PREDNISONE

Search structure
Trade Names:
Synonyms:
Status: Approved (1955)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A07EA03
UNII: VB0R961HZT

Structure
InChI Key XOFYZVNMUHMLCC-ZPOLXVRWSA-N
Smile C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=O)CO
InChI
InChI=1S/C21H26O5/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/h5,7,9,14-15,18,22,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H26O5
Molecular Weight 358.43
AlogP 1.77
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 91.67
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 26.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Glucocorticoid receptor agonist
Primary Target
Glucocorticoid receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 1.38
Enzyme Transferase
- - - - 10.5
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 3.74-5.68
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 1
- 1146 29 521 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 12.5-92.1
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 23.3

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Dermatomyositis 4 D003882 ClinicalTrials
Neoplasms 4 D009369 ClinicalTrials
Pemphigus 4 D010392 ClinicalTrials
Erythema Multiforme 4 D004892 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Sarcoidosis, Pulmonary 3 D017565 ClinicalTrials
Sciatica 3 D012585 ClinicalTrials
Granulomatosis with Polyangiitis 3 D014890 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 3 D029424 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Multiple Myeloma 3 D009101 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Myasthenia Gravis 3 D009157 ClinicalTrials
Sinusitis 3 D012852 ClinicalTrials
Nasal Polyps 3 D009298 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Urticaria 3 D014581 ClinicalTrials
Deafness 3 D003638 ClinicalTrials
Glomerulonephritis, IGA 3 D005922 ClinicalTrials
Graft vs Host Disease 3 D006086 ClinicalTrials
Uveitis 3 D014605 ClinicalTrials
Rhinitis, Allergic, Perennial 3 D012221 ClinicalTrials
Lymphoma, Mantle-Cell 3 D020522 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 3 D015451 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Hodgkin Disease 3 D006689 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Leukemia, Biphenotypic, Acute 3 D015456 ClinicalTrials
Lymphoma, T-Cell, Peripheral 3 D016411 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Cardiomyopathies 3 D009202 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Neuroblastoma 3 D009447 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Idiopathic Pulmonary Fibrosis 3 D054990 ClinicalTrials
Kidney Diseases 3 D007674 ClinicalTrials
Heart Diseases 3 D006331 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Glomerulonephritis, Membranous 3 D015433 ClinicalTrials
Leukemia, Lymphoid 3 D007945 ClinicalTrials
Anti-Neutrophil Cytoplasmic Antibody-Associated Vasculitis 3 D056648 ClinicalTrials
Lupus Nephritis 3 D008181 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Histiocytosis, Langerhans-Cell 3 D006646 ClinicalTrials
Microscopic Polyangiitis 3 D055953 ClinicalTrials
Giant Cell Arteritis 3 D013700 ClinicalTrials
Hypereosinophilic Syndrome 3 D017681 ClinicalTrials
Vasculitis 3 D014657 ClinicalTrials
Polymyalgia Rheumatica 3 D011111 ClinicalTrials
Uveitis, Intermediate 3 D015867 ClinicalTrials
Central Nervous System Neoplasms 3 D016543 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Hodgkin Disease 3 D006689 ClinicalTrials
Graft vs Host Disease 3 D006086 ClinicalTrials
Purpura, Thrombotic Thrombocytopenic 3 D011697 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Leukemia-Lymphoma, Adult T-Cell 3 D015459 ClinicalTrials
Precursor T-Cell Lymphoblastic Leukemia-Lymphoma 3 D054218 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Leukemia, Biphenotypic, Acute 3 D015456 ClinicalTrials
Waldenstrom Macroglobulinemia 3 D008258 ClinicalTrials
Retroperitoneal Fibrosis 3 D012185 ClinicalTrials
Pemphigoid, Bullous 3 D010391 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Lymphoma, T-Cell, Peripheral 3 D016411 ClinicalTrials
Alzheimer Disease 3 D000544 ClinicalTrials
Cystic Fibrosis 3 D003550 ClinicalTrials
Muscular Dystrophy, Duchenne 3 D020388 ClinicalTrials
Tuberculosis 3 D014376 ClinicalTrials
Pericarditis 3 D010493 ClinicalTrials
Bronchiolitis Obliterans Syndrome 3 D000092122 ClinicalTrials
Neoplasms, Plasma Cell 3 D054219 ClinicalTrials
Lymphoma, B-Cell, Marginal Zone 3 D018442 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Kidney Failure, Chronic 3 D007676 ClinicalTrials
