EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:139271 - 6β-hydroxycortisol

ChEBI IDCHEBI:139271
ChEBI Name6β-hydroxycortisol
Stars
ASCII Name6beta-hydroxycortisol
DefinitionA C21-steroid that is cortisol bearing an additional hydroxy substituent at the 6β-position. In humans, 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
FormulaC21H30O6
Net Charge0
Average Mass378.465
Monoisotopic Mass378.20424
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)CC[C@@]21C
InChIInChI=1S/C21H30O6/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/h7,12-13,15-16,18,22,24-25,27H,3-6,8-10H2,1-2H3/t12-,13-,15+,16-,18+,19-,20-,21-/m0/s1
InChIKeyGNFTWPCIRXSCQF-UJXAPRPESA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) urine (BTO:0001419) PubMed (19959402)
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.
Application:
probe  A role played by a molecular entity used to study the microscopic environment.
ChEBI Ontology
Outgoing Relation(s)
6β-hydroxycortisol (CHEBI:139271) has functional parent cortisol (CHEBI:17650)
6β-hydroxycortisol (CHEBI:139271) has role human metabolite (CHEBI:77746)
6β-hydroxycortisol (CHEBI:139271) has role mammalian metabolite (CHEBI:75768)
6β-hydroxycortisol (CHEBI:139271) has role probe (CHEBI:50406)
6β-hydroxycortisol (CHEBI:139271) is a 11β-hydroxy steroid (CHEBI:35346)
6β-hydroxycortisol (CHEBI:139271) is a 17α-hydroxy steroid (CHEBI:35342)
6β-hydroxycortisol (CHEBI:139271) is a 20-oxo steroid (CHEBI:36885)
6β-hydroxycortisol (CHEBI:139271) is a 21-hydroxy steroid (CHEBI:35344)
6β-hydroxycortisol (CHEBI:139271) is a 3-oxo-Δ4 steroid (CHEBI:47909)
6β-hydroxycortisol (CHEBI:139271) is a 6β-hydroxy steroid (CHEBI:36851)
6β-hydroxycortisol (CHEBI:139271) is a C21-steroid (CHEBI:61313)
6β-hydroxycortisol (CHEBI:139271) is a primary α-hydroxy ketone (CHEBI:139590)
6β-hydroxycortisol (CHEBI:139271) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
6β,11β,17,21-tetrahydroxypregn-4-ene-3,20-dione
Synonyms  Source
6β,11β,17α,21-tetrahydroxypregn-4-ene-3,20-dioneSUBMITTER
(6β,11β)-6,11,17,21-tetrahydroxypregn-4-ene-3,20-dioneChEBI
6β-HO-cortisolChEBI
6β-OH-cortisolChEBI
NSC 76163ChemIDplus
UniProt Name  Source
6β-hydroxycortisolUniProt
Registry NumbersSources
Reaxys:2512454Reaxys
CAS:53-35-0ChemIDplus
Citations