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CHEBI:182969 - 20α-dihydroprednisone

ChEBI IDCHEBI:182969
ChEBI Name20α-dihydroprednisone
Stars
ASCII Name20alpha-dihydroprednisone
DefinitionA glucocorticoid that is prednisone in which the oxo group at position 20 is replaced by a hydroxy group. It is a metabolite of prednisone found in human urine.
Last Modified21 October 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC21H28O5
Net Charge0
Average Mass360.450
Monoisotopic Mass360.19367
SMILES[H][C@@]12CC[C@](O)([C@H](O)CO)[C@@]1(C)CC(=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/h5,7,9,14-15,17-18,22,25-26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,17+,18+,19-,20-,21-/m0/s1
InChIKeyUMAIDVARGWSZLM-GNIMZFFESA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) urine (BTO:0001419) PubMed (25800201)
Roles Classification
Biological Roles:
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
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)
20α-dihydroprednisone (CHEBI:182969) has functional parent prednisone (CHEBI:8382)
20α-dihydroprednisone (CHEBI:182969) has role human urinary metabolite (CHEBI:84087)
20α-dihydroprednisone (CHEBI:182969) is a 11-oxo steroid (CHEBI:47787)
20α-dihydroprednisone (CHEBI:182969) is a 17α-hydroxy steroid (CHEBI:35342)
20α-dihydroprednisone (CHEBI:182969) is a 20-hydroxy steroid (CHEBI:36854)
20α-dihydroprednisone (CHEBI:182969) is a 21-hydroxy steroid (CHEBI:35344)
20α-dihydroprednisone (CHEBI:182969) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
20α-dihydroprednisone (CHEBI:182969) is a C21-steroid (CHEBI:61313)
20α-dihydroprednisone (CHEBI:182969) is a glucocorticoid (CHEBI:24261)
IUPAC Name 
(20R)-17,20,21-trihydroxypregna-1,4-diene-3,11-dione
Synonyms  Source
(1R,3aS,3bS,9aR,9bS,11aS)-1-[(1R)-1,2-dihydroxyethyl]-1-hydroxy-9a,11a-dimethyl-2,3,3a,3b,4,5,9a,9b,11,11a-decahydro-1H-cyclopenta[a]phenanthrene-7,10-dioneIUPAC
20α-dihydro-prednisoneChEBI
(20R)-hydroxyprednisoneChEBI
Registry NumbersSources
CAS:600-92-0ChEBI
Citations