CHEBI:145705 - prednisolone phosphate

ChEBI IDCHEBI:145705
ChEBI Nameprednisolone phosphate
Stars
DefinitionA 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.
Last Modified19 December 2019
SubmitterAdnan
DownloadsMolfile
FormulaC21H29O8P
Net Charge0
Average Mass440.429
Monoisotopic Mass440.16000
SMILES[H][C@@]12CC[C@](O)(C(=O)COP(=O)(O)O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@@]21C
InChIInChI=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
InChIKeyJDOZJEUDSLGTLU-VWUMJDOOSA-N
Roles Classification
Biological Roles:
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.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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-Δ14-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 Relation(s)
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  Source
prednisolone 21-(dihydrogen phosphate)ChemIDplus
prednisolone 21-phosphateDrugBank
prednisolone 21-monophosphateDrugBank
Manual XrefsDatabases
DB14631DrugBank
4451DrugCentral
Registry NumbersSources
CAS:302-25-0ChemIDplus
Citations