Myeloproliferative Disorders 2 D009196 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Nephritis, Interstitial 2 D009395 ClinicalTrials
Hearing Loss 2 D034381 ClinicalTrials
Kidney Neoplasms 2 D007680 ClinicalTrials
Burkitt Lymphoma 2 D002051 ClinicalTrials
Immunoblastic Lymphadenopathy 2 D007119 ClinicalTrials
Lung Neoplasms 2 D008175 ClinicalTrials
Chemical and Drug Induced Liver Injury 2 D056486 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Glomerulosclerosis, Focal Segmental 2 D005923 ClinicalTrials
Lymphohistiocytosis, Hemophagocytic 2 D051359 ClinicalTrials
Castleman Disease 2 D005871 ClinicalTrials
Lymphoma, T-Cell 2 D016399 ClinicalTrials
Immunoglobulin G4-Related Disease 2 D000077733 ClinicalTrials
Hepatitis, Alcoholic 2 D006519 ClinicalTrials
Hearing Loss, Sensorineural 2 D006319 ClinicalTrials
Myeloproliferative Disorders 2 D009196 ClinicalTrials
Neuromyelitis Optica 2 D009471 ClinicalTrials
Pneumonia, Viral 2 D011024 ClinicalTrials
IgA Vasculitis 2 D011695 ClinicalTrials
Vestibular Neuronitis 2 D020338 ClinicalTrials
Churg-Strauss Syndrome 2 D015267 ClinicalTrials
Polyradiculoneuropathy, Chronic Inflammatory Demyelinating 2 D020277 ClinicalTrials
Blast Crisis 2 D001752 ClinicalTrials
Thrombocythemia, Essential 2 D013920 ClinicalTrials
Opsoclonus-Myoclonus Syndrome 2 D053578 ClinicalTrials
Embolism, Cholesterol 2 D017700 ClinicalTrials
Hepatitis, Autoimmune 2 D019693 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Geographic Atrophy 2 D057092 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 2 D002289 ClinicalTrials
Adrenal Insufficiency 2 D000309 ClinicalTrials
Multiple Sclerosis, Relapsing-Remitting 2 D020529 ClinicalTrials
Hemangioma 2 D006391 ClinicalTrials
Lung Diseases 2 D008171 ClinicalTrials
Lymphoma, Large-Cell, Anaplastic 2 D017728 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Autoimmune Diseases 2 D001327 ClinicalTrials
Hepatitis C 2 D006526 ClinicalTrials
Myelodysplastic Syndromes 2 D009190 ClinicalTrials
Lymphoma, B-Cell 2 D016393 ClinicalTrials
Amyotrophic Lateral Sclerosis 2 D000690 ClinicalTrials
Thymus Neoplasms 2 D013953 ClinicalTrials
Polycythemia Vera 2 D011087 ClinicalTrials
Hypersensitivity 2 D006967 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Hemophilia A 2 D006467 ClinicalTrials
Premature Birth 2 D047928 ClinicalTrials
Gastrointestinal Stromal Tumors 2 D046152 ClinicalTrials
Lymphoma, AIDS-Related 2 D016483 ClinicalTrials
Graves Ophthalmopathy 2 D049970 ClinicalTrials
Lymphoproliferative Disorders 2 D008232 ClinicalTrials
Acquired Immunodeficiency Syndrome 2 D000163 ClinicalTrials
Bell Palsy 2 D020330 ClinicalTrials
AIDS-Associated Nephropathy 2 D016263 ClinicalTrials
Stiff-Person Syndrome 2 D016750 ClinicalTrials
Lichen Planus, Oral 2 D017676 ClinicalTrials
Pulmonary Fibrosis 2 D011658 ClinicalTrials
Anemia, Hemolytic, Autoimmune 2 D000744 ClinicalTrials
Blastic Plasmacytoid Dendritic Cell Neoplasm 2 D000099067 ClinicalTrials
Takayasu Arteritis 2 D013625 ClinicalTrials
Lymphoma, Primary Effusion 1 D054685 ClinicalTrials
Status Asthmaticus 1 D013224 ClinicalTrials
Gangliosidoses 1 D005733 ClinicalTrials
Esophageal Stenosis 1 D004940 ClinicalTrials
Anemia, Diamond-Blackfan 1 D029503 ClinicalTrials
Canavan Disease 1 D017825 ClinicalTrials
Frontotemporal Dementia 1 D057180 ClinicalTrials
Fanconi Anemia 1 D005199 ClinicalTrials
Gaucher Disease 1 D005776 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials
Hematologic Diseases 1 D006402 ClinicalTrials
Respiratory Syncytial Virus Infections 1 D018357 ClinicalTrials
Glucose Intolerance 1 D018149 ClinicalTrials

Related Entries

MCS

Scaffolds

UNKNOWN

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
11.35
Infections and infestations
11.2
Respiratory, thoracic and mediastinal disorders
8.38
Nervous system disorders
6.86
Gastrointestinal disorders
6.0
Musculoskeletal and connective tissue disorders
5.86
Injury, poisoning and procedural complications
5.5
Vascular disorders
5.18
Skin and subcutaneous tissue disorders
4.35
Metabolism and nutrition disorders
4.28
Blood and lymphatic system disorders
4.02
Investigations
3.98
Immune system disorders
3.65
Psychiatric disorders
3.61
Cardiac disorders
3.49
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
2.85
Renal and urinary disorders
2.38

Cross References

Resources Reference
CAS NUMBER 53-03-2
ChEBI 8382
ChEMBL CHEMBL635
DrugBank DB00635
DrugCentral 2253
EPA CompTox DTXSID4021185
FDA SRS VB0R961HZT
Human Metabolome Database HMDB14773
Guide to Pharmacology 7096
KEGG C07370
PharmGKB PA451100
PubChem 5865
SureChEMBL SCHEMBL3288
ZINC ZINC000003875357
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