CHEBI:20067 - 3-hydroxybutyric acid

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ChEBI Name 3-hydroxybutyric acid ChEBI ID CHEBI:20067 Definition A straight-chain 3-hydroxy monocarboxylic acid comprising a butyric acid core with a single hydroxy substituent in the 3- position; a ketone body whose levels are raised during ketosis, used as an energy source by the brain during fasting in humans. Also used to synthesise biodegradable plastics. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information ChemicalBook:CB02550000, ChemicalBook:CB22515128, eMolecules:32176418, Selleckchem:PLX-4032, ZINC000052509366 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License 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. Read full article at Wikipedia Formula C4H8O3 Net Charge 0 Average Mass 104.10452 Monoisotopic Mass 104.04734 InChI InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7) InChIKey WHBMMWSBFZVSSR-UHFFFAOYSA-N SMILES CC(O)CC(O)=O Roles Classification Chemical Role(s): Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Biological Role(s): human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). View more via ChEBI Ontology ChEBI Ontology Outgoing 3-hydroxybutyric acid (CHEBI:20067) has functional parent butyric acid (CHEBI:30772) 3-hydroxybutyric acid (CHEBI:20067) has role human metabolite (CHEBI:77746) 3-hydroxybutyric acid (CHEBI:20067) is a (ω−1)-hydroxy fatty acid (CHEBI:78954) 3-hydroxybutyric acid (CHEBI:20067) is a 3-hydroxy monocarboxylic acid (CHEBI:35969) 3-hydroxybutyric acid (CHEBI:20067) is a hydroxybutyric acid (CHEBI:24684) 3-hydroxybutyric acid (CHEBI:20067) is conjugate acid of 3-hydroxybutyrate (CHEBI:37054) Incoming (R)-3-hydroxybutyrylcarnitine (CHEBI:84842) has functional parent 3-hydroxybutyric acid (CHEBI:20067) 3-hydroxybutanoyl-CoA (CHEBI:37050) has functional parent 3-hydroxybutyric acid (CHEBI:20067) curtisian C (CHEBI:65698) has functional parent 3-hydroxybutyric acid (CHEBI:20067) curtisian D (CHEBI:65699) has functional parent 3-hydroxybutyric acid (CHEBI:20067) ethyl 3-hydroxybutyrate (CHEBI:87685) has functional parent 3-hydroxybutyric acid (CHEBI:20067) fleephilone (CHEBI:65900) has functional parent 3-hydroxybutyric acid (CHEBI:20067) (R)-3-hydroxybutyric acid (CHEBI:17066) is a 3-hydroxybutyric acid (CHEBI:20067) (S)-3-hydroxybutyric acid (CHEBI:17290) is a 3-hydroxybutyric acid (CHEBI:20067) 3-hydroxybutyrate (CHEBI:37054) is conjugate base of 3-hydroxybutyric acid (CHEBI:20067) IUPAC Name 3-hydroxybutanoic acid Synonyms Sources (1)-3-Hydroxybutyric acid ChemIDplus 3 HBA ChemIDplus 3-Hydroxybuttersaeure ChemIDplus 3-OH-butyric acid ChEBI β-hydroxy-n-butyric acid ChemIDplus beta-Hydroxy-n-butyric acid HMDB β-hydroxybutanoic acid ChEBI beta-Hydroxybuttersaeure ChemIDplus β-hydroxybutyric acid ChemIDplus BHBA ChEBI DL-beta-Hydroxybutyric acid ChemIDplus Manual Xrefs Databases 3-hydroxybutyrate Wikipedia HMDB0000357 HMDB LMFA01050005 LIPID MAPS View more database links Registry Numbers Types Sources 300-85-6 CAS Registry Number ChemIDplus 773861 Reaxys Registry Number Reaxys Citations Types Sources 10855969 PubMed citation Europe PMC 17190852 PubMed citation Europe PMC 17579249 PubMed citation Europe PMC 6061736 PubMed citation Europe PMC Last Modified 23 October 2015