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Escin IA

Names

[ CAS No. ]:
123748-68-5

[ Name ]:
Escin IA

[Synonym ]:
2-Butenoic acid, 2-methyl-, (3β,16α,21β,22α)-22-(acetyloxy)-3-[[O-β-D-glucopyranosyl-(1->2)-O-[β-D-glucopyranosyl-(1->4)]-β-D-glucopyranuronosyl]oxy]-16,24,28-trihydroxyolean-12 &#xA;-en-21-yl ester, (2E)-
2-butenoic acid, 2-methyl-, (3β,16α,21β,22α)-22-(acetyloxy)-3-[[O-β-D-glucopyranosyl-(1->2)-O-[β-D-glucopyranosyl-(1->4)]-β-D-glucopyranuronosyl]oxy]-16,24,28-trihydroxyolean-12-en-21-yl ester, (2E)-
(3β,16α,21β,22α)-22-Acetoxy-16,24,28-trihydroxy-21-{[(2E)-2-methyl-2-butenoyl]oxy}olean-12-en-3-yl β-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1-&gt;4)]-β-D-glucopyranosiduronic &#xA; acid
(3β,16α,21β,22α)-22-Acetoxy-16,24,28-trihydroxy-21-{[(2E)-2-methylbut-2-enoyl]oxy}olean-12-en-3-yl β-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1-&gt;4)]-β-D-glucopyranosiduronic acid
Aescin A

Biological Activity

[Description]:

Escin IA is a triterpene saponin isolated from horse chestnut, which inhibits HIV-1 protease with IC50 values of 35 μM. Escin IA has anti-TNBC metastasis activity, and its action mechanisms involved inhibition of epithelial-mesenchymal transition process by down-regulating LOXL2 expression[1][2].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Infection
Signaling Pathways >> Metabolic Enzyme/Protease >> HIV Protease

[References]

[1]. Yang XW, et al. Anti-HIV-1 protease triterpenoid saponins from the seeds of Aesculus chinensis. J Nat Prod. 1999 Nov;62(11):1510-3.

[2]. Wang Y, et al. Escin Ia suppresses the metastasis of triple-negative breast cancer by inhibiting epithelial-mesenchymal transition via down-regulating LOXL2 expression. Oncotarget. 2016 Apr 26;7(17):23684-99.

Chemical & Physical Properties

[ Density]:
1.46

[ Boiling Point ]:
1140.6±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C55H86O24

[ Molecular Weight ]:
1131.257

[ Flash Point ]:
311.8±27.8 °C

[ Exact Mass ]:
1130.550903

[ PSA ]:
388.04000

[ LogP ]:
1.88

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.628

Related Compounds