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β-Hydroxyisovaleric Acid

beta-hydroxyisovaleric acid

CAS: 625-08-1

Molecular Formula: C5H10O3

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β-Hydroxyisovaleric Acid - Names and Identifiers

Name beta-hydroxyisovaleric acid
Synonyms HMB
RARECHEM AL BO 2324
3-B-HYDROXYBUTYRIC ACID
?Hydroxyisovaleric acid
Β-HYDROXYISOVALERIC ACID
3-Hydroxyisovaleric acid
beta-hydroxyisovaleric acid
(S)-2-Hydroxyisovaleric Acid
β-Hydroxy-β-MethylButyric acid
3-hydroxy-3-methylbutanoic acid
3-HYDROXY-3-METHYL BUTYRIC ACID
3-HYDROXY-3-METHYLBUTANOIC ACID
CAS 625-08-1
EINECS 626-699-8
InChI InChI=1/C5H10O3/c1-5(2,8)3-4(6)7/h8H,3H2,1-2H3,(H,6,7)
InChIKey AXFYFNCPONWUHW-UHFFFAOYSA-N

β-Hydroxyisovaleric Acid - Physico-chemical Properties

Molecular FormulaC5H10O3
Molar Mass118.13
Density0.938 g/mL at 25 °C (lit.)
Melting Point-80 °C (lit.)
Boling Point88 °C/1 mmHg (lit.)
Flash Point113°C
Water SolubilitySoluble in water and ethanol.
Vapor Presure0.00567mmHg at 25°C
AppearanceLiquid
Specific Gravity1.10
ColorPale yellow
BRN1743952
pKa4.38±0.10(Predicted)
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
Refractive Indexn20/D 1.4415(lit.)
MDLMFCD00059081
In vitro study The reduced activity of methylcrotonyl-CoA carboxylase (MCC) leads to an elevated excretion of 3-methylcrotonic acid, the product of its hydration (3-hydroxyisovaleric acid: 3-HIA), and 3-methylcrotonylglycine, formed by conjugation with glycine.
In vivo study In male mice (ICR/Jcl) at 8 weeks of age fed the biotin-deficient diet for 6 weeks, the concentration of urinary 3-Hydroxyisovaleric acid is 114.2 mM creatinine, which is higher than the concentration of 35.2 mM creatinine in mice fed the biotin-deficient diet for 4 weeks.

β-Hydroxyisovaleric Acid - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
UN IDsUN 3334
WGK Germany3
FLUKA BRAND F CODES10-13-21
HS Code29181990

β-Hydroxyisovaleric Acid - Reference

Reference
Show more
1. [IF=3.361] Xiao Lin et al."Applying molecular networking for targeted isolation of depsipeptides."Rsc Adv. 2021 Jan;11(5):2774-2782

β-Hydroxyisovaleric Acid - Reference Information

Overview β-hydroxyisovalerate is also known as 3-hydroxy-3-methylbutanoic acid. 3-hydroxy-3-methylbutanoic acid (also known as "beta-hydroxy-beta-methylbutanoic acid", "3-hydroxyisovalerate", "HMB") it is a metabolic product of leucine in essential amino acids, which can reduce the damage of muscle tissue, increase muscle and muscle strength, improve the recovery ability of muscle tissue damage, improve the balance of muscle synthesis and decomposition, beneficial compounds that maintain muscle and muscle strength, reduce body fat, tighten, improve basal metabolism and other functions.
preparation add 47G (13.3 mol) of an aqueous solution of sodium hypochlorite at a concentration of wt% to the flask, cool, 20.0g(0.172mol) of diacetone alcohol was added while keeping it at 0 °c to 10 °c, and stirring was continued at 0 °c to 10 °c for 15 minutes to allow the diacetone alcohol to react with sodium hypochlorite. The reaction was then acidified (pH: 60.8) with hydrochloric acid 1.0g(0.600mol) and concentrated to a residual weight of 30% g (approximately of the weight before concentration), 3-hydroxy-3-methylbutyric acid (HMB) free acid was collected by extraction with ethyl acetate (45ml x 3 times), the mixture of the three extracts was concentrated to obtain 14.9g of the free acid of HMB (0.126mol in terms of HMB).
biological activity 3-Hydroxyisovaleric acid is a metabolite normally present in human urine.
Last Update：2024-04-09 19:05:13
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