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(Rac)-3-Hydroxyphenylglycine (3HPG)

Cat No.:V59266 Purity: ≥98%
(Rac)-3-Hydroxyphenylglycine is a phosphocarnosine hydrolysis agonist.
(Rac)-3-Hydroxyphenylglycine (3HPG)
(Rac)-3-Hydroxyphenylglycine (3HPG) Chemical Structure CAS No.: 31932-87-3
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
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50mg
100mg
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Other Forms of (Rac)-3-Hydroxyphenylglycine (3HPG):

  • (S)-3-Hydroxyphenylglycine ((S)-3HPG)
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Top Publications Citing lnvivochem Products
Product Description
(Rac)-3-Hydroxyphenylglycine is a phosphocarnosine hydrolysis agonist.
(Rac)-3-Hydroxyphenylglycine (3HPG) is a racemic mixture of the S- and R-enantiomers of 3-hydroxyphenylglycine. It has the molecular formula C₈H₉NO₃ and a molecular weight of 167.16 g/mol. The S-enantiomer acts as a potent, selective agonist of the metabotropic glutamate receptor 1 (mGluR1). The compound is a phosphoinositide hydrolysis agonist and is a PI-linked metabotropic glutamate receptor agonist. It is a research compound for studying glutamate receptor signaling.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary molecular target of (Rac)-3-Hydroxyphenylglycine is the metabotropic glutamate receptor 1 (mGluR1). The S-enantiomer is a potent and selective agonist of mGluR1. The compound also acts as a phosphoinositide hydrolysis agonist, indicating that it activates PI-linked metabotropic glutamate receptors. These receptors are involved in various neurological processes including synaptic transmission and plasticity.
ln Vitro
In vitro studies of (Rac)-3-Hydroxyphenylglycine demonstrate its activity as a phosphoinositide hydrolysis agonist. The S-enantiomer acts as a potent, selective agonist of mGluR1. The compound's activity is assessed through its ability to stimulate phosphoinositide hydrolysis in cells expressing mGluR1. These in vitro activities make it a valuable tool for studying metabotropic glutamate receptor signaling and function.
ln Vivo
In vivo studies of (Rac)-3-Hydroxyphenylglycine are limited. As an mGluR1 agonist, it may have effects on neurological processes in vivo. Metabotropic glutamate receptors are involved in synaptic transmission, plasticity, and various neurological disorders. However, specific in vivo studies using this compound have not been detailed in the available literature. Further research is needed to evaluate its in vivo efficacy and safety.
Enzyme Assay
Typical in vitro assays for mGluR1 agonists involve measuring phosphoinositide hydrolysis in cells expressing the receptor. Cells are pre-labeled with [³H]-myoinositol, treated with the compound at various concentrations, and the accumulation of [³H]-inositol phosphates is measured after separation by anion exchange chromatography. EC₅₀ values are calculated from dose-response curves. Calcium mobilization assays using fluorescent indicators such as Fura-2 can also be used to assess mGluR1 activation.
Cell Assay
Cellular assays for (Rac)-3-Hydroxyphenylglycine typically involve cell lines expressing mGluR1 (e.g., CHO cells or HEK293 cells transfected with mGluR1). Cells are treated with the compound at concentrations ranging from 1 nM to 100 µM for 30-60 minutes. Phosphoinositide hydrolysis is measured by [³H]-inositol phosphate accumulation. Intracellular calcium levels are measured using Fura-2 or Fluo-4. The selectivity of the compound for mGluR1 over other mGluR subtypes can be assessed using cells expressing different mGluR subtypes.
Animal Protocol
In vivo animal experiments for (Rac)-3-Hydroxyphenylglycine are not detailed in the available literature. For mGluR1 agonist studies, typical animal models include those for pain, anxiety, or motor disorders. The compound would be administered centrally (intracerebroventricularly) or systemically, and behavioral and physiological effects would be assessed. However, such studies have not been reported for this specific compound.
ADME/Pharmacokinetics
Pharmacokinetic data for (Rac)-3-Hydroxyphenylglycine are limited. As a small amino acid derivative with a molecular weight of 167.16 g/mol, it would be expected to have reasonable bioavailability. However, the compound's zwitterionic nature may limit its ability to cross the blood-brain barrier. Detailed PK parameters are not available in the consulted sources. Further studies are needed to characterize its ADME properties.
Toxicity/Toxicokinetics
Toxicological data for (Rac)-3-Hydroxyphenylglycine are limited. As a research compound, comprehensive toxicological studies have not been reported. The compound is intended for research use only and is not approved for human use. Standard laboratory safety precautions should be followed when handling the compound. No significant toxicity has been reported.
References

[1]. Phenylglycine derivatives as new pharmacological tools for investigating the role of metabotropic glutamate receptors in the central nervous system. Neuroscience. 1993 Feb;52(3):481-8. Neuroscience. 1993 Feb;52(3):481-8.

Additional Infomation
(Rac)-3-Hydroxyphenylglycine (3HPG) is a racemic mixture of S- and R-enantiomers. The S-enantiomer is a potent, selective mGluR1 agonist. The compound is a phosphoinositide hydrolysis agonist and is used in research on metabotropic glutamate receptor signaling and function. It is a research compound and is not approved for any clinical indication.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H9NO3
Molecular Weight
167.16
Exact Mass
167.058
CAS #
31932-87-3
Related CAS #
(S)-3-Hydroxyphenylglycine;71301-82-1
PubChem CID
1217
Appearance
Typically exists as solid at room temperature
Density
1.4±0.1 g/cm3
Boiling Point
382.6±32.0 °C at 760 mmHg
Flash Point
185.2±25.1 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.633
LogP
0.2
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
12
Complexity
172
Defined Atom Stereocenter Count
0
SMILES
OC1=CC=CC(=C1)C(C(=O)O)N
InChi Key
DQLYTFPAEVJTFM-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H9NO3/c9-7(8(11)12)5-2-1-3-6(10)4-5/h1-4,7,10H,9H2,(H,11,12)
Chemical Name
2-amino-2-(3-hydroxyphenyl)acetic 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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.9823 mL 29.9115 mL 59.8229 mL
5 mM 1.1965 mL 5.9823 mL 11.9646 mL
10 mM 0.5982 mL 2.9911 mL 5.9823 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • 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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