CHEBI:145705 - prednisolone phosphate

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ChEBI Name prednisolone phosphate
ChEBI ID CHEBI:145705
Definition A synthetic glucocorticoid resulting from the formal condensation of the 21-hydroxy group of prednisolone with one of the hydroxy groups of phosphoric acid. It is a prodrug for prednisolone that is activated in vivo by phosphatases.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H29O8P
Net Charge 0
Average Mass 440.429
Monoisotopic Mass 440.16000
InChI InChI=1S/C21H29O8P/c1-19-7-5-13(22)9-12(19)3-4-14-15-6-8-21(25,17(24)11-29-30(26,27)28)20(15,2)10-16(23)18(14)19/h5,7,9,14-16,18,23,25H,3-4,6,8,10-11H2,1-2H3,(H2,26,27,28)/t14-,15-,16-,18+,19-,20-,21-/m0/s1
InChIKey JDOZJEUDSLGTLU-VWUMJDOOSA-N
SMILES C[C@@]12C[C@@H]([C@]3([C@]([C@]2([H])CC[C@@]1(C(COP(=O)(O)O)=O)O)(CCC=4[C@]3(C)C=CC(C4)=O)[H])[H])O
Roles Classification
Biological Role(s): glucocorticoid receptor agonist
An agonist that selectively binds to and activates a glucocorticoid receptor.
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): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing prednisolone phosphate (CHEBI:145705) has functional parent prednisolone (CHEBI:8378)
prednisolone phosphate (CHEBI:145705) has role anti-inflammatory agent (CHEBI:67079)
prednisolone phosphate (CHEBI:145705) has role antineoplastic agent (CHEBI:35610)
prednisolone phosphate (CHEBI:145705) has role glucocorticoid receptor agonist (CHEBI:63562)
prednisolone phosphate (CHEBI:145705) has role prodrug (CHEBI:50266)
prednisolone phosphate (CHEBI:145705) is a 11β-hydroxy steroid (CHEBI:35346)
prednisolone phosphate (CHEBI:145705) is a 17α-hydroxy steroid (CHEBI:35342)
prednisolone phosphate (CHEBI:145705) is a 20-oxo steroid (CHEBI:36885)
prednisolone phosphate (CHEBI:145705) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
prednisolone phosphate (CHEBI:145705) is a glucocorticoid (CHEBI:24261)
prednisolone phosphate (CHEBI:145705) is a steroid phosphate (CHEBI:36944)
prednisolone phosphate (CHEBI:145705) is a tertiary α-hydroxy ketone (CHEBI:139592)
prednisolone phosphate (CHEBI:145705) is conjugate acid of prednisolone phosphate(2−) (CHEBI:145706)
Incoming prednisolone phosphate(2−) (CHEBI:145706) is conjugate base of prednisolone phosphate (CHEBI:145705)
IUPAC Name
11β,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl dihydrogen phosphate
Synonyms Sources
prednisolone 21-(dihydrogen phosphate) ChemIDplus
prednisolone 21-monophosphate DrugBank
prednisolone 21-phosphate DrugBank
Manual Xrefs Databases
4451 DrugCentral
DB14631 DrugBank
View more database links
Registry Number Type Source
302-25-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13783671 PubMed citation Europe PMC
15802017 PubMed citation Europe PMC
18283332 PubMed citation Europe PMC
21896328 PubMed citation Europe PMC
25791805 PubMed citation Europe PMC
26319748 PubMed citation Europe PMC
30547315 PubMed citation Europe PMC
31578578 PubMed citation Europe PMC
5090826 PubMed citation Europe PMC
Last Modified
19 December 2019