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Glucosamine HCl

Cat No.:V10883 Purity: ≥98%
Glucosamine HCl (D-Glucosamine HCl) is an amino sugar that is a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids and is used as a dietary supplement.
Glucosamine HCl
Glucosamine HCl Chemical Structure CAS No.: 66-84-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Glucosamine HCl:

  • Glucosamine free base
  • Glucosamine sulfate
  • Glucosamine-13C HCl
  • Glucosamine-2-13C HCl
  • Glucosamine-13C,15N HCl
  • Glucosamine-15N HCl
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Top Publications Citing lnvivochem Products
Product Description
Glucosamine HCl (D-Glucosamine HCl) is an amino sugar that is a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids and is used as a dietary supplement. Glucosamine HCl is also a natural component of glycosaminoglycans in cartilage matrix and synovial fluid and has pharmacological effects on osteoarthritic cartilage and chondrocytes when applied topically.
Glucosamine HCl (CAS 66-84-2), also known as D-Glucosamine hydrochloride, is an amino sugar that is a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids. It is a natural component of glycosaminoglycans in cartilage matrix and synovial fluid and has pharmacological effects on osteoarthritic cartilage and chondrocytes when applied topically. Glucosamine HCl is used as a dietary supplement for joint health and has been studied as a potential anti-inflammatory agent for rheumatoid arthritis. Its molecular formula is C6H14ClNO5, and its molecular weight is 215.63.
Biological Activity I Assay Protocols (From Reference)
Targets
BAZ2B (bromodomain adjacent to zinc finger domain 2B); APE1 (apurinic/apyrimidinic endonuclease 1); HIF-1α (hypoxia-inducible factor 1-alpha). Glucosamine HCl is a multifunctional inhibitor with activity against BAZ2B (potency 1258.9 nM) and APE1 (potency 2818.4 nM). It inhibits HIF-1α at the protein level and decreases phosphorylation of translation-related proteins p70S6K and S6. It may also modulate inflammatory pathways.
ln Vitro
The DPPH antioxidant activity of glucosesamine hydrochloride (D-glucosamine hydrochloride) is dose-dependent [2]. A four-hour short-term therapy with glucosamine hydrochloride can decrease the phosphorylation of translation-related proteins p70S6K and S6 and inhibit HIF-1α at the protein level [3]. In renal cells treated with TGF-β1 and blocked kidneys, glucosesamine hydrochloride greatly lowers renal expression of fibronectin, type I collagen, and α-smooth muscle actin [4].
Glucosamine HCl demonstrates antioxidant activity in vitro in a dose-dependent manner in DPPH assays. It inhibits HIF-1α at the protein level and decreases phosphorylation of translation-related proteins p70S6K and S6. In renal cells, it decreases expression of fibronectin, collagen I, and α-smooth muscle actin. It has been shown to inhibit BAZ2B and APE1.
ln Vivo
In vivo, Glucosamine HCl has been shown to decrease renal expression of fibronectin, collagen I, and α-smooth muscle actin in obstructed kidneys. It has been studied for its effects on osteoarthritis and joint health. The compound is used as a dietary supplement and has been investigated for its anti-inflammatory properties in rheumatoid arthritis.
Enzyme Assay
In vitro assays for Glucosamine HCl include DPPH antioxidant activity assays. Enzyme inhibition assays for BAZ2B and APE1 are performed using recombinant enzymes and appropriate substrates. HIF-1α inhibition is assessed by measuring HIF-1α protein levels in treated cells. TGF-β1-treated renal cells are used to assess effects on fibronectin and collagen expression.
Cell Assay
Cellular assays for Glucosamine HCl involve culturing renal cells, chondrocytes, or other cell types. Cells are treated with Glucosamine HCl at varying concentrations (typically 0.1-10 mM). HIF-1α protein levels are measured by Western blotting. Fibronectin, collagen I, and α-smooth muscle actin expression are assessed by Western blotting or qPCR. Cell viability is measured using standard assays.
Animal Protocol
In vivo animal studies for Glucosamine HCl have been conducted in rodent models of kidney obstruction to assess its effects on renal fibrosis. The compound is typically administered orally or intraperitoneally. Effects on cartilage and joint health have been studied in osteoarthritis models. Dosing regimens vary depending on the study and application.
ADME/Pharmacokinetics
Glucosamine HCl has a molecular weight of 215.63 and a molecular formula of C6H14ClNO5. It is soluble in water and is typically stored as a powder at -20°C for up to 3 years or at 4°C for up to 2 years. In solvent, it can be stored at -80°C for up to 6 months. The compound is well absorbed after oral administration and is used as a dietary supplement.
Toxicity/Toxicokinetics
Glucosamine HCl is generally considered safe and well-tolerated at recommended doses. It is a dietary supplement and is not associated with significant toxicity. However, it may cause mild gastrointestinal side effects in some individuals. The compound is not approved as a drug for disease treatment but is available as a nutritional supplement.
References

[1]. Efficacy and safety of glucosamine sulfate in the management of osteoarthritis: Evidence from real-life setting trials and surveys. Semin Arthritis Rheum. 2016 Feb;45(4 Suppl):S12-7.

