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Escin

Cat No.:V29653 Purity: ≥98%
Escin is a naturally occurring compound of triterpene saponins extracted from horse chestnut seeds.
Escin
Escin Chemical Structure CAS No.: 6805-41-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
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Product Description
Escin is a naturally occurring compound of triterpene saponins extracted from horse chestnut seeds. It can be used as a bioactive molecule for vascular protection, anti-inflammation, anti-edema, and anti-injury.
Escin (CAS 6805-41-0), also known as Aescin, is a natural mixture of triterpenoid saponins isolated from the seeds of Aesculus hippocastanum (horse chestnut). With a molecular formula of C₁₁₀H₁₇₂O₄₈ and a molecular weight of 1131.3 g/mol, this compound exhibits anti-inflammatory, vasoconstrictor, and vasoprotective effects. Escin has well-documented anti-inflammatory, venotonic, and antioxidant properties, making it useful in treating conditions like chronic venous insufficiency, varicose veins, and other venous disorders. It works by reducing capillary permeability, improving blood circulation, and protecting vascular tissues. Escin is commonly included in topical creams and oral supplements to reduce swelling, pain, and bruising associated with venous disorders. It also exhibits anti-edematous and anti-nociceptive properties. The compound shows effectiveness in inhibiting pancreatic cancer cell proliferation while having minimal effects on normal rat skeletal muscle cells.
Biological Activity I Assay Protocols (From Reference)
Targets
Escin targets multiple pathways involved in inflammation, vascular function, and cell proliferation. It reduces capillary permeability, improves blood circulation, and protects vascular tissues. The compound inhibits edema formation and decreases vascular permeability. Its anti-inflammatory effects are mediated through the modulation of inflammatory mediators and signaling pathways. Escin also exhibits antioxidant properties, protecting cells from oxidative damage. As a triterpenoid saponin, escin interacts with cell membranes and may modulate membrane-associated signaling pathways. Its ability to inhibit pancreatic cancer cell proliferation suggests potential anticancer activity, though the mechanism is not fully understood.
ln Vitro
In vitro studies have demonstrated that escin exhibits anti-inflammatory, vasoconstrictor, and vasoprotective effects. It inhibits edema formation and decreases vascular permeability in various cell-based models. The compound shows effectiveness in inhibiting pancreatic cancer cell proliferation while having minimal effects on normal rat skeletal muscle cells. Escin's antioxidant properties protect cells from oxidative damage. The compound's ability to reduce capillary permeability and improve blood circulation has been demonstrated in endothelial cell models. Its anti-edematous and anti-nociceptive activities have been confirmed in various in vitro assays.
ln Vivo
In vivo, escin has been used to treat conditions like chronic venous insufficiency, varicose veins, and other venous disorders. It works by reducing capillary permeability, improving blood circulation, and protecting vascular tissues. The compound is commonly included in topical creams and oral supplements to reduce swelling, pain, and bruising associated with venous disorders. Escin's anti-inflammatory and venotonic effects have been demonstrated in various animal models of inflammation and venous insufficiency. Its ability to inhibit edema formation and decrease vascular permeability has been confirmed in vivo. The compound also exhibits anti-nociceptive effects in animal models of pain.
Enzyme Assay
In vitro non-cell enzyme assays for escin are not standard, as the compound's mechanism is primarily studied in cell-based and animal models. However, the compound's effects on vascular permeability can be assessed using isolated blood vessels or endothelial cell monolayers in a cell-free system. The compound's antioxidant activity can be measured using DPPH, ABTS, or FRAP assays. Its anti-inflammatory activity can be assessed by measuring the inhibition of inflammatory mediators such as prostaglandins or leukotrienes using cell-free enzyme assays. These assays provide quantitative data on the compound's direct effects on specific molecular targets.
Cell Assay
In vitro cell-based assays for escin use endothelial cells, smooth muscle cells, and cancer cell lines. Endothelial cells are treated with varying concentrations of escin, and parameters such as cell permeability, cell viability, and inflammatory cytokine production are assessed. The compound's effects on capillary permeability are studied using endothelial cell monolayers and measuring the passage of fluorescent tracers. Its anti-inflammatory activity is assessed in macrophages or other immune cells stimulated with LPS, and the production of inflammatory cytokines is measured by ELISA. The compound's effects on cancer cell proliferation are studied using pancreatic cancer cell lines, and cell viability is assessed using MTT or similar assays.
Animal Protocol
In vivo animal studies for escin employ models of inflammation, venous insufficiency, and pain. For anti-inflammatory studies, standard models such as carrageenan-induced paw edema or adjuvant-induced arthritis are used. The compound is administered orally or topically, and parameters such as paw swelling, inflammatory cytokine levels, and histopathology of inflamed tissues are assessed. For venous insufficiency studies, animal models of chronic venous hypertension are used, and parameters such as venous tone, capillary permeability, and edema are assessed. For pain studies, standard models such as the hot plate test or formalin test are used. Pharmacokinetic studies in these models provide information about the compound's absorption, distribution, metabolism, and excretion.
ADME/Pharmacokinetics
Escin has a molecular weight of 1131.3 g/mol and a molecular formula of C₁₁₀H₁₇₂O₄₈. It is a natural mixture of triterpenoid saponins isolated from horse chestnut seeds. As a saponin with a high molecular weight, escin is expected to have poor oral bioavailability and is typically administered topically or by injection. The compound should be stored under appropriate conditions as recommended by the manufacturer. Detailed pharmacokinetic parameters such as absorption, distribution, metabolism, and excretion have been characterized in preclinical and clinical studies but are not extensively documented in the available literature.
Toxicity/Toxicokinetics
The toxicity profile of escin has been evaluated in preclinical and clinical studies. The compound is generally well-tolerated at therapeutic doses, though it can cause gastrointestinal irritation when taken orally. Topical application is generally well-tolerated, though skin irritation may occur in sensitive individuals. The compound's ability to inhibit pancreatic cancer cell proliferation suggests that it may have significant biological effects that require careful evaluation. As a natural product, escin is generally considered to have moderate toxicity, though comprehensive toxicological data are available from its use in clinical practice. Standard laboratory safety precautions should be followed when handling the compound.
References

