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Eupalinolide A (Eupalinolide A) 877822-40-7

Eupalinolide A (Eupalinolide A) 877822-40-7

CAS No.: 877822-40-7

Eupalinolide A, extracted from Eupatorium lindleyanum, activates HSF1 and induces the expression of HSP70 by inhibiting
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Eupalinolide A, extracted from Eupatorium lindleyanum, activates HSF1 and induces the expression of HSP70 by inhibiting the interaction between HSF1 and HSP90.

Physicochemical Properties


Molecular Formula C24H30O9
Molecular Weight 462.49
Exact Mass 462.188
CAS # 877822-40-7
PubChem CID 71463992
Appearance White to off-white solid powder
Density 1.24±0.1 g/cm3 (20 ºC 760 Torr)
Boiling Point 618.6±55.0 °C at 760 mmHg
Flash Point 205.4±25.0 °C
Vapour Pressure 0.0±4.1 mmHg at 25°C
Index of Refraction 1.541
LogP 2.5
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 9
Heavy Atom Count 33
Complexity 909
Defined Atom Stereocenter Count 4
SMILES

C/C/1=C\[C@@H]2[C@@H]([C@@H](C/C(=C/C[C@@H]1OC(=O)C)/COC(=O)C)OC(=O)/C(=C/CO)/C)C(=C)C(=O)O2

InChi Key HPWMABTYJYZFLK-FHEQDPKSSA-N
InChi Code

InChI=1S/C24H30O9/c1-13(8-9-25)23(28)32-21-11-18(12-30-16(4)26)6-7-19(31-17(5)27)14(2)10-20-22(21)15(3)24(29)33-20/h6,8,10,19-22,25H,3,7,9,11-12H2,1-2,4-5H3/b13-8+,14-10+,18-6-/t19-,20+,21+,22-/m0/s1
Chemical Name

[(3aR,4R,6Z,9S,10E,11aR)-9-acetyloxy-6-(acetyloxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-methylbut-2-enoate
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 HSF1
References

[1]. Purification and characterization of HSP-inducers from Eupatorium lindleyanum. Biochem Pharmacol. 2012;83(7):909-922.

Additional Infomation Eupalinolide A has been reported in Eupatorium lindleyanum with data available.

Solubility Data


Solubility (In Vitro) DMSO : 100 mg/mL (216.22 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (5.41 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 (5.41 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1622 mL 10.8110 mL 21.6221 mL
5 mM 0.4324 mL 2.1622 mL 4.3244 mL
10 mM 0.2162 mL 1.0811 mL 2.1622 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.