Aescin A
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MedKoo CAT#: 465289

CAS#: 123748-68-5

Description: Aescin a is a triterpenoid saponin that has been found in A. chinensis and has diverse biological activities. It inhibits HIV-1 protease activity in a cell-free assay (IC50 = 35 µM). Aescin a (2.5, 5, and 10 µM) inhibits the invasion of, and epithelial-to-mesenchymal transition (EMT) in, MDA-MB-231 breast cancer cells. It reduces increases in vascular permeability induced by acetic acid in mice, or histamine in rats, when administered at doses of 100 and 200 mg/kg.3 Escin Ia (100 mg/kg) inhibits increases in serum glucose levels in oral glucose-loaded rats. Studies show that aescin increases intracellular reactive oxygen species (ROS) levels.

Chemical Structure

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Aescin A
CAS# 123748-68-5
Instruction

Theoretical Analysis

MedKoo Cat#: 465289
Name: Aescin A
CAS#: 123748-68-5
Chemical Formula: C55H86O24
Exact Mass: 1,130.55
Molecular Weight: 1,131.269
Elemental Analysis: C, 58.40; H, 7.66; O, 33.94

Price and Availability

Size Price Availability Quantity
1mg USD 240 2 Weeks
5mg USD 530 2 Weeks
10mg USD 870 2 Weeks
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Synonym: Aescin A; Aescin-A; Escin Ia; Escin-Ia;

IUPAC/Chemical Name: (2S,3S,4S,5R,6R)-6-(((3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetoxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(((E)-2-methylbut-2-enoyl)oxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)-4-hydroxy-3,5-bis(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid

InChi Key: AXNVHPCVMSNXNP-IVKVKCDBSA-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

SMILES Code: OC[C@@]12[C@]([H])(C3=CC[C@]4([H])[C@]5(C)[C@@]([H])(CC[C@]4([C@]3(C)C[C@H]2O)C)[C@]([C@@H](O[C@H]6[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@@H](O)[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@@H](C(O)=O)O6)CC5)(CO)C)CC([C@@H](OC(/C(C)=C/C)=O)[C@@H]1OC(C)=O)(C)C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 30.0 26.52
DMSO 25.0 22.10

Preparing Stock Solutions

The following data is based on the product molecular weight 1,131.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Sun Y, Zhang X, Shen X, Wang S, Wang Q, Yang X. Computational and experimental characterization of isomers of escin-induced renal cytotoxicity by inhibiting heat shock proteins. Eur J Pharmacol. 2021 Jul 27;908:174372. doi: 10.1016/j.ejphar.2021.174372. Epub ahead of print. PMID: 34324856.

2: Ali FEM, Ahmed SF, Eltrawy AH, Yousef RS, Ali HS, Mahmoud AR, Abd-Elhamid TH. Pretreatment with Coenzyme Q10 Combined with Aescin Protects against Sepsis- Induced Acute Lung Injury. Cells Tissues Organs. 2021 Jul 19:1-23. doi: 10.1159/000516192. Epub ahead of print. PMID: 34280918.

3: Sharipov A, Tursunov K, Fazliev S, Azimova B, Razzokov J. Hypoglycemic and Anti-Inflammatory Effects of Triterpene Glycoside Fractions from Aeculus hippocastanum Seeds. Molecules. 2021 Jun 22;26(13):3784. doi: 10.3390/molecules26133784. PMID: 34206308; PMCID: PMC8270310.

4: Hess S, Pouzat C, Paeger L, Pippow A, Kloppenburg P. Analysis of neuronal Ca2+ handling properties by combining perforated patch clamp recordings and the added buffer approach. Cell Calcium. 2021 May 10;97:102411. doi: 10.1016/j.ceca.2021.102411. Epub ahead of print. PMID: 34082340.

5: Dahash SL, Abass OK, Abdul-Razaq MM, Al-Kuraishy HM, Al-Gareeb AI. Aesculus hippocastanum-Derived Extract β-Aescin and In vitro Antibacterial Activity. J Microsc Ultrastruct. 2021 Jan 9;9(1):26-30. doi: 10.4103/JMAU.JMAU_56_19. PMID: 33850709; PMCID: PMC8030546.

6: Omi K, Matsuo Y, Ueda G, Aoyama Y, Kato T, Hayashi Y, Imafuji H, Saito K, Tsuboi K, Morimoto M, Ogawa R, Takahashi H, Takiguchi S. Escin inhibits angiogenesis by suppressing interleukin‑8 and vascular endothelial growth factor production by blocking nuclear factor‑κB activation in pancreatic cancer cell lines. Oncol Rep. 2021 May;45(5):55. doi: 10.3892/or.2021.8006. Epub 2021 Mar 24. PMID: 33760162; PMCID: PMC7962110.

