CHEBI:8378 - prednisolone

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ChEBI Name prednisolone
ChEBI ID CHEBI:8378
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H28O5
Net Charge 0
Average Mass 360.44400
Monoisotopic Mass 360.194
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
InChIKey OIGNJSKKLXVSLS-VWUMJDOOSA-N
SMILES [H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): 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.
drug metabolite

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.
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.
(via steroid hormone )
Application(s): adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
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.
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ChEBI Ontology
Outgoing 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 glucocorticoid (CHEBI:24261)
Incoming 6-methylprednisolone (CHEBI:50366) 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 sodium phosphate (CHEBI:8379) has functional parent prednisolone (CHEBI:8378)
prednisolone-16-carboxylic acid (CHEBI:47888) has functional parent prednisolone (CHEBI:8378)
IUPAC Name
11β,17,21-trihydroxypregna-1,4-diene-3,20-dione
INNs Sources
prednisolona ChemIDplus
prednisolone ChemIDplus
prednisolone WHO MedNet
prednisolonum ChemIDplus
Synonyms Sources
(11β)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione ChEBI
1,4-pregnadiene-11β,17α,21-triol-3,20-dione ChemIDplus
1,4-pregnadiene-3,20-dione-11β,17α,21-triol ChemIDplus
3,20-dioxo-11β,17α,21-trihydroxy-1,4-pregnadiene ChemIDplus
Δ1-dehydrocortisol ChemIDplus
Δ1-dehydrohydrocortisone ChemIDplus
Δ1-hydrocortisone ChemIDplus
hydroretrocortine ChemIDplus
metacortandralone ChemIDplus
Database Links Databases
2245 DrugCentral
C07369 KEGG COMPOUND
D00472 KEGG DRUG
DB00860 DrugBank
HMDB14998 HMDB
Prednisolone Wikipedia
View more database links
Registry Numbers Types Sources
1354103 Reaxys Registry Number Reaxys
1354103 Beilstein Registry Number ChemIDplus
50-24-8 CAS Registry Number KEGG COMPOUND
50-24-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11294518 PubMed citation Europe PMC
23625982 PubMed citation Europe PMC
24392764 PubMed citation Europe PMC
Last Modified
22 February 2017