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Esculin sesquihydrate (esculin sesquihydrate)

Esculin sesquihydrate is a fluorescent coumarin glucoside, the active ingredient in ash bark.
Esculin sesquihydrate (esculin sesquihydrate)
Esculin sesquihydrate (esculin sesquihydrate) Chemical Structure CAS No.: 66778-17-4
Product category: p38 MAPK
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
10g
Other Sizes

Other Forms of Esculin sesquihydrate (esculin sesquihydrate):

  • Esculin
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Esculin sesquihydrate is a fluorescent coumarin glucoside, the active ingredient in ash bark. Esculin sesquihydrate improves cognitive impairment in experimental diabetic nephropathy (DN) through the MAPK signaling pathway and exerts antioxidant stress and anti-inflammatory effects.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
When used in combination with other ingredients in suppository form, absorption into the bloodstream is minimal. However, applying creams or ointments to open wounds or skin may result in absorption and entry into the bloodstream. Metabolism/Metabolites Following oral administration of aescin (100 mg/kg) to rats, plasma, urine, feces, and bile samples were collected to screen for metabolites. A total of 19 metabolites were identified (10 phase I metabolites and 9 phase II metabolites). The study also found that after oral administration of aescin, it can be metabolized in vivo to aescinol via deglycosylation, and aescinol was detected in all biological samples. Biological Half-Life The absorption half-life is approximately 1 hour, and the elimination half-life is approximately 20 hours.
References

[1]. The Coumarin Glucoside, Esculin, Reveals Rapid Changes in Phloem-Transport Velocity in Response to Environmental Cues. Plant Physiol. 2018 Oct;178(2):795-807.

[2]. Esculin ameliorates cognitive impairment in experimental diabetic nephropathy and induces anti-oxidative stress and anti-inflammatory effects via the MAPK pathway. Mol Med Rep. 2018 May;17(5):7395-7402.

Additional Infomation
Aescin is a hydroxycoumarin, a 6-O-β-D-glucoside of aescin. It has antioxidant and metabolic effects. It is a β-D-glucoside and hydroxycoumarin, functionally related to aescin. Aescin is found in barley. Vitamin C2 is generally considered a bioflavonoid, associated with vitamin P. Aescin is a glucoside naturally found in the dark green resin of Aesculus hippocastanum, Aesculus californica, and Daphne mezereum. Aescin belongs to the glycoside family. These are carbohydrate derivatives in which one glycosyl group is linked to another glycosyl group via a C-, S-, N-, O-, or Se-glycosidic bond through its non-glycosyl carbon atom. Aescin has been reported in Gardenia jasminoides, Ixeridium laevigatum, and other organisms with relevant data. It is a derivative of coumarin, with the molecular formula C15H16O9. See also: Aesculus (part); Aesculus bark (part). Pharmacological Indications Aesculin is sometimes used as a vascular protectant. It is also used in microbiology laboratories to aid in the identification of bacterial species (especially Enterococci and Listeria), as all Group D Streptococcus strains can hydrolyze aesculin in 40% bile. Mechanism of Action Aesculin's primary function is to protect capillaries by improving their permeability and fragility. It has been reported to inhibit catabolic enzymes such as hyaluronidase and collagenase, thereby maintaining the integrity of perivascular connective tissue. Aesculin also exhibits good antioxidant properties, protecting triglycerides from autoxidation at high temperatures. These antioxidant properties may also explain its anti-inflammatory activity, making it an ideal product for after-sun care.
Pharmacodynamics
Topical application of aescin can increase "capillary density" (the number of open, flowing capillaries per unit surface area) and improve the morphology of the smallest vessels.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H38O21
Molecular Weight
367.31
Exact Mass
358.089
CAS #
66778-17-4
Related CAS #
Esculin;531-75-9
PubChem CID
5281417
Appearance
White to off-white solid
Density
0.791 g/mL at 20 °C
Melting Point
203-205 °C
LogP
-0.6
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
3
Heavy Atom Count
24
Complexity
495
Defined Atom Stereocenter Count
5
SMILES
O1[C@]([H])([C@@]([H])([C@]([H])([C@@]([H])([C@@]1([H])C([H])([H])O[H])O[H])O[H])O[H])OC1=C(C([H])=C2C(C([H])=C([H])C(=O)O2)=C1[H])O[H].O1[C@]([H])([C@@]([H])([C@]([H])([C@@]([H])([C@@]1([H])C([H])([H])O[H])O[H])O[H])O[H])OC1=C(C([H])=C2C(C([H])=C([H])C(=O)O2)=C1[H])O[H].O([H])[H].O([H])[H].O([H])[H]
InChi Key
XHCADAYNFIFUHF-TVKJYDDYSA-N
InChi Code
InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1
Chemical Name
7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-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: 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: ~10 mg/mL (~27.2 mM; with ultrasonication and warming by heating to 60°C)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1 mg/mL (2.72 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 DMSO stock solution (10.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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: ≥ 1 mg/mL (2.72 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 DMSO stock solution (10.0 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7225 mL 13.6125 mL 27.2250 mL
5 mM 0.5445 mL 2.7225 mL 5.4450 mL
10 mM 0.2722 mL 1.3612 mL 2.7225 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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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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.
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