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:
drug allergen  Any drug which causes the onset of an allergic reaction.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
anti-HSV agent  An antiviral agent that destroys or inhibits the replication of the herpes simplex virus (also known as the human herpes virus).
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).
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
anti-obesity agent  Any substance which is used to reduce or control weight.
antiviral agent  A substance that destroys or inhibits replication of viruses.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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:
drug allergen  Any drug which causes the onset of an allergic reaction.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
anti-allergic agent  A drug used to treat allergic reactions.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antipsoriatic  A drug used to treat psoriasis.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
antifibrotic agent  Any agent which acts to reduce fibrosis.
vulnerary  A drug used in treating and healing of wounds.
anti-asthmatic drug  A drug used to treat asthma.
nasal decongestant  A drug used to relieve nasal congestion in the upper respiratory tract.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
hypoglycemic agent  A drug which lowers the blood glucose level.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
ChEBI Ontology
Outgoing Relation(s)
cortisol (CHEBI:17650) has parent hydride pregnane (CHEBI:8386)
cortisol (CHEBI:17650) has role analgesic (CHEBI:35480)
cortisol (CHEBI:17650) has role anti-allergic agent (CHEBI:50857)
cortisol (CHEBI:17650) has role anti-anaemic agent (CHEBI:75835)
cortisol (CHEBI:17650) has role anti-arrhythmia drug (CHEBI:38070)
cortisol (CHEBI:17650) has role anti-asthmatic agent (CHEBI:65023)
cortisol (CHEBI:17650) has role anti-asthmatic drug (CHEBI:49167)
cortisol (CHEBI:17650) has role anti-HIV agent (CHEBI:64946)
cortisol (CHEBI:17650) has role anti-HSV agent (CHEBI:64952)
cortisol (CHEBI:17650) has role anti-inflammatory agent (CHEBI:67079)
cortisol (CHEBI:17650) has role anti-inflammatory drug (CHEBI:35472)
cortisol (CHEBI:17650) has role anti-obesity agent (CHEBI:74518)
cortisol (CHEBI:17650) has role antifibrotic agent (CHEBI:233423)
cortisol (CHEBI:17650) has role antiinfective agent (CHEBI:35441)
cortisol (CHEBI:17650) has role antimicrobial agent (CHEBI:33281)
cortisol (CHEBI:17650) has role antineoplastic agent (CHEBI:35610)
cortisol (CHEBI:17650) has role antipsoriatic (CHEBI:50748)
cortisol (CHEBI:17650) has role antirheumatic drug (CHEBI:35842)
cortisol (CHEBI:17650) has role antiviral agent (CHEBI:22587)
cortisol (CHEBI:17650) has role cardiovascular drug (CHEBI:35554)
cortisol (CHEBI:17650) has role dermatologic drug (CHEBI:50177)
cortisol (CHEBI:17650) has role drug allergen (CHEBI:88188)
cortisol (CHEBI:17650) has role geroprotector (CHEBI:176497)
cortisol (CHEBI:17650) has role hepatoprotective agent (CHEBI:62868)
cortisol (CHEBI:17650) has role human metabolite (CHEBI:77746)
cortisol (CHEBI:17650) has role hypoglycemic agent (CHEBI:35526)
cortisol (CHEBI:17650) has role immunosuppressive agent (CHEBI:35705)
cortisol (CHEBI:17650) has role insulin-sensitizing drug (CHEBI:50864)
cortisol (CHEBI:17650) has role mouse metabolite (CHEBI:75771)
cortisol (CHEBI:17650) has role nasal decongestant (CHEBI:77715)
cortisol (CHEBI:17650) has role ophthalmology drug (CHEBI:66981)
cortisol (CHEBI:17650) has role vulnerary (CHEBI:73336)
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
Brand Names  Source
Acetasol hcChEMBL
AlkindiChEMBL
Alkindi sprinkleChEMBL
Anucort-hcChEMBL
Anugesic hcChEMBL
Anusol-hcChEMBL
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:50-23-7NIST Chemistry WebBook
CAS:50-23-7ChemIDplus
Citations