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CHEBI:166776 - 20α-dihydroprednisolone

ChEBI IDCHEBI:166776
ChEBI Name20α-dihydroprednisolone
Stars
ASCII Name20alpha-dihydroprednisolone
DefinitionA glucocorticoid that is prednisolone in which the oxo group at position 20 has been reduced to the corresponding α-hydroxy group. It is a metabolite of prednisolone.
Last Modified27 January 2022
SubmitterMetaboLights
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-LCGKLAOVSA-N
Roles Classification
Biological Role:
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-dihydroprednisolone (CHEBI:166776) has functional parent prednisolone (CHEBI:8378)
20α-dihydroprednisolone (CHEBI:166776) is a 11β-hydroxy steroid (CHEBI:35346)
20α-dihydroprednisolone (CHEBI:166776) is a 17α-hydroxy steroid (CHEBI:35342)
20α-dihydroprednisolone (CHEBI:166776) is a 20-hydroxy steroid (CHEBI:36854)
20α-dihydroprednisolone (CHEBI:166776) is a 21-hydroxy steroid (CHEBI:35344)
20α-dihydroprednisolone (CHEBI:166776) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
20α-dihydroprednisolone (CHEBI:166776) is a C21-steroid (CHEBI:61313)
20α-dihydroprednisolone (CHEBI:166776) is a glucocorticoid (CHEBI:24261)
IUPAC Name 
(20R)-11β,17,20,21-tetrahydroxypregna-1,4-dien-3-one
Synonyms  Source
20α-dihydro-prednisoloneChEBI
(20R)-hydroxyprednisoloneChEBI
(11β,20R)-11,17,20,21-tetrahydroxypregna-1,4-dien-3-oneChEBI
20(R)-hydroxy prednisoloneChEBI
20α-dihydro-PREDChEBI
20α-hydroxyprednisoloneChEBI
Manual XrefsDatabases
27524367ChemSpider
Registry NumbersSources
CAS:15847-24-2ChEBI
Citations