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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL131
CHEMBL131
Compound Name PREDNISOLONE
ChEMBL Synonyms Neo-Delta-Cortef | FERNISOLONE-P | Poly-Pred | PRELONE | PRECORTISYL FTE | PRECORTISYL | Verdeso | SCHERIPROCT | Hydeltra-Tba | DEKOTIL | METI-DERM | Servisone | Meticortelone | Desowen | DELTACORTRIL | DILACORT | STERANE | Pred-G | Hydeltra | Tridesilon | DELTA-CORTEF | CORTALONE | PREDNISOLONE | PEVANTI | DELTALONE
Max Phase 4 (Approved)
Trade Names DELTACORTRIL | Meticortelone | Servisone | DILACORT | Hydeltra | STERANE | CORTALONE | DELTA-CORTEF | FERNISOLONE-P | PEVANTI | PREDNISOLONE | DELTALONE | PRECORTISYL | PRECORTISYL FTE | PRELONE | DEKOTIL | SCHERIPROCT | METI-DERM
Molecular Formula C21H28O5

Additional synonyms for CHEMBL131 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H]1CC ...
Download SMILES
Standard InChI InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(2 ...
Download InChI
Standard InChI Key OIGNJSKKLXVSLS-VWUMJDOOSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL131

Molecule Features

CHEMBL131 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Glucocorticoid receptor agonist Glucocorticoid receptor PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Biliary AtresiaD001656Orphanet:30391Biliary atresia3ClinicalTrials
BursitisD002062EFO:1000941frozen shoulder4DailyMed
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma3ClinicalTrials
CataractD002386EFO:0001059cataract3ClinicalTrials
Dermatitis, ExfoliativeD0038734DailyMed
Erythema MultiformeD004892EFO:1000694erythema multiforme4DailyMed
Glomerulonephritis, IGAD005922EFO:0004194IGA glomerulonephritis3ClinicalTrials
Hodgkin DiseaseD006689EFO:0000183Hodgkins lymphoma2ClinicalTrials
Hypereosinophilic SyndromeD017681EFO:1001467Hypereosinophilic syndrome3ClinicalTrials
InfertilityD007246EFO:0000545infertility2ClinicalTrials
IridocyclitisD0158634DailyMed
Lymphoma, Large-Cell, AnaplasticD017728EFO:0003032anaplastic large cell lymphoma2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma3ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis4ClinicalTrials
DailyMed
PericarditisD010493EFO:0007427pericarditis3ClinicalTrials
ThrombocytopeniaD013921HP:0001873thrombocytopenia4DailyMed
Tuberculosis, PulmonaryD014397EFO:1000049pulmonary tuberculosis4DailyMed
Anemia, HemolyticD000743EFO:0005558hemolytic anemia4DailyMed
ChoroiditisD0028334DailyMed
Dermatitis HerpetiformisD003874EFO:1000684dermatitis herpetiformis4DailyMed
Dermatitis, ContactD003877EFO:0005319contact dermatitis4DailyMed
Dermatitis, SeborrheicD012628EFO:1000764seborrheic dermatitis4DailyMed
KeratitisD0076344DailyMed
Multiple MyelomaD009101EFO:0001378multiple myeloma3ClinicalTrials
Muscular Dystrophy, DuchenneD020388Orphanet:98896Duchenne muscular dystrophy2ClinicalTrials
Pituitary ACTH HypersecretionD047748EFO:1001110pituitary-dependent Cushing's disease2ClinicalTrials
PsoriasisD011565EFO:0000676psoriasis4DailyMed
Purpura, Thrombocytopenic, IdiopathicD016553EFO:0007160autoimmune thrombocytopenic purpura3ClinicalTrials
Serum SicknessD0127134DailyMed
Spasms, InfantileD013036Orphanet:3451West syndrome3ClinicalTrials
Thyroiditis, SubacuteD013968EFO:1001194subacute thyroiditis4DailyMed
Toxoplasmosis, OcularD014126EFO:0007399ocular toxoplasmosis3ClinicalTrials
Uveitis, PosteriorD015866EFO:1001119posterior uveitis4DailyMed
Vestibular NeuronitisD020338EFO:0007537vestibular neuronitis3ClinicalTrials
Aspergillosis, Allergic BronchopulmonaryD001229EFO:0007140allergic bronchopulmonary aspergillosis2ClinicalTrials
HypercalcemiaD006934HP:0003072Hypercalcemia4DailyMed
Hyperlipoproteinemia Type ID008072Orphanet:309015Familial lipoprotein lipase deficiency2ClinicalTrials
HypersensitivityD006967EFO:0003785allergy3ClinicalTrials
Lymphoma, Large B-Cell, DiffuseD016403EFO:0000403diffuse large B-cell lymphoma3ClinicalTrials
Mycosis FungoidesD009182EFO:1001051mycosis fungoides4DailyMed
Nephrotic SyndromeD009404EFO:0004255nephrotic syndrome4ClinicalTrials
DailyMed
OsteoarthritisD010003EFO:0002506osteoarthritis4ClinicalTrials
DailyMed
PneumoniaD011014EFO:0003106pneumonia4DailyMed
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease2ClinicalTrials
Stomatitis, AphthousD013281EFO:0003938aphthous ulcer2ClinicalTrials
