A triterpene saponin with diverse biological activities
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Isomer(s)
34057Escin Ia
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Escin Ib

Item No. 33926

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,4β,16α,21β,22α)-22-(acetyloxy)-16,23,28-trihydroxy-21-[[(2Z)-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
26339-90-2
Synonyms
  • Aescin B
Molecular Formula
C55H86O24
Formula Weight
1131.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: 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-OXPBSUTMSA-N
Origin
Plant/Aesculus chinensis seeds
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Escin Ib is a triterpene saponin that has been found in A. hippocastanum and has diverse biological activities.1,2,3,4 It inhibits HIV-1 protease (IC50 = 50 µM).1 Escin Ib (50-200 mg/kg) inhibits carrageenan-induced paw edema in rats and scratching behavior induced by compound 48/80 (Item No. 22173) in mice.2 It inhibits ethanol absorption and increases glucose tolerance in rats.3 Escin 1b (10-50 mg/kg) also decreases mucosal lesion size and severity in a rat model of ethanol-induced gastric ulcers.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. 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).

    3. Yoshikawa, M., Harada, E., Murakami, T., et al. Escins-Ia, Ib, IIa, IIb, and IIIa, bioactive triterpene oligoglycosides from the seeds of Aesculus hippocastanum L.: Their inhibitory effects on ethanol absorption and hypoglycemic activity on glucose tolerance test. Chem. Pharm. Bull. (Tokyo) 42(6), 1357-1359 (1994).

    4. Matsuda, H., Li, Y., and Yoshikawa, M. Gastroprotections of escins Ia, Ib, IIa, and IIb on ethanol-induced gastric mucosal lesions in rats. Eur. J. Pharmacol. 373(1), 63-70 (1999).