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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H30O6
Molecular Weight 402.4807
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PREDNISOLONE ACETATE

SMILES

CC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@]12C

InChI

InChIKey=LRJOMUJRLNCICJ-JZYPGELDSA-N
InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h6,8,10,16-18,20,26,28H,4-5,7,9,11-12H2,1-3H3/t16-,17-,18-,20+,21-,22-,23-/m0/s1

HIDE SMILES / InChI

Description

Prednisolone hemisuccinate is a prodrug of a glucocorticoid agonist prednisolone, which is marketed under trade name Prednisolut in Germany and Austria. Prednisolone hemisuccinate is used in emergency medicine to treate shock due to allergic reaction, insect and snake bites, in neurology to treat brain edema and meningitis, in transplantation medicine to reduce risk of organ refection after kidney transplane, in pneumology to treat acute asthma attack, pulmonary edema, in severe or life-threatening situation in rheumatic diseases.

CNS Activity

Originator

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Sixtysix-20
Primary
Prednisolone
Primary
Prednisolut
Primary
OMNIPRED
Primary
OMNIPRED
Primary
OMNIPRED
Primary
Prednisolone
Primary
Prednisolut
Primary
Prednisolone
Primary
Prednisolone
Primary
Prednisolut
Primary
OMNIPRED
Primary
Prednisolone
Primary
Prednisolone
Primary
Prednisolone
Primary
Prednisolut
Primary
OMNIPRED
Primary
Prednisolut
Primary
Prednisolone
Primary
Prednisolone
PubMed

PubMed

TitleDatePubMed
Intravenous hydrocortisone hemisuccinate and prednisolone hemisuccinate.
1956 Dec
[Pharmacokinetics and pharmacodynamics of prednisolone following extremely high dosage as prednisolone hemisuccinate].
1987 Feb
In vivo effects of orally administered prednisolone on prostaglandin and leucotriene production in ulcerative colitis.
1987 Sep
Role of platelet-activating factor in ulcerative colitis. Enhanced production during active disease and inhibition by sulfasalazine and prednisolone.
1988 Nov
Inhibition of calcineurin activity and protection against cyclosporine A induced cytotoxicity by prednisolone sodium succinate in human peripheral mononuclear cells.
2000 Jun
Comparison of suppressive potency between prednisolone and prednisolone sodium succinate against mitogen-induced blastogenesis of human peripheral blood mononuclear cells in-vitro.
2001 May
Effects of octreotide acetate and amniotic membrane on wound healing in experimental glaucoma surgery.
2003 Sep
Prednisolone oral solution plus inhaled procaterol for acute asthma in children: a double-blind randomized controlled trial.
2007 Sep-Oct
Effects of prednisolone on the systemic release of mediators of cell-mediated cytotoxicity during human endotoxemia.
2008 Apr
"ChilDrive": a technique of combining regional cutaneous hypothermia with iontophoresis for the delivery of drugs to synovial fluid.
2009 Nov
11,20-Dihy-droxy-3-oxopregna-1,4-dien-21-oic acid monohydrate.
2011 Jun 1
Corticosteroids for bacterial keratitis: the Steroids for Corneal Ulcers Trial (SCUT).
2012 Feb
Protective effect of selected calcium channel blockers and prednisolone, a phospholipase-A2 inhibitor, against gentamicin and carbon tetrachloride-induced nephrotoxicity.
2014 Aug
The steroids for corneal ulcers trial (SCUT): secondary 12-month clinical outcomes of a randomized controlled trial.
2014 Feb
Preparation, characterization and evaluation of novel elastic nano-sized niosomes (ethoniosomes) for ocular delivery of prednisolone.
2014 Sep
Patents

