PeptideDB

Methyl α-D-mannopyranoside (methyl-α-D-mannopyranoside; α-Methyl-D-mannoside) 617-04-9

Methyl α-D-mannopyranoside (methyl-α-D-mannopyranoside; α-Methyl-D-mannoside) 617-04-9

CAS No.: 617-04-9

Methyl α-D-mannopyranoside targets macrophages in anti-tuberculosis (TB) inhaled therapy.
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Methyl α-D-mannopyranoside targets macrophages in anti-tuberculosis (TB) inhaled therapy.

Physicochemical Properties


Molecular Formula C7H14O6
Molecular Weight 194.18
Exact Mass 194.079
CAS # 617-04-9
PubChem CID 101798
Appearance White to off-white solid powder
Density 1.5±0.1 g/cm3
Boiling Point 389.1±42.0 °C at 760 mmHg
Melting Point 193-196ºC
Flash Point 189.1±27.9 °C
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.548
LogP -2.69
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 2
Heavy Atom Count 13
Complexity 163
Defined Atom Stereocenter Count 5
SMILES

CO[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

InChi Key HOVAGTYPODGVJG-VEIUFWFVSA-N
InChi Code

InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6+,7+/m1/s1
Chemical Name

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
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)

Biological Activity


References

[1]. Surface engineering of Solid Lipid Nanoparticle assemblies by methyl α-d-mannopyranoside for the active targeting to macrophages in anti-tuberculosis inhalation therapy. Int J Pharm. 2017 Aug 7; 528(1-2):440-451.

Additional Infomation Methyl alpha-D-mannoside is a methyl mannoside having alpha-configuration at the anomeric centre. It is a methyl mannoside and an alpha-D-mannoside.
Methyl alpha-D-mannopyranoside has been reported in Lilium pumilum and Lilium tenuifolium with data available.

Solubility Data


Solubility (In Vitro) H2O: ≥ 100 mg/mL (514.99 mM)
DMSO: 100 mg/mL (514.99 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (12.87 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 (12.87 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.

Solubility in Formulation 3: ≥ 2.5 mg/mL (12.87 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.1499 mL 25.7493 mL 51.4986 mL
5 mM 1.0300 mL 5.1499 mL 10.2997 mL
10 mM 0.5150 mL 2.5749 mL 5.1499 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.