prednisolone   Click here for help

GtoPdb Ligand ID: 2866

Synonyms: DELTA.1-Cortisol | Orapred® | Pediapred®
Approved drug PDB Ligand Immunopharmacology Ligand
prednisolone is an approved drug (FDA (1955))
Compound class: Synthetic organic
Comment: Prednisolone is a synthetic glucocorticoid. Marketed formulations may contain prednisolone sodium phosphate, prednisolone acetate, prednisolone hexanoate or prednisolone.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: prednisolone

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 94.83
Molecular weight 360.19
XLogP 1.02
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES OCC(=O)C1(O)CCC2C1(C)CC(O)C1C2CCC2=CC(=O)C=CC12C
Isomeric SMILES OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
InChI 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
InChI Key OIGNJSKKLXVSLS-VWUMJDOOSA-N
Immunopharmacology Comments
Prednisolone ia an approved drug for the diseases listed below. It may also be used to treat relapses in multiple sclerosis.
Immunopharmacology Disease
Disease X-Refs Comment References
Rheumatoid arthritis Disease Ontology: DOID:7148
OMIM: 180300
 Glucocorticoid drug used to treat many inflammatory condtions including RA.
Crohn's disease Disease Ontology: DOID:8778
OMIM: 266600
Orphanet: ORPHA206
 Glucocorticoid drug used to treat many inflammatory condtions including CD.
Systemic lupus erythematosus Disease Ontology: DOID:9074
OMIM: 152700
Orphanet: ORPHA536
 Glucocorticoid drug used to treat many inflammatory condtions including SLE.
Ulcerative colitis Disease Ontology: DOID:8577
OMIM: 266600
Orphanet: ORPHA771
 Glucocorticoid drug used to treat many inflammatory condtions including UC.
Asthma Disease Ontology: DOID:2841
OMIM: 600807
 Glucocorticoid drug used to treat many inflammatory condtions including asthma.
Chronic obstructive pulmonary disease Disease Ontology: DOID:3083
 Glucocorticoid drug used to treat many inflammatory condtions including COPD.
Autoimmune thrombocytopenic purpura Disease Ontology: DOID:8924
OMIM: 188030
Orphanet: ORPHA3002
 Glucocorticoid drug used to treat many inflammatory condtions including ATP.
Immunopaedia Case Studies Links
A case of a 3 month old infant with bloody urine and stools
Case of eye injury and decreased vision