CHEBI:8378 - prednisolone

ChEBI IDCHEBI:8378
ChEBI Nameprednisolone
Stars
DefinitionA glucocorticoid that is prednisone in which the oxo group at position 11 has been reduced to the corresponding β-hydroxy group. It is a drug metabolite of prednisone.
Last Modified31 August 2023
DownloadsMolfile
FormulaC21H28O5
Net Charge0
Average Mass360.450
Monoisotopic Mass360.19367
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@@]21C
InChIInChI=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
InChIKeyOIGNJSKKLXVSLS-VWUMJDOOSA-N
Wikipedia
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
adrenergic agent  Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
hormone  Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
Applications:
adrenergic agent  Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
ChEBI Ontology
Outgoing Relation(s)
prednisolone (CHEBI:8378) has functional parent Δ1-progesterone (CHEBI:34073)
prednisolone (CHEBI:8378) has role adrenergic agent (CHEBI:37962)
prednisolone (CHEBI:8378) has role anti-inflammatory drug (CHEBI:35472)
prednisolone (CHEBI:8378) has role antineoplastic agent (CHEBI:35610)
prednisolone (CHEBI:8378) has role drug metabolite (CHEBI:49103)
prednisolone (CHEBI:8378) has role environmental contaminant (CHEBI:78298)
prednisolone (CHEBI:8378) has role immunosuppressive agent (CHEBI:35705)
prednisolone (CHEBI:8378) has role xenobiotic (CHEBI:35703)
prednisolone (CHEBI:8378) is a 11β-hydroxy steroid (CHEBI:35346)
prednisolone (CHEBI:8378) is a 17α-hydroxy steroid (CHEBI:35342)
prednisolone (CHEBI:8378) is a 20-oxo steroid (CHEBI:36885)
prednisolone (CHEBI:8378) is a 21-hydroxy steroid (CHEBI:35344)
prednisolone (CHEBI:8378) is a 3-oxo-Δ14-steroid (CHEBI:77166)
prednisolone (CHEBI:8378) is a C21-steroid (CHEBI:61313)
prednisolone (CHEBI:8378) is a glucocorticoid (CHEBI:24261)
prednisolone (CHEBI:8378) is a primary α-hydroxy ketone (CHEBI:139590)
prednisolone (CHEBI:8378) is a tertiary α-hydroxy ketone (CHEBI:139592)
Incoming Relation(s)
16-hydroxyprednisolone (CHEBI:196948) has functional parent prednisolone (CHEBI:8378)
20α-dihydroprednisolone (CHEBI:166776) has functional parent prednisolone (CHEBI:8378)
20β-dihydroprednisolone (CHEBI:180696) has functional parent prednisolone (CHEBI:8378)
6-methylprednisolone (CHEBI:50366) has functional parent prednisolone (CHEBI:8378)
6α-hydroxyprednisolone (CHEBI:180921) has functional parent prednisolone (CHEBI:8378)
6β-hydroxyprednisolone (CHEBI:180697) has functional parent prednisolone (CHEBI:8378)
alclometasone (CHEBI:53776) has functional parent prednisolone (CHEBI:8378)
alclometasone dipropionate (CHEBI:31184) has functional parent prednisolone (CHEBI:8378)
beclomethasone (CHEBI:3001) has functional parent prednisolone (CHEBI:8378)
prednisolone phosphate (CHEBI:145705) has functional parent prednisolone (CHEBI:8378)
prednisolone succinate (CHEBI:135745) has functional parent prednisolone (CHEBI:8378)
prednisolone-16-carboxylic acid (CHEBI:47888) has functional parent prednisolone (CHEBI:8378)
Δ6-prednisolone (CHEBI:180920) has functional parent prednisolone (CHEBI:8378)
IUPAC Name 
11β,17,21-trihydroxypregna-1,4-diene-3,20-dione
INNs  Source
prednisolonumChemIDplus
prednisolonaChemIDplus
prednisoloneWHO MedNet
prednisoloneChemIDplus
Synonyms  Source
1,4-pregnadiene-11β,17α,21-triol-3,20-dioneChemIDplus
1,4-pregnadiene-3,20-dione-11β,17α,21-triolChemIDplus
3,20-dioxo-11β,17α,21-trihydroxy-1,4-pregnadieneChemIDplus
metacortandraloneChemIDplus
Δ1-dehydrocortisolChemIDplus
Δ1-hydrocortisoneChemIDplus
Manual XrefsDatabases
C07369KEGG COMPOUND
PrednisoloneWikipedia
DB00860DrugBank
D00472KEGG DRUG
HMDB0014998HMDB
2245DrugCentral
1848VSDB
Registry NumbersSources
Reaxys:1354103Reaxys
CAS:50-24-8KEGG COMPOUND
CAS:50-24-8ChemIDplus
Citations