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CHEBI:180696 - 20β-dihydroprednisolone

ChEBI IDCHEBI:180696
ChEBI Name20β-dihydroprednisolone
Stars
ASCII Name20beta-dihydroprednisolone
DefinitionA glucocorticoid that is prednisolone in which the oxo group at position 20 has been reduced to the corresponding β-hydroxy group. It is a metabolite of prednisolone.
Last Modified27 January 2022
SubmitterR. Stephan
DownloadsMolfile
FormulaC21H30O5
Net Charge0
Average Mass362.466
Monoisotopic Mass362.20932
SMILES[H][C@@]12CC[C@](O)([C@@H](O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@@]21C
InChIInChI=1S/C21H30O5/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/h5,7,9,14-18,22,24-26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,17-,18+,19-,20-,21-/m0/s1
InChIKeyLCOVYWIXMAJCDS-FJWDNACWSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) blood plasma (BTO:0000118) PubMed (898234)
Bos taurus (ncbitaxon:9913) urine (BTO:0001419) PubMed (28806969)
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mammalian metabolite  Any animal metabolite produced during a metabolic reaction in mammals.
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.
ChEBI Ontology
Outgoing Relation(s)
20β-dihydroprednisolone (CHEBI:180696) has functional parent prednisolone (CHEBI:8378)
20β-dihydroprednisolone (CHEBI:180696) has role human metabolite (CHEBI:77746)
20β-dihydroprednisolone (CHEBI:180696) has role mammalian metabolite (CHEBI:75768)
20β-dihydroprednisolone (CHEBI:180696) is a 11β-hydroxy steroid (CHEBI:35346)
20β-dihydroprednisolone (CHEBI:180696) is a 17α-hydroxy steroid (CHEBI:35342)
20β-dihydroprednisolone (CHEBI:180696) is a 20-hydroxy steroid (CHEBI:36854)
20β-dihydroprednisolone (CHEBI:180696) is a 21-hydroxy steroid (CHEBI:35344)
20β-dihydroprednisolone (CHEBI:180696) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
20β-dihydroprednisolone (CHEBI:180696) is a C21-steroid (CHEBI:61313)
20β-dihydroprednisolone (CHEBI:180696) is a glucocorticoid (CHEBI:24261)
IUPAC Name 
(20S)-11β,17,20,21-tetrahydroxypregna-1,4-dien-3-one
Synonyms  Source
20β-dihydro-PREDSUBMITTER
(11β,20S)-11,17,20,21-tetrahydroxypregna-1,4-dien-3-oneChemIDplus
20β-hydroxyprednisoloneChemIDplus
(20S)-hydroxyprednisoloneChEBI
prednisolone impurity GChemIDplus
prednisolone EP impurity GChEBI
Manual XrefsDatabases
27524368ChemSpider
Registry NumbersSources
CAS:2299-46-9ChemIDplus
Citations