[1]. Escin inhibits type I allergic dermatitis in a novel porcine model. Int Arch Allergy Immunol. 2013;161(1):44-52.

[2]. Escin avoids hemorrhagic transformation in ischemic stroke by protecting BBB through the AMPK/Cav-1/MMP-9 pathway. Phytomedicine. 2023 Nov;120:155071.

[3]. Elshal M, Hazem SH. Escin suppresses immune cell infiltration and selectively modulates Nrf2/HO-1, TNF-α/JNK, and IL-22/STAT3 signaling pathways in concanavalin A-induced autoimmune hepatitis in mice. Inflammopharmacology. 2022 Dec;30(6):2317-2329.

[4]. Suryavanshi SV, Kulkarni YA. Escin alleviates peripheral neuropathy in streptozotocin induced diabetes in rats. Life Sci. 2020 Aug 1;254:117777.

[5]. Escin-induced DNA damage promotes escin-induced apoptosis in human colorectal cancer cells via p62 regulation of the ATM/γH2AX pathway. Acta Pharmacol Sin. 2018 Oct;39(10):1645-1660.

[6]. Escin induces apoptosis in human bladder cancer cells: An in vitro and in vivo study. Eur J Pharmacol. 2018 Dec 5;840:79-88.

Additional Infomation
Aescin is a triterpenoid saponin. Aescin Ib has been reported to exist in Aesculus chinensis, Aesculus turbinata, and other organisms with relevant data. See also: Aesculus (partial).
Escin is a natural mixture of triterpenoid saponins isolated from the seeds of Aesculus hippocastanum (horse chestnut). It is also known as Aescin. The compound exhibits anti-inflammatory, vasoconstrictor, and vasoprotective effects. It has well-documented anti-inflammatory, venotonic, and antioxidant properties, making it useful in treating conditions like chronic venous insufficiency and varicose veins. Escin works by reducing capillary permeability, improving blood circulation, and protecting vascular tissues. It is commonly included in topical creams and oral supplements to reduce swelling, pain, and bruising associated with venous disorders. Escin also exhibits anti-edematous and anti-nociceptive properties. The compound shows effectiveness in inhibiting pancreatic cancer cell proliferation. It is used in both research and clinical settings.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C55H86O24
Molecular Weight
1131.2570
Exact Mass
2261.1
CAS #
6805-41-0
PubChem CID
6476031
Appearance
Light yellow to yellow solid powder
Density
1.46 g/cm3
Boiling Point
1140.6ºC at 760 mmHg
Melting Point
224.5°C
Flash Point
311.8ºC
Index of Refraction
1.627
LogP
0.7
Hydrogen Bond Donor Count
13
Hydrogen Bond Acceptor Count
24
Rotatable Bond Count
16
Heavy Atom Count
79
Complexity
2300
Defined Atom Stereocenter Count
27
SMILES
C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)CO)OC(=O)C
InChi Key
AXNVHPCVMSNXNP-OXPBSUTMSA-N
InChi Code
InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26-,27+,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1
Chemical Name
(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~1.92 mg/mL (~1.70 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (2.21 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 (2.21 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (2.21 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 0.8840 mL 4.4199 mL 8.8397 mL
5 mM 0.1768 mL 0.8840 mL 1.7679 mL
10 mM 0.0884 mL 0.4420 mL 0.8840 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.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.
             (2) Be sure to add the solvent(s) in order.

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