://www.dcchemicals.com//product_show-Fluprednisolone.html
Hairui
HR135192
http://www.hairuichem.com/en/product/53-34-9.html
LGC Standards
DRE-A13797900AL-100
https://www.lgcstandards.com/US/en/p/DRE-A13797900AL-100
LGC Standards
DRE-C13797900
https://www.lgcstandards.com/US/en/p/DRE-C13797900
MolPort
MolPort-006-110-097
https://www.molport.com/shop/molecule-link/MolPort-006-110-097
MuseChem
R025034
https://www.musechem.com/product/R025034.html
OChem
11920
http://www.ocheminc.com/index.php?act=psearch&pid=053F349
Sigma-Aldrich
34206_SIAL
https://www.sigmaaldrich.com/catalog/product/sial/34206?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule
S528201
http://www.smolecule.com/products/s528201
Smolecule
S748721
https://www.smolecule.com/products/s748721
THE BioTek
bt-268365
https://www.thebiotek.com/product/inhibitors/bt-268365
iChemical
EBD2293287
http://www.ichemical.com/products/53-34-9.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
PubMed

PubMed

TitleDatePubMed
Conjunctival lymphoid hyperplasia presenting with bilateral panuveitis.
2005 Mar
Injection site with generalized rash caused by pegylated interferon alpha 2a injection.
2006
Topical steroid and antibiotic combination therapy in red eye conditions.
2006 Apr
Effect of isoflupredone acetate with or without insulin on energy metabolism, reproduction, milk production, and health in dairy cows in early lactation.
2007 Sep
Metabolic profiles of difluprednate in rabbit ocular tissues after instillation of difluprednate ophthalmic emulsion.
2010 Aug
Steroid eye drop treatment (difluprednate ophthalmic emulsion) is effective in reducing refractory diabetic macular edema.
2010 Jun
Durezol (Difluprednate Ophthalmic Emulsion 0.05%) compared with Pred Forte 1% ophthalmic suspension in the treatment of endogenous anterior uveitis.
2010 Oct
Patents

Patents

WO 2016170102
1

Sample Use Guides

In Vivo Use Guide
A dose of 3 mg per kilogram in dogs for a period of two weeks produced no toxic effects.
Route of Administration: Oral
In Vitro Use Guide
Lymphosarcoma P1798 cells was treated with 9FP (Fluprednisolone). Ribonuclease activity of the cells was measured after incubation with 0.1 mkg/ml 9FP (Fluprednisolone) for various time periods (from 6 to 48 h). Cells also develop increased acid ribonuclease activity after incubation with 9FP (Fluprednisolone) in vitro.
Name Type Language
FLUPREDNISOLONE
HSDB   INN   MART.   MI   ORANGE BOOK   USAN   WHO-DD  
INN   USAN  
Official Name English
6α-Fluoro-11β,17,21-trihydroxypregna-1,4-diene-3,20-dione
Systematic Name English
NSC-47439
Code English
ALPHADROL
Brand Name English
FLUPREDNISOLONE [HSDB]
Common Name English
U-7800
Code English
fluprednisolone [INN]
Common Name English
PREGNA-1,4-DIENE-3,20-DIONE, 6-FLUORO-11,17,21-TRIHYDROXY-, (6.ALPHA.,11.BETA.)-
Systematic Name English
FLUPREDNISOLONE [ORANGE BOOK]
Common Name English
FLUPREDNISOLONE [MART.]
Common Name English
FLUPREDNISOLONE [MI]
Common Name English
Fluprednisolone [WHO-DD]
Common Name English
FLUPREDNISOLONE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C521
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
Code System Code Type Description
MESH
D005477
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
HSDB
3335
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
WIKIPEDIA
FLUPREDNISOLONE
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID5046067
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
EVMPD
SUB07736MIG
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
CAS
53-34-9
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
NCI_THESAURUS
C65730
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
MERCK INDEX
m5493
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY Merck Index
DRUG CENTRAL
1216
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
PUBCHEM
5876
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
INN
1352
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
FDA UNII
9H05937G3X
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
SMS_ID
100000080742
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
NSC
47439
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
DRUG BANK
DB09378
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-170-8
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
ChEMBL
CHEMBL1200774
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY
RXCUI
4497
Created by admin on Fri Dec 15 15:10:38 GMT 2023 , Edited by admin on Fri Dec 15 15:10:38 GMT 2023
PRIMARY RxNorm
ACTIVE MOIETY
Structure of FLUPREDNISOLONE
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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