Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL131

PREDNISOLONE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
C[C@]12C=CC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL131
Name PREDNISOLONE
Phase Approved
Structure Type MOL
InChI Key OIGNJSKKLXVSLS-VWUMJDOOSA-N
Therapeutic ✓ Yes

Known Names

Cortalone Dekotil Delta-cortef Deltacortril Deltalone Dilacort Equisolon Fernisolone-p Hydeltra Meti-derm Neo-delta-cortef NSC-9120 +12 more
30
Targets
163
Activities
3
Assay Types
30
PK Parameters
20
Publications
24
Known Names
20
Indications
1
Mechanisms

Molecular Properties

360.4
MW (Da)
1.56
ALogP
5
HBA
3
HBD
94.8
PSA (Ų)
0.69
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1955
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Topical

Flags

Natural Product
USAN Stem -olone; pred-

Extended Properties

Molecular Formula C21H28O5
MW 360.45
Aromatic Rings 0
Heavy Atoms 26
NP-Likeness 2.57

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Glucocorticoid receptor agonist AGONIST Glucocorticoid receptor ✓ ✓

Indications

Addison Disease Adrenal Hyperplasia, Congenital Anemia, Aplastic Anemia, Hemolytic Arthritis, Gouty Arthritis, Juvenile Arthritis, Psoriatic Arthritis, Rheumatoid Asthma Bursitis Chorioretinitis Choroiditis Colitis, Ulcerative Conjunctivitis, Allergic Crohn Disease Dermatitis Herpetiformis Dermatitis, Atopic Dermatitis, Contact Dermatitis, Exfoliative Dermatitis, Seborrheic

