EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:139269 - 6β-hydroxycortisone

ChEBI IDCHEBI:139269
ChEBI Name6β-hydroxycortisone
Stars
ASCII Name6beta-hydroxycortisone
DefinitionA C21-steroid that is cortisone bearing an additional hydroxy substituent at the 6β-position. It is produced as a metabolite of cortisol by cytochrome p450-3A4 (CYP3A4, an important enzyme involved in the metabolism of a variety of exogenous and endogenous compounds) and can be used to detect moderate and potent CYP3A4 inhibition in vivo.
Last Modified6 February 2018
Submitternhn
DownloadsMolfile
FormulaC21H28O6
Net Charge0
Average Mass376.449
Monoisotopic Mass376.18859
SMILES[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)CC[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/h7,12-13,15,18,22,24,27H,3-6,8-10H2,1-2H3/t12-,13-,15+,18+,19-,20-,21-/m0/s1
InChIKeyBCHHPSBWEQCAPG-WTCKOWDJSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) urine (BTO:0001419) PubMed (19959402)
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
probe  A role played by a molecular entity used to study the microscopic environment.
ChEBI Ontology
Outgoing Relation(s)
6β-hydroxycortisone (CHEBI:139269) has functional parent cortisone (CHEBI:16962)
6β-hydroxycortisone (CHEBI:139269) has role human metabolite (CHEBI:77746)
6β-hydroxycortisone (CHEBI:139269) has role probe (CHEBI:50406)
6β-hydroxycortisone (CHEBI:139269) is a 11-oxo steroid (CHEBI:47787)
6β-hydroxycortisone (CHEBI:139269) is a 17α-hydroxy steroid (CHEBI:35342)
6β-hydroxycortisone (CHEBI:139269) is a 20-oxo steroid (CHEBI:36885)
6β-hydroxycortisone (CHEBI:139269) is a 21-hydroxy steroid (CHEBI:35344)
6β-hydroxycortisone (CHEBI:139269) is a 3-oxo-Δ4 steroid (CHEBI:47909)
6β-hydroxycortisone (CHEBI:139269) is a 6β-hydroxy steroid (CHEBI:36851)
6β-hydroxycortisone (CHEBI:139269) is a C21-steroid (CHEBI:61313)
6β-hydroxycortisone (CHEBI:139269) is a primary α-hydroxy ketone (CHEBI:139590)
6β-hydroxycortisone (CHEBI:139269) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
6β,17,21-trihydroxypregn-4-ene-3,11,20-trione
Synonym  Source
6β-17α,21-trihydroxypregn-4-ene-3,11,20-trioneSUBMITTER
UniProt Name  Source
6β-hydroxycortisoneUniProt
Registry NumbersSources
Reaxys:3177303Reaxys
Citations