PeptideDB

Cornuside 131189-57-6

Cornuside 131189-57-6

CAS No.: 131189-57-6

Cornuside is an iridoid glycoside extracted from the fruit of Cornus officinalis Sieb. et Zucc., a traditional oriental
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Cornuside is an iridoid glycoside extracted from the fruit of Cornus officinalis Sieb. et Zucc., a traditional oriental medicine utilized in study/research of inflammatory diseases and to promote blood circulation. Cornuside inhibits mast cell-mediated allergic reactions by downregulating MAPK and NF-κB signaling pathways. The in vivo and in vitro antiallergic effects of Cornuside suggest the potential of this active molecule for use in inflammatory allergic diseases.

Physicochemical Properties


Molecular Formula C24H30O14
Molecular Weight 542.49
Exact Mass 542.163
CAS # 131189-57-6
Related CAS # 131189-57-6
PubChem CID 11228694
Appearance White to off-white solid
Density 1.6±0.1 g/cm3
Boiling Point 817.6±65.0 °C at 760 mmHg
Flash Point 274.5±27.8 °C
Vapour Pressure 0.0±3.1 mmHg at 25°C
Index of Refraction 1.648
LogP -0.31
Hydrogen Bond Donor Count 7
Hydrogen Bond Acceptor Count 14
Rotatable Bond Count 11
Heavy Atom Count 38
Complexity 851
Defined Atom Stereocenter Count 8
SMILES

O=C(C1=CO[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@H](C=C)[C@@H]1CCOC(C3=CC(O)=C(O)C(O)=C3)=O)OC

InChi Key SMTKSCGLXONVGL-UPIRYGIPSA-N
InChi Code

InChI=1S/C24H30O14/c1-3-11-12(4-5-35-21(32)10-6-14(26)17(28)15(27)7-10)13(22(33)34-2)9-36-23(11)38-24-20(31)19(30)18(29)16(8-25)37-24/h3,6-7,9,11-12,16,18-20,23-31H,1,4-5,8H2,2H3/t11-,12+,16-,18-,19+,20-,23+,24+/m1/s1
Chemical Name

methyl (2S,3R,4S)-3-ethenyl-4-[2-(3,4,5-trihydroxybenzoyl)oxyethyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
Synonyms

Cornuside
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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


Targets p38 MAP kinase; NF-κB
References

[1]. Biol Pharm Bull . 2011;34(7):959-66.

[2]. Pharmacology . 2009;84(3):162-70.

Additional Infomation 7-Galloylsecologanol has been reported in Cornus officinalis with data available.
See also: Cornuside (annotation moved to).

Solubility Data


Solubility (In Vitro) DMSO: ~100 mg/mL (~184.3 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (4.61 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 (4.61 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 (4.61 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 1.8434 mL 9.2168 mL 18.4335 mL
5 mM 0.3687 mL 1.8434 mL 3.6867 mL
10 mM 0.1843 mL 0.9217 mL 1.8434 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.