ATC Classification

A01AC04
prednisolone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
A01AC54
prednisolone, combinations
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
A07EA01
prednisolone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
C05AA04
prednisolone
Level 1: CARDIOVASCULAR SYSTEM
Level 2: VASOPROTECTIVES
D07AA03
prednisolone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07XA02
prednisolone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
H02AB06
prednisolone
Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
Level 2: CORTICOSTEROIDS FOR SYSTEMIC USE
R01AD02
prednisolone
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R01AD52
prednisolone, combinations
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
S01BA04
prednisolone
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 78 meas. best 9.28
EC50 61 meas. best 9.4
Ki 24 meas. best 9.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mineralocorticoid receptor
CHEMBL1994
 Ki 9.54 8.485 0.3 2
Cell line
CHEMBL614840
 EC50 9.4 8.1183 0.4 6
Glucocorticoid receptor
CHEMBL2034
 IC50 9.28 7.9958 0.5 38
Glucocorticoid receptor
CHEMBL2034
 Ki 8.94 8.5127 1.1 15
Mineralocorticoid receptor
CHEMBL1994
 EC50 8.7 8.7 2.0 1
Glucocorticoid receptor
CHEMBL2034
 EC50 8.68 7.8268 2.1 41
Glucocorticoid receptor
CHEMBL3144
 EC50 8.47 8.355 3.4 2
Interleukin-6
CHEMBL1795129
 IC50 8.38 8.38 4.2 1
Blood
CHEMBL613615
 IC50 8.34 8.34 4.6 1
A549
CHEMBL392
 IC50 8.24 8.24 5.8 1
Mus musculus
CHEMBL375
 EC50 8.24 8.24 5.7 1
Unchecked
CHEMBL612545
 IC50 8.23 6.8033 5.9 9
HFF
CHEMBL614071
 IC50 8.18 8.18 6.6 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.14 7.654 7.3 5
Mineralocorticoid receptor
CHEMBL1994
 IC50 7.96 7.558 11.0 5
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
 IC50 7.83 7.83 14.9 1
HeLa
CHEMBL399
 EC50 7.8 7.8 16.0 1
MG-63
CHEMBL614347
 EC50 7.72 7.72 19.0 1
HFF
CHEMBL614071
 EC50 7.72 7.72 19.0 1
Glucocorticoid receptor
CHEMBL3368
 EC50 7.71 7.71 19.6 1
Corticosteroid-binding globulin
CHEMBL2421
 Ki 7.51 7.51 30.9 1
Glutamine synthetase
CHEMBL4612
 EC50 7.5 7.5 32.0 1
U-937
CHEMBL612794
 IC50 7.48 7.48 33.0 1
Unchecked
CHEMBL612545
 Ki 7.43 7.43 37.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 7.3 7.3 50.0 1
Glucocorticoid receptor
CHEMBL3368
 IC50 7.28 7.2467 52.0 3
Lymphocyte
CHEMBL612599
 IC50 7.11 7.11 78.0 1
Blood
CHEMBL613416
 EC50 7.05 6.98 89.0 3
Tumor necrosis factor
CHEMBL1825
 IC50 6.6 6.6 251.0 1
G-protein coupled bile acid receptor 1
CHEMBL5409
 IC50 6.6 6.6 251.0 1
HL-60
CHEMBL383
 IC50 6.12 6.12 760.0 2
OVCAR-4
CHEMBL614051
 IC50 5.96 5.96 1100.0 1
OVCAR-3
CHEMBL614213
 IC50 5.96 5.96 1100.0 1
Progesterone receptor
CHEMBL208
 IC50 5.68 5.125 2080.0 2
Androgen receptor
CHEMBL1871
 Ki 5.6 5.5733 2520.0 3
Fatty acid-binding protein, liver
CHEMBL5738
 Ki 5.58 5.58 2660.0 1
RAW264.7
CHEMBL612557
 IC50 4.59 4.59 25400.0 1
Androgen receptor
CHEMBL1871
 IC50 4.47 4.47 34000.0 1
Bile salt export pump
CHEMBL6020
 IC50 4.04 4.04 91470.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1252.0 ng.hr.mL-1 Rattus norvegicus
AUC 1252.0 ng.hr.mL-1 Rattus norvegicus
AUC 126.16 ng.hr.mL-1 Rattus norvegicus
AUC 212.67 ng.hr.mL-1 Rattus norvegicus
CL 8.7 mL.min-1.kg-1 Homo sapiens
CL 2.9 mL.min-1.kg-1 Homo sapiens
CL 2.3 mL.min-1.kg-1 Homo sapiens
CL 2.9 mL.min-1.kg-1 Homo sapiens
CL 2.9 mL.min-1.kg-1 Homo sapiens
CL 27.1 mL.min-1.kg-1 Homo sapiens
CL 28.3 uL.min-1.(10^6cells)-1 Homo sapiens
CL 8.49 uL.min-1.(10^6cells)-1 Homo sapiens
CL 2.4 mL.min-1.kg-1 Homo sapiens
CL 54.0 mL.min-1.kg-1 Rattus norvegicus
CL 1.0 mL.min-1.kg-1 Homo sapiens
CL 90.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 1892.08 nM Rattus norvegicus
Cmax 1270.63 nM Homo sapiens
Excretion 26.0 % Homo sapiens
F 80.0 % Homo sapiens
F 13.0 % Rattus norvegicus
F 82.0 % Homo sapiens
F 17.0 % Rattus norvegicus
Fu 0.075 - -
Fu 0.021 - -
Fu 0.075 - Homo sapiens
Fu 0.25 - Homo sapiens
Fu 0.25 - Homo sapiens
Fu 0.1 - Not specified
Fu 0.98 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mineralocorticoid receptor Ki = 0.29 nM 9.54 Displacement of [3H]-aldosterone from human mineralocorticoid receptor expressed... 24446728
Cell line EC50 = 0.4 nM 9.4 Effective concentration of compound for transcriptional activation of collagenas... 15026058
Glucocorticoid receptor IC50 = 0.526 nM 9.28 Fluorescence Polarization Ligand Binding Assay: The glucocorticoid receptor fluo... -
Glucocorticoid receptor Ki = 1.14 nM 8.94 Displacement of [3H]-dexamethasone from human glucocorticoid receptor expressed ... 24446728
Glucocorticoid receptor Ki = 1.5 nM 8.82 Displacement of FITC-dexamethasone from human recombinant glucocorticoid recepto... 19321341
Glucocorticoid receptor Ki = 1.5 nM 8.82 Displacement of GS-red from GRapha by fluorescence polarization assay 21073190
Glucocorticoid receptor Ki = 1.5 nM 8.82 Displacement of GS-red from glucocorticoid receptor by fluorescence polarization... 21899328
Cell line EC50 = 2.0 nM 8.7 Effective concentration of compound for transcriptional activation of PGE-2 in H... 15026058
Mineralocorticoid receptor EC50 = 2.0 nM 8.7 Agonist activity at mineralocorticoid receptor in human A549 cells 21073190
Glucocorticoid receptor IC50 = 2.1 nM 8.68 Inhibition of transcriptional repression in CV-1 cells expressing glucocorticoid... 15026058
Glucocorticoid receptor IC50 = 2.1 nM 8.68 Transcriptional repression activity in HEP G2 cells expressing glucocorticoid re... 11520196
Glucocorticoid receptor EC50 = 2.1 nM 8.68 Transcriptional repression in HepG2 cells expressing human glucocorticoid recept... 12620078
Glucocorticoid receptor Ki = 2.4 nM 8.62 Displacement of [3H]DEX from human glucocorticoid receptor 20334371
Glucocorticoid receptor Ki = 2.4 nM 8.62 Binding affinity for glucocorticoid receptor 11520196
Glucocorticoid receptor Ki = 2.4 nM 8.62 Binding affinity towards glucocorticoid receptor (GR) by displacing [3H]dexameth... 11728194
Glucocorticoid receptor Ki = 2.4 nM 8.62 Binding affinity towards human glucocorticoid receptor (GR) was determined using... 12620078
Glucocorticoid receptor EC50 = 2.6 nM 8.59 Effective concentration in HepG2 cells transfected with LUC gene (E-sel-Luc). 11728194
Glucocorticoid receptor EC50 = 3.0 nM 8.52 Agonist activity at glucocorticoid receptor in human fibroblast assessed as inhi... 20427184
Glucocorticoid receptor EC50 = 3.3 nM 8.48 The effective concentration in CV-1 cells for glucocorticoid response element ac... 11728194
Glucocorticoid receptor EC50 = 3.4 nM 8.47 Activity at human glucocorticoid receptor in C2C12 cells assessed as mouse gluta... 17467988

