Compound: beta-Hydroxyisovaleric acid
SMILES: O=C(O)CC(O)(C)C
InChIKey: AXFYFNCPONWUHW-UHFFFAOYSA-N
Synonyms: beta-Hydroxyisovaleric acid, 625-08-1, 3-Hydroxy-3-methylbutanoic acid, 3-Hydroxyisovaleric acid, 3-Hydroxy-3-methylbutyric acid, 3-OH-isovaleric acid, 3-hydroxy-3-methyl-butanoic acid, 3-hydroxy-isovaleric acid, Hmb-d6, beta-Hydroxy-methylbutyrate, beta-hydroxy-beta-methylbutyric acid, 3F752311CD, CHEBI:37084, DTXSID20211535, RefChem:911412, beta hydroxy beta methylbutyrate, beta-hydroxy beta-methylbutyrate, DTXCID50134026, 626-699-8, B-hydroxyisovaleric acid, Butanoic acid, 3-hydroxy-3-methyl-, Juven, Butyric acid, 3-hydroxy-3-methyl-, MFCD00059081, .beta.-Hydroxyisovaleric acid, 3-hydroxy-3-methyl butyric acid, 3-hydroxy-3-methyl-Butyric acid, |A-Hydroxyisovaleric acid, 3-methyl-3-hydroxybutyric acid, UNII-3F752311CD, B-hydroxyisovalerate, Beta-Hydroxy beta-methylbutyric acid, JUVEN [VANDF], B-hydroxy-b-methylbutyrate, hydroxy-beta-methylbutyrate, beta -Hydroxyisovaleric acid, SCHEMBL95498, SCHEMBL95499, 3-hydroxy-3-methyl-Butanoate, Beta-(Hydroxyisovaleric Acid), B-hydroxy-b-methylbutyric acid, .beta.-Hydroxy-isovaleric acid, orb1310446, orb3141492, SCHEMBL1045797, ?-HYDROXYISOVALERIC ACID, CHEMBL4303793, 3-Hydroxy-3-Methyl butanoic Acid, BBL100555, EBC-04386, LMFA01050396, s6124, SBB053604, STL554349, AKOS005254540, DB15344, DS-9861, FH145539, SY032937, HYDROXY-BETA-METHYLBUTYRATE [VANDF], HY-113409, beta-Hydroxyisovaleric acid, >=95.0% (T), CS-0059394, H0701, NS00014714, A10925, C20827, EN300-117931, F066639, H120906, Q223081, Z982131798
Theoretical properties:
molecular_formula: C5H10O3
molecular_weight: 118.13 g/mol
exact_mass: 118.062994177 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 2
heavy_atom_count: 8
topological_polar_surface_area: 57.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 65 - 67 °C
Descriptions:
{"pubchem": "3-hydroxyisovaleric acid is a 3-hydroxy monocarboxylic acid that is isovaleric acid substituted at position 3 by a hydroxy group. Used as indicator of biotin deficiency. It has a role as a human metabolite. It is functionally related to an isovaleric acid and a butyric acid. It is a conjugate acid of a 3-hydroxyisovalerate.", "chebi": "A 3-hydroxy monocarboxylic acid that is isovaleric acid substituted at position 3 by a hydroxy group. Used as indicator of biotin deficiency.", "chembl": ".BETA.-HYDROXYISOVALERIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.", "wikipedia": "\u03b2-Hydroxy \u03b2-methylbutyric acid (HMB), otherwise known as its conjugate base, \u03b2-hydroxy \u03b2-methylbutyrate, is a naturally produced substance in humans that is used as a dietary supplement and as an ingredient in certain medical foods that are intended to promote wound healing and provide nutritional support for people with muscle wasting due to cancer or HIV/AIDS. In healthy adults, supplementation with HMB has been shown to increase exercise-induced gains in muscle size, muscle strength, and lean body mass, reduce skeletal muscle damage from exercise, improve aerobic exercise performance, and expedite recovery from exercise; in trained and competitive athletes, evidence is mixed on whether it meaningfully augments resistance training\u2013induced gains in lean mass and strength. Medical reviews and meta-analyses indicate that HMB supplementation also helps to preserve or increase lean body mass and muscle strength in individuals experiencing age-related muscle loss. HMB produces these effects in part by stimulating the production of proteins and inhibiting the breakdown of proteins in muscle tissue. No adverse effects from long-term use as a dietary supplement in adults have been found.\nThe effects of HMB on human skeletal muscle were first discovered by Steven L. Nissen at Iowa State University in the mid-1990s. As of 2018, HMB has not been banned by the National Collegiate Athletic Association, World Anti-Doping Agency, or any other prominent national or international athletic organization. In 2006, only about 2% of college student athletes in the United States used HMB as a dietary supplement. As of 2017, HMB has reportedly found widespread use as an ergogenic supplement among young athletes."}