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Neoandrographolide (Neoandrographiside) 27215-14-1

Neoandrographolide (Neoandrographiside) 27215-14-1

CAS No.: 27215-14-1

Neoandrographiside (Neoandrographiside) is naturally occuring diterpenoid extracted from A. paniculata, a well-recognize
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Neoandrographiside (Neoandrographiside) is naturally occuring diterpenoid extracted from A. paniculata, a well-recognized medicinal plant in Asia. Extracts from A. paniculata have been reported to exert a wide range of therapeutic actions, including immunosuppressant, antithrombotic, anti-inflammatory, antineoplastic, anti-viral, anti-bacterial, anti-diabetic, anti-oxidative stress, antipyretic, anti-edematogenic, and anti-nociceptive activities.



Physicochemical Properties


Molecular Formula C26H40O8
Molecular Weight 480.5910
Exact Mass 480.272
CAS # 27215-14-1
PubChem CID 9848024
Appearance White to off-white solid powder
Density 1.3±0.1 g/cm3
Boiling Point 668.1±55.0 °C at 760 mmHg
Melting Point 167-168ºC
Flash Point 220.1±25.0 °C
Vapour Pressure 0.0±4.6 mmHg at 25°C
Index of Refraction 1.576
LogP 2.11
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 8
Rotatable Bond Count 7
Heavy Atom Count 34
Complexity 811
Defined Atom Stereocenter Count 9
SMILES

C[C@]1(CCC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)C)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

InChi Key YGCYRQKJYWQXHG-RDNQFMDVSA-N
InChi Code

InChI=1S/C26H40O8/c1-15-5-8-19-25(2,14-33-24-22(30)21(29)20(28)18(13-27)34-24)10-4-11-26(19,3)17(15)7-6-16-9-12-32-23(16)31/h9,17-22,24,27-30H,1,4-8,10-14H2,2-3H3/t17-,18-,19-,20-,21+,22-,24-,25+,26+/m1/s1
Chemical Name

4-[2-[(1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
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


References Banerjee T, Singh A, Kumar S, Dhanani T, Gajbhiye NA, Koley TK, Maurya A, Filgona J. Ovicidal and larvicidal effects of extracts from leaves of Andrographis paniculata (Burm. f.) Wall.ex Nees against field isolates of human hookworm (Ancylostoma duodenale). J Ethnopharmacol. 2019 Feb 11. pii: S0378-8741(18)31263-7. doi: 10.1016/j.jep.2019.02.021. [Epub ahead of print] PubMed PMID: 30763693.
Additional Infomation Neoandrographolide is a diterpene glycoside.
Neoandrographolide has been reported in Andrographis paniculata, Potamogeton natans, and Tabernaemontana corymbosa with data available.

Solubility Data


Solubility (In Vitro) DMSO : ~100 mg/mL (~208.08 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 25 mg/mL (52.02 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 250.0 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 (5.20 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 (5.20 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 2.0808 mL 10.4039 mL 20.8078 mL
5 mM 0.4162 mL 2.0808 mL 4.1616 mL
10 mM 0.2081 mL 1.0404 mL 2.0808 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.