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CHEBI:17650 - cortisol

ChEBI IDCHEBI:17650
ChEBI Namecortisol
Stars
DefinitionA 17α-hydroxy-C21-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a corticosteroid hormone or glucocorticoid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. It is usually referred to as the "stress hormone" as it is involved in response to stress and anxiety, controlled by corticotropin-releasing hormone (CRH). It increases blood pressure and blood sugar, and reduces immune responses.
Secondary ChEBI IDsCHEBI:3893, CHEBI:14023, CHEBI:24633, CHEBI:58221
Last Modified30 March 2023
DownloadsMolfile
FormulaC21H30O5
Net Charge0
Average Mass362.466
Monoisotopic Mass362.20932
SMILES[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[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/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
InChIKeyJYGXADMDTFJGBT-VWUMJDOOSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
blood serum (BTO:0000133) MetaboLights (MTBLS90)
Mus musculus (ncbitaxon:10090)
- PubMed (2268561)
- PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
drug allergen  Any drug which causes the onset of an allergic reaction.
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.
Applications:
anti-allergic agent  A drug used to treat allergic reactions.
anti-asthmatic drug  A drug used to treat asthma.
drug allergen  Any drug which causes the onset of an allergic reaction.
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
ChEBI Ontology
Outgoing Relation(s)
cortisol (CHEBI:17650) has parent hydride pregnane (CHEBI:8386)
cortisol (CHEBI:17650) has role anti-allergic agent (CHEBI:50857)
cortisol (CHEBI:17650) has role anti-asthmatic drug (CHEBI:49167)
cortisol (CHEBI:17650) has role anti-inflammatory drug (CHEBI:35472)
cortisol (CHEBI:17650) has role drug allergen (CHEBI:88188)
cortisol (CHEBI:17650) has role human metabolite (CHEBI:77746)
cortisol (CHEBI:17650) has role mouse metabolite (CHEBI:75771)
cortisol (CHEBI:17650) is a 11β-hydroxy steroid (CHEBI:35346)
cortisol (CHEBI:17650) is a 17α-hydroxy-C21-steroid (CHEBI:138141)
cortisol (CHEBI:17650) is a 20-oxo steroid (CHEBI:36885)
cortisol (CHEBI:17650) is a 21-hydroxy steroid (CHEBI:35344)
cortisol (CHEBI:17650) is a 3-oxo-Δ4 steroid (CHEBI:47909)
cortisol (CHEBI:17650) is a glucocorticoid (CHEBI:24261)
cortisol (CHEBI:17650) is a primary α-hydroxy ketone (CHEBI:139590)
cortisol (CHEBI:17650) is a tertiary α-hydroxy ketone (CHEBI:139592)
Incoming Relation(s)
18-hydroxycortisol (CHEBI:89455) has functional parent cortisol (CHEBI:17650)
18-oxocortisol (CHEBI:89213) has functional parent cortisol (CHEBI:17650)
20β-dihydrocortisol (CHEBI:139311) has functional parent cortisol (CHEBI:17650)
6β-hydroxycortisol (CHEBI:139271) has functional parent cortisol (CHEBI:17650)
cortisol ester (CHEBI:23396) has functional parent cortisol (CHEBI:17650)
deoxycortisol (CHEBI:23618) has functional parent cortisol (CHEBI:17650)
hydrocortisone caproate (CHEBI:31676) has functional parent cortisol (CHEBI:17650)
hydrocortisone succinate (CHEBI:31677) has functional parent cortisol (CHEBI:17650)
IUPAC Name 
11β,17,21-trihydroxypregn-4-ene-3,20-dione
INNs  Source
hidrocortisonaChemIDplus
hydrocortisoneChemIDplus
hydrocortisonumChemIDplus
Synonyms  Source
11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dioneKEGG COMPOUND
(11β)-11,17,21-trihydroxypregn-4-ene-3,20-dioneNIST Chemistry WebBook
11β,17α,21-trihydroxy-4-pregnene-3,20-dioneNIST Chemistry WebBook
11β-hydrocortisoneNIST Chemistry WebBook
17-hydroxycorticosteroneChemIDplus
4-pregnen-11β,17α,21-triol-3,20-dioneNIST Chemistry WebBook
UniProt Name  Source
cortisolUniProt
Manual XrefsDatabases
1388DrugCentral
C00735KEGG COMPOUND
D00088KEGG DRUG
DB00741DrugBank
HCYPDBeChem
HydrocortisoneWikipedia
LMST02030001LIPID MAPS
LSM-5980LINCS
US2602769Patent
Registry NumbersSources
Beilstein:1354819Beilstein
CAS:50-23-7KEGG COMPOUND
CAS:50-23-7ChemIDplus
CAS:50-23-7NIST Chemistry WebBook
Citations