[2]. Protective effects of glucosamine hydrochloride against free radical-induced erythrocytes damage. Environ Toxicol Pharmacol. 2014 Jul;38(1):212-9.

[3]. Short-term treatment with glucosamine hydrochloride specifically downregulates hypoxia-inducible factor-1α at the protein level in YD-8 human tongue cancer cells. Int J Oncol. 2014 May;44(5):1699-706.

[4]. Glucosamine hydrochloride exerts a protective effect against unilateral ureteral obstruction-induced renal fibrosis by attenuating TGF-β signaling. J Mol Med (Berl). 2013 Nov;91(11):1273-84.

Additional Infomation
See also: Glucosamine hydrochloride (note moved to).
Glucosamine HCl is an amino sugar used as a dietary supplement for joint health. It is a natural component of cartilage and synovial fluid. The compound has been studied for its potential anti-inflammatory and chondroprotective effects. It is not approved as a therapeutic drug but is widely available as a supplement. Its molecular formula is C6H14ClNO5.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H14CLNO5
Molecular Weight
215.6321
Exact Mass
215.056
CAS #
66-84-2
Related CAS #
Glucosamine;3416-24-8;Glucosamine sulfate;29031-19-4;Glucosamine-13C hydrochloride;84247-63-2;Glucosamine-2-13C hydrochloride;1220349-37-0;Glucosamine-13C,15N hydrochloride;143553-09-7;Glucosamine-6-13C hydrochloride;Glucosamine-15N hydrochloride;42927-60-6;Glucosamine-13C6,15N hydrochloride
PubChem CID
2723635
Appearance
White to off-white solid powder
Boiling Point
449.9ºC at 760 mmHg
Melting Point
190-194ºC
Flash Point
225.9ºC
Index of Refraction
72 ° (C=1, H2O)
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
1
Heavy Atom Count
13
Complexity
155
Defined Atom Stereocenter Count
4
SMILES
C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)N)O)O)O.Cl
InChi Key
QKPLRMLTKYXDST-NSEZLWDYSA-N
InChi Code
InChI=1S/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3-,4-,5-,6?;/m1./s1
Chemical Name
(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride
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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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 : ~100 mg/mL (~463.76 mM)
H2O : ~50 mg/mL (~231.88 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (11.59 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 25.0 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: ≥ 2.5 mg/mL (11.59 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 25.0 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: ≥ 2.5 mg/mL (11.59 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 100 mg/mL (463.76 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.6376 mL 23.1879 mL 46.3757 mL
5 mM 0.9275 mL 4.6376 mL 9.2751 mL
10 mM 0.4638 mL 2.3188 mL 4.6376 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.

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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?
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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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01425853 Completed Drug: Chondroitin/Glucosamine (Droglican)
Drug: Celecoxib
Knee Osteoarthritis Bioiberica 2011-09 Phase 4
NCT01906801 Completed Drug: Glucosamine sulfate
Drug: Diacerein
Drug: Placebo (for Diacerein)
lucosamine
Diacerein
Osteoarthritis
Ramathibodi Hospital 2013-07 Phase 4
NCT02010918 Completed Drug: glucosamine sulfate /chondroitin sulfate - capsules
Drug: glucosamine sulfate /chondroitin sulfate - sachet
Drug: Cosamin DS®
Knee Osteoarthritis Ache Laboratorios Farmaceuticos S.A. 2009-02 Phase 3
NCT00955552 Completed Drug: Glucosamine sulphate and chondroitin sulphate association
Drug: Cosamin DS® (Nutramax)
Osteoarthritis of the Knee Eurofarma Laboratorios S.A. 2010-08 Phase 3
NCT00065377 Completed Drug: Glucosamine Hydrochloride Insulin Resistance
Obesity
National Center for Complementary
and Integrative Health (NCCIH)
2003-07 Phase 1
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