Arthritis, PsoriaticD015535EFO:0003778psoriatic arthritis4DailyMed
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis4ClinicalTrials
DailyMed
HeadacheD006261HP:0002315Headache3ClinicalTrials
Herpes Zoster OphthalmicusD006563EFO:0007403ophthalmic herpes zoster4DailyMed
IritisD007500EFO:1000997iritis4DailyMed
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
LipomaD008067EFO:0000759lipoma1ClinicalTrials
Lupus Erythematosus, SystemicD008180EFO:0002690systemic lupus erythematosus4ClinicalTrials
DailyMed
Lymphohistiocytosis, HemophagocyticD051359Orphanet:158038Primary hemophagocytic lymphohistiocytosis1ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Microscopic PolyangiitisD055953EFO:1000784microscopic polyangiitis2ClinicalTrials
MyocarditisD0092054DailyMed
Nasal ObstructionD015508HP:0001742Nasal obstruction4ATC
ATC
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis4ClinicalTrials
DailyMed
TenosynovitisD013717EFO:1001435Tenosynovitis4DailyMed
TrichinellosisD014235EFO:0007520trichinosis4DailyMed
Tuberculosis, MeningealD014390EFO:1000039meningeal tuberculosis4DailyMed
Addison DiseaseD0002244DailyMed
Anemia, Hemolytic, AutoimmuneD000744EFO:1001264Anemia, Hemolytic, Autoimmune3ClinicalTrials
Arthritis, GoutyD015210EFO:0004274gout4DailyMed
Conjunctivitis, AllergicD003233EFO:0007141allergic conjunctivitis4DailyMed
CroupD003440EFO:0007227croup3ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema4DailyMed
Granulomatosis with PolyangiitisD014890EFO:0005297Wegener's granulomatosis2ClinicalTrials
Graves DiseaseD006111EFO:0004237Graves disease3ClinicalTrials
HemangiomaD006391EFO:1000635hemangioma2ClinicalTrials
Immunoblastic LymphadenopathyD007119EFO:0000255angioimmunoblastic T-cell lymphoma2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma4ClinicalTrials
DailyMed
Optic NeuritisD009902EFO:0007405optic neuritis4DailyMed
Tennis ElbowD0137164DailyMed
Adrenal Hyperplasia, CongenitalD000312Orphanet:90794Classic congenital adrenal hyperplasia due to 21-hydroxylase deficiency4DailyMed
Arthritis, JuvenileD001171EFO:0002609chronic childhood arthritis4DailyMed
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis4ClinicalTrials
DailyMed
AsthmaD001249EFO:0000270asthma4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
ChorioretinitisD0028254DailyMed
Churg-Strauss SyndromeD015267EFO:0007208Churg-Strauss syndrome3ClinicalTrials
LeprosyD007918EFO:0001054leprosy2ClinicalTrials
Lupus NephritisD008181EFO:0005761lupus nephritis3ClinicalTrials
Lymphoma, FollicularD008224EFO:0000096neoplasm of mature B-cells3ClinicalTrials
PemphigusD010392EFO:0004719pemphigus vulgaris3ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-LymphomaD054198EFO:0000220acute lymphoblastic leukemia3ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease3ClinicalTrials
Spondylitis, AnkylosingD013167EFO:0003898ankylosing spondylitis4ClinicalTrials
DailyMed
Anemia, AplasticD000741HP:0001915aplastic anemia4DailyMed
DermatomyositisD003882EFO:0000398dermatomyositis4DailyMed
EczemaD004485HP:0000964Eczema3ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
Hepatitis, AlcoholicD006519EFO:1001345Hepatitis, Alcoholic3ClinicalTrials
Idiopathic Pulmonary FibrosisD054990EFO:0000768idiopathic pulmonary fibrosis3ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease3ClinicalTrials
Lymphoma, T-Cell, PeripheralD016411EFO:0000211unspecified peripheral T-cell lymphoma2ClinicalTrials
PulpitisD011671EFO:1001139pulpitis3ClinicalTrials
SarcoidosisD012507Orphanet:797Sarcoidosis4DailyMed
Alveolitis, Extrinsic AllergicD000542EFO:1001321extrinsic allergic alveolitis2ClinicalTrials
Celiac DiseaseD002446EFO:0001060celiac disease2ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease4ClinicalTrials
DailyMed
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
ATC
InflammationD007249MP:0001845inflammation3ClinicalTrials
LeukemiaD007938EFO:0000565leukemia4ClinicalTrials
DailyMed
Lymphoproliferative DisordersD0082322ClinicalTrials
Mucocutaneous Lymph Node SyndromeD009080EFO:0004246mucocutaneous lymph node syndrome3ClinicalTrials
Ophthalmia, SympatheticD009879EFO:1001205sympathetic ophthalmia4DailyMed
Peptic UlcerD010437HP:0004398Peptic ulcer4DailyMed
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma3ClinicalTrials
SynovitisD0135854DailyMed

