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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H28O5
Molecular Weight 360.444
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PREDNISOLONE

SMILES

[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3([H])[C@@]2([H])CCC4=CC(=O)C=C[C@]34C

InChI

InChIKey=OIGNJSKKLXVSLS-VWUMJDOOSA-N
InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H28O5
Molecular Weight 360.444
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Prednisolone is a synthetic adrenocortical steroid drug with predominantly glucocorticoid properties. Some of these properties reproduce the physiological actions of endogenous glucocorticosteroids, but others do not necessarily reflect any of the adrenal hormones’ normal functions; they are seen only after administration of large therapeutic doses of the drug. The pharmacological effects of prednisolone which are due to its glucocorticoid properties include: promotion of gluconeogenesis; increased deposition of glycogen in the liver; inhibition of the utilization of glucose; anti-insulin activity; increased catabolism of protein; increased lipolysis; stimulation of fat synthesis and storage; increased glomerular filtration rate and resulting increase in urinary excretion of urate (creatinine excretion remains unchanged); and increased calcium excretion. Prednisolone is used to treat certain types of allergies, inflammatory conditions, autoimmune disorders, and cancers. Some of these conditions include adrenocortical insufficiency, high blood calcium, rheumatoid arthritis, dermatitis, eye inflammation, asthma, and multiple sclerosis.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
5.7 nM [EC50]
2.4 nM [Ki]

Conditions

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

Sample Use Guides

In Vivo Use Guide
Two drops topically in the eye(s) four times daily.
Route of Administration: Other
In Vitro Use Guide
Human polymorphonuclear leukocytes (PMNLs) were incubated for 60 min with 20 microM or 100 microM prednisolone, and stimulated thereafter for 1 min with 10 nM leukotriene B4 (LTB4), 10 nM leukotriene C4 (LTC4), 10 nM leukotriene D4 (LTD4) or 10 microM histamine. PMNLs spontaneously released thromboxane B2 (TXB2) during 60 min incubation, and the rate of formation was significantly reduced in the presence of 20 microM or 100 microM prednisolone. LTB4, LTC4, LTD4, and histamine stimulated the rate of TXB2 production during 1 min incubation to 93-, 49-, 60-, and 55-fold, respectively.
Substance Class Chemical
Record UNII
9PHQ9Y1OLM
Record Status Validated (UNII)
Record Version