7: Gallelli L, Cione E, Zhang L, Wang T. Is it possible to estimate the bioequivalence between parenteral and enteral formulations of escin? Curr Clin Pharmacol. 2021 Mar 8. doi: 10.2174/1574884716666210309103109. Epub ahead of print. PMID: 33687899.

8: Gallelli L, Cione E, Wang T, Zhang L. Glucocorticoid-Like Activity of Escin: A New Mechanism for an Old Drug. Drug Des Devel Ther. 2021 Feb 24;15:699-704. doi: 10.2147/DDDT.S297501. PMID: 33658760; PMCID: PMC7917317.

9: Li J, Liang S, Xie W, Luo J, Tang J, Liu L, Li Y, Wu C, Li X. Symptomatic postoperative discal pseudocyst following percutaneous endoscopic lumbar discectomy: A case report and review of the literature. Medicine (Baltimore). 2021 Jan 22;100(3):e24026. doi: 10.1097/MD.0000000000024026. PMID: 33545999; PMCID: PMC7837847.

10: Khan T, Khan MA, Mashwani ZU, Ullah N, Nadhman A. Therapeutic potential of medicinal plants against COVID-19: The role of antiviral medicinal metabolites. Biocatal Agric Biotechnol. 2021 Jan;31:101890. doi: 10.1016/j.bcab.2020.101890. Epub 2020 Dec 11. PMID: 33520034; PMCID: PMC7831775.

11: Wang Z, Yang L. Chinese herbal medicine: Fighting SARS-CoV-2 infection on all fronts. J Ethnopharmacol. 2021 Apr 24;270:113869. doi: 10.1016/j.jep.2021.113869. Epub 2021 Jan 21. PMID: 33485973; PMCID: PMC7825841.

12: Geisler R, Pedersen MC, Preisig N, Hannappel Y, Prévost S, Dattani R, Arleth L, Hellweg T. Aescin - a natural soap for the formation of lipid nanodiscs with tunable size. Soft Matter. 2021 Feb 21;17(7):1888-1900. doi: 10.1039/d0sm02043e. Epub 2021 Jan 7. PMID: 33410858.

13: McHugh DR, Cotton CU, Hodges CA. Synergy between Readthrough and Nonsense Mediated Decay Inhibition in a Murine Model of Cystic Fibrosis Nonsense Mutations. Int J Mol Sci. 2020 Dec 31;22(1):344. doi: 10.3390/ijms22010344. PMID: 33396210; PMCID: PMC7794695.

14: Gür F, Cengiz M, Kutlu HM, Cengiz BP, Ayhancı A. Molecular docking analyses of Escin as regards cyclophosphamide-induced cardiotoxicity: In vivo and in Silico studies. Toxicol Appl Pharmacol. 2021 Jan 15;411:115386. doi: 10.1016/j.taap.2020.115386. Epub 2020 Dec 28. PMID: 33383042.

15: Ding YX, Eerduna GW, Duan SJ, Li T, Liu RX, Zhang LM, Wang T, Fu FH. Escin ameliorates the impairments of neurological function and blood brain barrier by inhibiting systemic inflammation in intracerebral hemorrhagic mice. Exp Neurol. 2021 Mar;337:113554. doi: 10.1016/j.expneurol.2020.113554. Epub 2020 Dec 10. PMID: 33309746.

16: Chestnut C, Subramaniam D, Dandawate P, Padhye S, Taylor J 3rd, Weir S, Anant S. Targeting Major Signaling Pathways of Bladder Cancer with Phytochemicals: A Review. Nutr Cancer. 2020 Dec 11:1-23. doi: 10.1080/01635581.2020.1856895. Epub ahead of print. PMID: 33305598.

17: Luo Y, Zhao L, Liu NF. Effects of the Traditional Chinese Medical Prescription Linba Fang as a Treatment for Lymphedema. Evid Based Complement Alternat Med. 2020 Nov 12;2020:8889460. doi: 10.1155/2020/8889460. PMID: 33273956; PMCID: PMC7676936.

18: Yan F, Chen D, Xie J, Zeng W, Li Q. [Escin alleviates chemotherapy-induced peripheral neuropathic pain by inducing autophagy in the spinal cord of rats]. Nan Fang Yi Ke Da Xue Xue Bao. 2020 Nov 30;40(11):1634-1638. Chinese. doi: 10.12122/j.issn.1673-4254.2020.11.15. PMID: 33243746; PMCID: PMC7704370.

19: Kitchens BP, Snyder RJ, Cuffy CA. A Literature Review of Pharmacological Agents to Improve Venous Leg Ulcer Healing. Wounds. 2020 Jul;32(7):195-207. PMID: 33166265.

20: Vallières C, Singh N, Alexander C, Avery SV. Repurposing Nonantifungal Approved Drugs for Synergistic Targeting of Fungal Pathogens. ACS Infect Dis. 2020 Nov 13;6(11):2950-2958. doi: 10.1021/acsinfecdis.0c00405. Epub 2020 Nov 3. PMID: 33141557.