CHEBI:27584 - aldosterone

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ChEBI Name aldosterone
ChEBI ID CHEBI:27584
Definition A pregnane-based steroidal hormone produced by the outer-section (zona glomerulosa) of the adrenal cortex in the adrenal gland, and acts on the distal tubules and collecting ducts of the kidney to cause the conservation of sodium, secretion of potassium, increased water retention, and increased blood pressure. The overall effect of aldosterone is to increase reabsorption of ions and water in the kidney.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40919, CHEBI:2563, CHEBI:22306
Supplier Information ChemicalBook:CB8431679, eMolecules:476175, ZINC000003833824
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Aldosterone is the main mineralocorticoid steroid hormone produced by the zona glomerulosa of the adrenal cortex in the adrenal gland. It is essential for sodium conservation in the kidney, salivary glands, sweat glands, and colon. It plays a central role in the homeostatic regulation of blood pressure, plasma sodium (Na+), and potassium (K+) levels. It does so primarily by acting on the mineralocorticoid receptors in the distal tubules and collecting ducts of the nephron. It influences the reabsorption of sodium and excretion of potassium (from and into the tubular fluids, respectively) of the kidney, thereby indirectly influencing water retention or loss, blood pressure, and blood volume. When dysregulated, aldosterone is pathogenic and contributes to the development and progression of cardiovascular and kidney disease. Aldosterone has exactly the opposite function of the atrial natriuretic hormone secreted by the heart. Aldosterone is part of the renin–angiotensin–aldosterone system. It has a plasma half-life of less than 20 minutes. Drugs that interfere with the secretion or action of aldosterone are in use as antihypertensives, like lisinopril, which lowers blood pressure by blocking the angiotensin-converting enzyme (ACE), leading to lower aldosterone secretion. The net effect of these drugs is to reduce sodium and water retention but increase the retention of potassium. In other words, these drugs stimulate the excretion of sodium and water in urine, while they block the excretion of potassium. Another example is spironolactone, a potassium-sparing diuretic of the steroidal spirolactone group, which interferes with the aldosterone receptor (among others) leading to lower blood pressure by the mechanism described above. Aldosterone was first isolated by Sylvia Tait (Simpson) and Jim Tait in 1953; in collaboration with Tadeusz Reichstein.
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Formula C21H28O5
Net Charge 0
Average Mass 360.44400
Monoisotopic Mass 360.19367
InChI InChI=1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1
InChIKey PQSUYGKTWSAVDQ-ZVIOFETBSA-N
SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C=O)C(=O)CO
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): 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).
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 )
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ChEBI Ontology
Outgoing aldosterone (CHEBI:27584) has parent hydride pregnane (CHEBI:8386)
aldosterone (CHEBI:27584) has role human metabolite (CHEBI:77746)
aldosterone (CHEBI:27584) has role mouse metabolite (CHEBI:75771)
aldosterone (CHEBI:27584) is a 11β-hydroxy steroid (CHEBI:35346)
aldosterone (CHEBI:27584) is a 18-oxo steroid (CHEBI:36887)
aldosterone (CHEBI:27584) is a 20-oxo steroid (CHEBI:36885)
aldosterone (CHEBI:27584) is a 21-hydroxy steroid (CHEBI:35344)
aldosterone (CHEBI:27584) is a 3-oxo-Δ4 steroid (CHEBI:47909)
aldosterone (CHEBI:27584) is a C21-steroid hormone (CHEBI:64600)
aldosterone (CHEBI:27584) is a mineralocorticoid (CHEBI:25354)
aldosterone (CHEBI:27584) is a primary α-hydroxy ketone (CHEBI:139590)
aldosterone (CHEBI:27584) is a steroid aldehyde (CHEBI:131565)
Incoming 5α-dihydroaldosterone (CHEBI:180475) has functional parent aldosterone (CHEBI:27584)
5β-dihydroaldosterone (CHEBI:86389) has functional parent aldosterone (CHEBI:27584)
aldosterone hemiacetal (CHEBI:30834) has functional parent aldosterone (CHEBI:27584)
IUPAC Name
11β,21-dihydroxy-3,20-dioxopregn-4-en-18-al
Synonyms Sources
(+)-aldosterone NIST Chemistry WebBook
(11β)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al NIST Chemistry WebBook
11beta,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al KEGG COMPOUND
Aldosterone KEGG COMPOUND
ALDOSTERONE PDBeChem
aldosterone UniProt
Manual Xrefs Databases
111 DrugCentral
Aldosterone Wikipedia
AS4 PDBeChem
C01780 KEGG COMPOUND
DB04630 DrugBank
HMDB0000037 HMDB
LMST02030026 LIPID MAPS
LSM-42770 LINCS
View more database links
Registry Numbers Types Sources
3224996 Reaxys Registry Number Reaxys
52-39-1 CAS Registry Number ChemIDplus
52-39-1 CAS Registry Number NIST Chemistry WebBook
Citation
Ball WJ, Kasturi R, Dey P, Tabet M, O'Donnell S, Hudson D, Fishwild D (1999)
Isolation and characterization of human monoclonal antibodies to digoxin.
Journal of immunology (Baltimore, Md. : 1950) 163, 2291-2298 [PubMed:10438974]
[show Abstract]
Last Modified
06 February 2018