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 405
- 10.1101/2024.03.28.586928 ADMET 100
29424542 10.1021/acs.jmedchem.7b01690 Glucocorticoid receptor 23
24506830 10.1021/jm4019178 Mus musculus 22
18691892 10.1016/j.bmc.2008.07.037 Rattus norvegicus 18
21963986 10.1016/j.bmcl.2011.09.018 Mus musculus 14
1469696 10.1021/jm00103a003 Rattus norvegicus 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15026058 10.1016/j.bmcl.2004.01.044 Cell line 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
24656565 10.1016/j.bmcl.2014.03.005 Mus musculus 11
21899328 10.1021/jm200879j Glucocorticoid receptor 11
29424542 10.1021/acs.jmedchem.7b01690 Rattus norvegicus 10
3681894 10.1021/jm00395a011 Rattus norvegicus 10
21349714 10.1016/j.bmcl.2011.01.106 Glucocorticoid receptor 9
21324689 10.1016/j.bmcl.2011.01.104 Glucocorticoid receptor 9
21073190 10.1021/jm100957a Glucocorticoid receptor 9
11520196 10.1021/jm010228c Glucocorticoid receptor 9
27810243 10.1016/j.bmcl.2016.10.052 ADMET 9
12620078 10.1021/jm020335m Glucocorticoid receptor 9

Data from ChEMBL 36 via Core Engine