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CHEBI:180921 - 6α-hydroxyprednisolone

ChEBI IDCHEBI:180921
ChEBI Name6α-hydroxyprednisolone
Stars
ASCII Name6alpha-hydroxyprednisolone
DefinitionA glucocorticoid that is prednisolone carrying a hydroxy group at the 6α position. It is a metabolite of prednisolone found in human urine.
Last Modified19 October 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC21H28O6
Net Charge0
Average Mass376.449
Monoisotopic Mass376.18859
SMILES[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](O)C2=CC(=O)C=C[C@@]21C
InChIInChI=1S/C21H28O6/c1-19-5-3-11(23)7-14(19)15(24)8-12-13-4-6-21(27,17(26)10-22)20(13,2)9-16(25)18(12)19/h3,5,7,12-13,15-16,18,22,24-25,27H,4,6,8-10H2,1-2H3/t12-,13-,15-,16-,18+,19-,20-,21-/m0/s1
InChIKeyLJGWPGVRXUUNAG-HVIRSNARSA-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)
6α-hydroxyprednisolone (CHEBI:180921) has functional parent prednisolone (CHEBI:8378)
6α-hydroxyprednisolone (CHEBI:180921) has role human urinary metabolite (CHEBI:84087)
6α-hydroxyprednisolone (CHEBI:180921) is a 11β-hydroxy steroid (CHEBI:35346)
6α-hydroxyprednisolone (CHEBI:180921) is a 17α-hydroxy steroid (CHEBI:35342)
6α-hydroxyprednisolone (CHEBI:180921) is a 20-oxo steroid (CHEBI:36885)
6α-hydroxyprednisolone (CHEBI:180921) is a 21-hydroxy steroid (CHEBI:35344)
6α-hydroxyprednisolone (CHEBI:180921) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
6α-hydroxyprednisolone (CHEBI:180921) is a 6α-hydroxy steroid (CHEBI:36850)
6α-hydroxyprednisolone (CHEBI:180921) is a C21-steroid (CHEBI:61313)
6α-hydroxyprednisolone (CHEBI:180921) is a glucocorticoid (CHEBI:24261)
6α-hydroxyprednisolone (CHEBI:180921) is a primary α-hydroxy ketone (CHEBI:139590)
6α-hydroxyprednisolone (CHEBI:180921) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
6α,11β,17,21-tetrahydroxypregna-1,4-diene-3,20-dione
Synonym  Source
(1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-1,5,10-trihydroxy-1-(hydroxyacetyl)-9a,11a-dimethyl-1,2,3,3a,3b,4,5,9a,9b,10,11,11a-dodecahydro-7H-cyclopenta[a]phenanthren-7-oneIUPAC
Citations