A triterpenoid saponin with diverse biological activities
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Isomer(s)
33926Escin Ib
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Escin Ia

Item No. 34057

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,4β,16α,21β,22α)-22-(acetyloxy)-16,23,28-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl O-β-D-glucopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→4)]-β-D-glucopyranosiduronic acid
CAS Number
123748-68-5
Synonyms
  • Aescin A
Molecular Formula
C55H86O24
Formula Weight
1131.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: Slightly soluble
SMILES
OC[C@]12[C@](CC(C)([C@H]([C@@H]2OC(C)=O)OC(/C(C)=C/C)=O)C)([H])C3=CC[C@@]([C@@]4([C@@]([C@](C)([C@H](CC4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(O)=O)O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6O)O)O)CO)O)O[C@@H]7O[C@@H]([C@H]([C@@H]([C@H]7O)O)O)CO)CO)([H])CC8)C)([H])[C@]8(C)[C@@]3(C[C@H]1O)C
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
InChi Key
AXNVHPCVMSNXNP-IVKVKCDBSA-N
Origin
Plant/Aesculus chinensis seeds
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Escin Ia is a triterpenoid saponin that has been found in A. chinensis and has diverse biological activities.1,2,3,4 It inhibits HIV-1 protease activity in a cell-free assay (IC50 = 35 µM).1 Escin Ia (2.5, 5, and 10 µM) inhibits the invasion of, and epithelial-to-mesenchymal transition (EMT) in, MDA-MB-231 breast cancer cells.2 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.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, X.-W., Zhao, J., Cui, Y.-X., et al. Anti-HIV-1 protease triterpenoid saponins from the seeds of Aesculus chinensis. J. Nat. Prod. 62(11), 1510-1513 (1999).

    2. Wang, Y., Xu, X., Zhao, P., et al. Escin Ia suppresses the metastasis of triple-negative breast cancer by inhibiting epithelial-mesenchymal transition via down-regulating LOXL2 expression. Oncotarget 7(17), 23684-23699 (2016).

    3. Matsuda, H., Li, Y., Murakami, T., et al. Effects of escins Ia, Ib, IIa, and IIb from horse chestnut, the seeds of Aesculus hippocastanum L., on acute inflammation in animals. Biol. Pharm. Bull. 20(10), 1092-1095 (1997).

    4. Matsuda, H., Murakami, T., Li, Y., et al. Mode of action of escins Ia and IIa and E,Z-senegin II on glucose absorption in gastrointestinal tract. Bioorg. Med. Chem. 6(7), 1019-1023 (1998).