Clinical Data

ClinicalTrials.gov PREDNISOLONE
The Cochrane Collaboration PREDNISOLONE

Metabolites for CHEMBL131

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL131. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.999
CHEMBL3401 Pregnane X receptor Homo sapiens 0.985
CHEMBL1871 Androgen Receptor Homo sapiens 0.983
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.982
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.733
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.491



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3318 Tyrosinase Agaricus bisporus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 0.998
CHEMBL3401 Pregnane X receptor Homo sapiens 0.995
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.993

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
360.5 360.1937 1.56 2 94.83 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.46 - 1.64 1.64 0 26 0.69

Structural Alerts

There are 5 structural alerts for CHEMBL131. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07X - CORTICOSTEROIDS, OTHER COMBINATIONS
D07XA - Corticosteroids, weak, other combinations
D07XA02 - prednisolone

S - SENSORY ORGANS
S02 - OTOLOGICALS
S02B - CORTICOSTEROIDS
S02BA - Corticosteroids
S02BA03 - prednisolone

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BA - Corticosteroids, plain
S01BA04 - prednisolone

A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AC - Corticosteroids for local oral treatment
A01AC54 - prednisolone, combinations

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AD - Corticosteroids
R01AD02 - prednisolone

C - CARDIOVASCULAR SYSTEM
C05 - VASOPROTECTIVES
C05A - AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
C05AA - Corticosteroids
C05AA04 - prednisolone

S - SENSORY ORGANS
S03 - OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
S03B - CORTICOSTEROIDS
S03BA - Corticosteroids
S03BA02 - prednisolone

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01C - ANTIINFLAMMATORY AGENTS AND ANTIINFECTIVES IN COMBINATION
S01CB - Corticosteroids/antiinfectives/mydriatics in combination
S01CB02 - prednisolone

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07A - CORTICOSTEROIDS, PLAIN
D07AA - Corticosteroids, weak (group I)
D07AA03 - prednisolone

H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H02 - CORTICOSTEROIDS FOR SYSTEMIC USE
H02A - CORTICOSTEROIDS FOR SYSTEMIC USE, PLAIN
H02AB - Glucocorticoids
H02AB06 - prednisolone

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AD - Corticosteroids
R01AD52 - prednisolone, combinations

A - ALIMENTARY TRACT AND METABOLISM
A07 - ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A07E - INTESTINAL ANTIINFLAMMATORY AGENTS
A07EA - Corticosteroids acting locally
A07EA01 - prednisolone

ChemSpider ChemSpider:OIGNJSKKLXVSLS-VWUMJDOOSA-N
DailyMed prednisolone
PubChem SID: 144204880 SID: 144208871 SID: 144213304 SID: 170464732 SID: 50085972
Wikipedia Prednisolone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL131



Atlas prednisolone
BindingDB 19190
Brenda 145212 104300 90422 12663
ChEBI 8378
ChemicalBook CB4109000
DrugBank DB00860
DrugCentral 2245
eMolecules 30512726 511677 31411129 36644749
EPA CompTox Dashboard DTXSID9021184
FDA SRS 9PHQ9Y1OLM
Guide to Pharmacology 2866
Human Metabolome Database HMDB0014998
IBM Patent System F3A01E30D12941C5F105ABAB052B1DE5
KEGG Ligand C07369
LINCS LSM-24954
LipidMaps LMST02030179
Metabolights MTBLC8378
MolPort MolPort-002-507-147
NIH Clinical Collection SAM002264639
Nikkaji J39.548J
PharmGKB PA451096
PubChem 5755
PubChem: Drugs of the Future 12012573
PubChem: Thomson Pharma 14876795 14876794
Selleck Prednisolone(Hydroretrocortine)
SureChEMBL SCHEMBL3233
ZINC ZINC000003833821

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/OIGNJSKKLXVSLS-VWUMJDOOSA-N spacer
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