<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:30:20 UTC</creation_date>
  <update_date>2026-05-14 16:50:58 UTC</update_date>
  <accession/>
  <common_name>Prednisolone</common_name>
  <class>SmallMolecule</class>
  <description>Prednisolone (C21H28O5) is a compound with an average molecular weight of 360.44 g/mol. Prednisolone belongs to the hydroxysteroids, a subclass of steroids and steroid derivatives within the organic compounds. Biologically, it functions as a corticosteroid (PMC13164525) and an anti-inflammatory drug (PMC5793074). It acts as an agonist of the Mineralocorticoid receptor (NR3C2) and the Glucocorticoid receptor (NR3C1).

This compound is used in the treatment of multiple myeloma (PMC7034914), asthma (PMC11459094), rheumatoid arthritis (PMC13164525), edema (PMC11246752), pneumonitis (PMC5721695), pancytopenia (PMC4718299), hemolysis (PMC12534949), and inflammation (PMC4731956). Additionally, it has therapeutic effects on pain (PMC12687922), inflammation (PMC11459094), and glomerulonephritis (PMC12602223).

Prednisolone is found in 51 recorded sources across various sectors. These include healthcare, pharmaceuticals, and veterinary products, such as vasoprotectives, intestinal antiinflammatory agents, stomatological preparations, and corticosteroids, including combinations with antiseptics. It is also found in electrical and electronic equipment, including electric hearing aids, antennas, colour television systems, auxiliary devices, and conductors or conductive bodies characterised by the conductive materials. Household cleaning and consumer products such as tobacco smoke filters, non electric simulated smoking devices, cigar cigarettes, bleaching agents, and perfumes within detergents and soaps also contain the compound. Environmental sources include aquatic systems and sediments, such as seawater, freshwater, surface water, and groundwater; drinking water and water supply, including tap, bottled, and desalinated water; and wastewater, sanitation, and biosolids, including industrial wastewater, mine wastewater, wastewater treatment effluent, and unspecified wastewater. Recorded exposure routes include oral, inhalation, touch, and topical.</description>
  <categories/>
  <types>
    <type>Human Neurotoxin</type>
    <type>PMT</type>
  </types>
  <synonyms>
    <synonym>(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one</synonym>
    <synonym>Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11.beta.)-</synonym>
  </synonyms>
  <chemical_formula>C21H28O5</chemical_formula>
  <average_molecular_weight>360.444</average_molecular_weight>
  <monisotopic_moleculate_weight>360.193674006</monisotopic_moleculate_weight>
  <iupac_name>(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one</iupac_name>
  <traditional_iupac>prednisolone</traditional_iupac>
  <cas_registry_number>50-24-8</cas_registry_number>
  <smiles>[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C</smiles>
  <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>
  <inchikey>OIGNJSKKLXVSLS-VWUMJDOOSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Steroids and steroid derivatives</class>
    <sub_class>Hydroxysteroids</sub_class>
    <direct_parent>21-hydroxysteroids</direct_parent>
    <alternate_parents>
      <alternative_parent>11-beta-hydroxysteroids</alternative_parent>
      <alternative_parent>17-hydroxysteroids</alternative_parent>
      <alternative_parent>20-oxosteroids</alternative_parent>
      <alternative_parent>3-oxo delta-1,4-steroids</alternative_parent>
      <alternative_parent>Alpha-hydroxy ketones</alternative_parent>
      <alternative_parent>Cyclic alcohols and derivatives</alternative_parent>
      <alternative_parent>Cyclic ketones</alternative_parent>
      <alternative_parent>Delta-1,4-steroids</alternative_parent>
      <alternative_parent>Gluco/mineralocorticoids, progestogins and derivatives</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Secondary alcohols</alternative_parent>
      <alternative_parent>Tertiary alcohols</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>11-beta-hydroxysteroid</substituent>
      <substituent>11-hydroxysteroid</substituent>
      <substituent>17-hydroxysteroid</substituent>
      <substituent>20-oxosteroid</substituent>
      <substituent>21-hydroxysteroid</substituent>
      <substituent>3-oxo-delta-1,4-steroid</substituent>
      <substituent>3-oxosteroid</substituent>
      <substituent>Alcohol</substituent>
      <substituent>Aliphatic homopolycyclic compound</substituent>
      <substituent>Alpha-hydroxy ketone</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Cyclic alcohol</substituent>
      <substituent>Cyclic ketone</substituent>
      <substituent>Delta-1,4-steroid</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Ketone</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Oxosteroid</substituent>
      <substituent>Pregnane-skeleton</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Progestogin-skeleton</substituent>
      <substituent>Secondary alcohol</substituent>
      <substituent>Tertiary alcohol</substituent>
    </substituents>
    <molecular_framework>Aliphatic homopolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>11beta-hydroxy steroid</descriptor>
      <descriptor>17alpha-hydroxy steroid</descriptor>
      <descriptor>20-oxo steroid</descriptor>
      <descriptor>21-hydroxy steroid</descriptor>
      <descriptor>3-oxo-Delta(1),Delta(4)-steroid</descriptor>
      <descriptor>C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives</descriptor>
      <descriptor>Pregnane and derivatives [Fig]</descriptor>
      <descriptor>glucocorticoid</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Prednisone Action Pathway</name>
      <smpdb_id>SMP0000440</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisolone Action Pathway</name>
      <smpdb_id>SMP0000441</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisone Metabolism Pathway</name>
      <smpdb_id>SMP0000631</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisolone Metabolism Pathway</name>
      <smpdb_id>SMP0000632</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisolone Action Action Pathway New</name>
      <smpdb_id>SMP0122639</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisone Anti-inflammatory Action Pathway</name>
      <smpdb_id>SMP0125039</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisone Metabolism Pathway</name>
      <smpdb_id>SMP0125469</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisolone Phosphate Action Pathway</name>
      <smpdb_id>SMP0126245</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisolone acetate MOA Action Pathway</name>
      <smpdb_id>SMP0126246</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Prednisolone Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143296</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>1.27</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.66</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.18</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.39e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>1.27</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>12.58</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-2.9</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>360.444</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>360.193674006</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C21H28O5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>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</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>OIGNJSKKLXVSLS-VWUMJDOOSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>94.83</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>98.49</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>38.78</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7227c03488&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00860</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>5755</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>5552</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
  <targets>
    <target>
      <target_id/>
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</compound>
