CHEBI:17650 - cortisol

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ChEBI Name cortisol
ChEBI ID CHEBI:17650
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3893, CHEBI:14023, CHEBI:24633, CHEBI:58221
Supplier Information ZINC000087520194
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Leukotriene B4 (LTB4) is a leukotriene involved in inflammation. It has been shown to promote insulin resistance in obese mice.
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Formula C21H30O5
Net Charge 0
Average Mass 362.45990
Monoisotopic Mass 362.20932
InChI InChI=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
InChIKey JYGXADMDTFJGBT-VWUMJDOOSA-N
SMILES [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: PubMed
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Homo sapiens (NCBI:txid9606) Found in blood serum (BTO:0000133). See: MetaboLights Study
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
drug allergen
Any drug which causes the onset of an allergic reaction.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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.
(via steroid hormone )
Application(s): anti-inflammatory drug
A substance that reduces or suppresses inflammation.
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.
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ChEBI Ontology
Outgoing 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 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 Sources
hidrocortisona ChemIDplus
hydrocortisone ChemIDplus
hydrocortisonum ChemIDplus
Synonyms Sources
(11β)-11,17,21-trihydroxypregn-4-ene-3,20-dione NIST Chemistry WebBook
11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione KEGG COMPOUND
11β,17α,21-trihydroxy-4-pregnene-3,20-dione NIST Chemistry WebBook
11β-hydrocortisone NIST Chemistry WebBook
17-hydroxycorticosterone ChemIDplus
4-pregnen-11β,17α,21-triol-3,20-dione NIST Chemistry WebBook
Cortisol KEGG COMPOUND
cortisol UniProt
Hydrocortisone KEGG COMPOUND
Kendall's compound F KEGG COMPOUND
Reichstein's substance M KEGG COMPOUND
Manual Xrefs Databases
1388 DrugCentral
C00735 KEGG COMPOUND
D00088 KEGG DRUG
DB00741 DrugBank
HCY PDBeChem
Hydrocortisone Wikipedia
LMST02030001 LIPID MAPS
LSM-5980 LINCS
US2602769 Patent
View more database links
Registry Numbers Types Sources
1354819 Beilstein Registry Number Beilstein
50-23-7 CAS Registry Number ChemIDplus
50-23-7 CAS Registry Number NIST Chemistry WebBook
Citations Types Sources
10438974 PubMed citation Europe PMC
2268561 PubMed citation Europe PMC
Last Modified
30 March 2023