Sample Use Guides

In Vivo Use Guide
Usual Adult Dose for Multiple Sclerosis Initial dose: 200 mg orally once a day for 1 week, then 80 mg orally every other day for 1 month Usual Adult Dose for Allergic Reaction Dosing should be individualized based on disease and patient response: Initial dose: 5 to 60 mg orally per day; may be give once a day or in divided doses Usual Adult Dose for Aspiration Pneumonia Dosing should be individualized based on disease and patient response: Initial dose: 5 to 60 mg orally per day; may be give once a day or in divided doses
Route of Administration: Topical ophthalmic
In Vitro Use Guide
The median LC50 (drug concentration lethal to 50% of the acute lymphoblastic leukemia (ALL) cells) for Prednisolone phosphate was 3.50 uM
Name Type Language
PREDNISOLONE ACETATE
EP   GREEN BOOK   MART.   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
Common Name English
PRED-G COMPONENT PREDNISOLONE ACETATE
Common Name English
PREGNA-1,4-DIENE-3,20-DIONE, 21-(ACETYLOXY)-11,17-DIHYDROXY-, (11.BETA.)-
Systematic Name English
FLO-PRED
Brand Name English
METIMYD COMPONENT PREDNISOLONE ACETATE
Common Name English
NSC-10966
Code English
CETAPRED COMPONENT PREDNISOLONE ACETATE
Common Name English
PREDNISOLONE ACETATE [VANDF]
Common Name English
PREDNISOLONE ACETATE COMPONENT OF PREDAMIDE
Common Name English
PREDAMIDE COMPONENT PREDNISOLONE ACETATE
Common Name English
METICORTELONE
Brand Name English
PREDSULFAIR COMPONENT PREDNISOLONE ACETATE
Common Name English
11.BETA.,17,21-TRIHYDROXYPREGNA-1,4-DIENE-3,20-DIONE 21-ACETATE
Systematic Name English
OMNIPRED
Brand Name English
PREDNISOLONE ACETATE COMPONENT OF BLEPHAMIDE S.O.P.
Common Name English
PRED MILD
Brand Name English
ECONOPRED
Brand Name English
BLEPHAMIDE S.O.P. COMPONENT PREDNISOLONE ACETATE
Common Name English
PREDNISOLONE ACETATE COMPONENT OF PREDSULFAIR
Common Name English
PREDNISOLONE ACETATE [WHO-DD]
Common Name English
PRED FORTE
Brand Name English
PREDNISOLONE ACETATE COMPONENT OF SULPHRIN
Common Name English
NEO-DELTA-CORTEF COMPONENT PREDNISOLONE ACETATE
Common Name English
PREDNISOLONE ACETATE [JAN]
Common Name English
PREDNISOLONE ACETATE [USP]
Common Name English
PREDNISOLONE ACETATE [EP]
Common Name English
PREDNISOLONE ACETATE [GREEN BOOK]
Common Name English
PREDNISOLONE ACETATE COMPONENT OF CETAPRED
Common Name English
PREDNISOLONE ACETATE COMPONENT OF POLY-PRED
Common Name English
PREDNISOLONE 21-ACETATE [MI]
Common Name English
PREDNISOLONE ACETATE [USP-RS]
Common Name English
BLEPHAMIDE COMPONENT PREDNISOLONE ACETATE
Common Name English
PREDNISOLONE ACETATE COMPONENT OF METIMYD
Common Name English
PREDNISOLONE ACETATE [WHO-IP]
Common Name English
ISOPTO CETAPRED COMPONENT PREDNISOLONE ACETATE
Common Name English
PREDNISOLONE 21-ACETATE
MI  
Common Name English
PREDNISOLONE ACETATE COMPONENT OF PRED-G
Common Name English
PREDNISOLONE ACETATE COMPONENT OF BLEPHAMIDE
Common Name English
PREDNISOLONE ACETATE COMPONENT OF ISOPTO CETAPRED
Common Name English
PREDNISOLONE ACETATE [ORANGE BOOK]
Common Name English
PREDNISOLONE ACETATE COMPONENT OF NEO-DELTA-CORTEF
Common Name English
PREDNISOLONI ACETAS [WHO-IP LATIN]
Common Name English
PREDNISOLONE ACETATE [MART.]
Common Name English
POLY-PRED COMPONENT PREDNISOLONE ACETATE
Common Name English
SULPHRIN COMPONENT PREDNISOLONE ACETATE
Common Name English
Classification Tree Code System Code
CFR 21 CFR 522.1881
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
Code System Code Type Description
EPA CompTox
52-21-1
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY
MERCK INDEX
M9111
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY Merck Index
EVMPD
SUB04014MIG
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY
RXCUI
34372
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY RxNorm
WHO INTERNATIONAL PHARMACOPEIA
PREDNISOLONE ACETATE
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY Description: A white or almost white, crystalline powder; odourless. Solubility: Practically insoluble in water; slightly soluble in ethanol (~750 g/l) TS and acetone R. Category: Adrenal hormone.Storage: Prednisolone acetate should be kept in a well-closed container, protected from light. Additional information: Prednisolone acetate has a melting temperature of about 235?C with decomposition.Definition: Prednisolone acetate contains not less than 96.0% and not more than 104.0% of C23H30O6, calculated with referenceto the dried substance.
MESH
C009935
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY
NCI_THESAURUS
C1202
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY
CAS
52-21-1
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY
ChEMBL
CHEMBL1152
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY
PUBCHEM
5834
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY SWITZERF
ECHA (EC/EINECS)
200-134-1
Created by admin on Tue Mar 06 12:00:26 UTC 2018 , Edited by admin on Tue Mar 06 12:00:26 UTC 2018
PRIMARY