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(R)-2-Hydroxybutanoic acid ((R)-2-Hydroxybutyric acid; (R)-α-Hydroxybutyric acid)

Cat No.:V61885 Purity: ≥98%
(R)-2-Hydroxybutanoic acid is the inactive isomer of 2-Hydroxybutyric acid and could be utilized as a control compound in experiments.
(R)-2-Hydroxybutanoic acid ((R)-2-Hydroxybutyric acid; (R)-α-Hydroxybutyric acid)
(R)-2-Hydroxybutanoic acid ((R)-2-Hydroxybutyric acid; (R)-α-Hydroxybutyric acid) Chemical Structure CAS No.: 20016-85-7
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Other Sizes

Other Forms of (R)-2-Hydroxybutanoic acid ((R)-2-Hydroxybutyric acid; (R)-α-Hydroxybutyric acid):

  • 2-Ethyl-2-hydroxybutyric acid (2-Ethyl-2-hydroxybutyric acid)
  • 2-Hydroxybutyric acid
  • Sodium 2-hydroxybutanoate-d3
  • Sodium 2-hydroxybutanoate
  • (S)-2-Hydroxybutanoic acid
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
(R)-2-Hydroxybutanoic acid is the inactive isomer of 2-Hydroxybutyric acid and could be utilized as a control compound in experiments. 2-Hydroxybutyric acid (α-Hydroxybutyric acid) is converted from 2-Aminobutyric acid, and 2-oxobutyric acid is an intermediate metabolite.
(R)-2-Hydroxybutanoic acid (R-2-HBA) is the inactive isomer of 2-hydroxybutyric acid (α-hydroxybutyric acid). It is used as an experimental control compound in studies investigating the biological activity of 2-hydroxybutyric acid. 2-Hydroxybutyric acid is a metabolite converted from 2-aminobutyric acid, with 2-oxobutyric acid as an intermediate metabolite. Elevated levels of (R)-2-hydroxybutyric acid in plasma or urine are considered a biomarker for oxidative stress, early insulin resistance, and metabolic dysregulation.
Biological Activity I Assay Protocols (From Reference)
Targets
(R)-2-Hydroxybutanoic acid does not have a specific pharmacological target but is studied as a metabolite and biomarker. 2-Hydroxybutyric acid (the active isomer) is involved in metabolic pathways related to amino acid metabolism, particularly the conversion of methionine to homocysteine and cysteine via the transsulfuration pathway. Elevated levels of 2-hydroxybutyric acid reflect increased oxidative stress and metabolic dysregulation. The R-isomer is the inactive form and is used as a control in research.
ln Vitro
In vitro, (R)-2-Hydroxybutanoic acid is used as a control compound to study the biological activity of 2-hydroxybutyric acid. The compound is the inactive isomer and does not exhibit the same biological effects as the active isomer. It is used in biochemical assays to distinguish between specific and non-specific effects. The compound's chemical properties are characterized, and its purity is confirmed by analytical methods. It serves as a reference standard in metabolomics studies.
ln Vivo
In vivo, (R)-2-Hydroxybutanoic acid is a naturally occurring metabolite. Elevated levels in plasma or urine are considered a biomarker for oxidative stress, early insulin resistance, and metabolic dysregulation. The compound is not administered as a therapeutic agent but is measured in clinical and research settings as part of metabolomic profiling. Its levels reflect metabolic status and may be used to monitor disease progression or treatment response.
Enzyme Assay
Non-cell-based assays for (R)-2-Hydroxybutanoic acid involve analytical chemistry methods including LC-MS/MS and GC-MS for quantification in biological samples. The compound serves as a reference standard and internal standard for the measurement of 2-hydroxybutyric acid and related metabolites. Calibration curves are generated using the compound. Its chemical properties (molecular weight 104.10, formula C₄H₈O₃) are characterized by NMR and MS. The compound's stability in biological samples is evaluated.
Cell Assay
Cellular assays for (R)-2-Hydroxybutanoic acid are limited as the compound is primarily used as a control. In studies investigating 2-hydroxybutyric acid metabolism or effects, the R-isomer may be used as a negative control to confirm that observed effects are specific to the active isomer. Cells are treated with the compound, and cellular responses are measured and compared to the active isomer. Cell viability, metabolic parameters, and signaling pathways are assessed.
Animal Protocol
In vivo experiments with (R)-2-Hydroxybutanoic acid typically involve measuring its levels as a biomarker. In animal models of metabolic disease, insulin resistance, or oxidative stress, plasma or urine samples are collected, and (R)-2-hydroxybutanoic acid levels are quantified by LC-MS/MS. The compound's levels are correlated with disease severity, metabolic parameters, or treatment effects. The compound is not administered as a therapeutic agent in these studies.
ADME/Pharmacokinetics
Pharmacokinetic properties are not applicable to (R)-2-Hydroxybutanoic acid as it is not a therapeutic agent. The compound is a naturally occurring metabolite with defined chemical properties. Its stability in biological samples, extraction efficiency, and chromatographic behavior are characterized for analytical applications. No PK data are available as the compound is not a drug.
Toxicity/Toxicokinetics
The toxicity of (R)-2-Hydroxybutanoic acid has not been comprehensively evaluated as it is not a therapeutic agent. As a naturally occurring metabolite, it is present at low concentrations in biological systems and is generally considered to be non-toxic. Elevated levels are a biomarker of metabolic dysregulation rather than a cause of toxicity. The compound is handled with standard laboratory safety precautions. It is for research use only and is not intended for human consumption.
References

[1]. The formation of 2-hydroxybutyric acid in experimental animals. Clin Chim Acta. 1975 Jan 6;58(1):23-32.

Additional Infomation
(R)-2-hydroxybutyric acid is the optically active form of 2-hydroxybutyric acid with the (R) configuration. It is the enantiomer of (S)-2-hydroxybutyric acid.
(R)-2-Hydroxybutanoic acid (CAS# 20016-85-7) is the inactive isomer of 2-hydroxybutyric acid with the molecular formula C₄H₈O₃ and a molecular weight of 104.10. It is also known as (R)-2-Hydroxybutyric acid and (R)-α-Hydroxybutyric acid. The compound is used as an experimental control in studies of 2-hydroxybutyric acid biology. Elevated levels of 2-hydroxybutyric acid (including both isomers) in plasma or urine are considered biomarkers for oxidative stress, early insulin resistance, and metabolic dysregulation. The compound is available for research use only and is not approved as a therapeutic agent.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C4H8O3
Molecular Weight
104.10
Exact Mass
104.047
CAS #
20016-85-7
Related CAS #
2-Hydroxybutyric acid;600-15-7;Sodium 2-hydroxybutanoate;5094-24-6;(S)-2-Hydroxybutanoic acid;3347-90-8
PubChem CID
449265
Appearance
Solid powder
Density
1.195g/cm3
Boiling Point
238.3ºC at 760 mmHg
Melting Point
50-54ºC
Flash Point
112.2ºC
Vapour Pressure
0.00759mmHg at 25°C
Index of Refraction
1.455
LogP
0.1
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
7
Complexity
69.3
Defined Atom Stereocenter Count
1
SMILES
CC[C@H](C(=O)O)O
InChi Key
AFENDNXGAFYKQO-GSVOUGTGSA-N
InChi Code
InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1
Chemical Name
(2R)-2-hydroxybutanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 250 mg/mL (2401.54 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (19.98 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (19.98 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (19.98 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 9.6061 mL 48.0307 mL 96.0615 mL
5 mM 1.9212 mL 9.6061 mL 19.2123 mL
10 mM 0.9606 mL 4.8031 mL 9.6061 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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