Escin IIb

Names

[ Name ]:
Escin IIb

[Synonym ]:
(3β,16α,21β,22α)-22-Acetoxy-16,24,28-trihydroxy-21-{[(2Z)-2-methyl-2-butenoyl]oxy}olean-12-en-3-yl β-D-glucopyranosyl-(1->4)-[β-D-xylopyranosyl-(1->2)]-β-D-glucopyranosiduronic 
acid
2-Butenoic acid, 2-methyl-, (3β,16α,21β,22α)-22-(acetyloxy)-3-[[O-β-D-glucopyranosyl-(1->4)-O-[β-D-xylopyranosyl-(1->2)]-β-D-glucopyranuronosyl]oxy]-16,24,28-trihydroxyolean-12- 
en-21-yl ester, (2Z)-
(3β,16α,21β,22α)-22-Acetoxy-16,24,28-trihydroxy-21-{[(2Z)-2-methylbut-2-enoyl]oxy}olean-12-en-3-yl β-D-glucopyranosyl-(1->4)-[β-D-xylopyranosyl-(1->2)]-β-D-glucopyranosiduronic acid
06035642G6
MFCD10566615
2-butenoic acid, 2-methyl-, (3β,16α,21β,22α)-22-(acetyloxy)-3-[[O-β-D-glucopyranosyl-(1->4)-O-[β-D-xylopyranosyl-(1->2)]-β-D-glucopyranuronosyl]oxy]-16,24,28-trihydroxyolean-12-en-21-yl ester, (2Z)-

Biological Activity

[Description]:

Escin IIb, isolated from horse chestnut, the seeds of Aesculus hippocastanum L., has positive effects on acute inflammation in animals[1]. Escin IIb showed potent protective effects against ethanol-induced gastric mucosal lesions[2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[In Vivo]

Escins Ia, Ib, IIa, and IIb (50-200 mg/kg) inhibit the increase of vascular permeability induced by both acetic acid in mice and histamine in rats. Escins Ib, IIa, and IIb (50-200 mg/kg) also inhibit that induced by serotonin in rats, but escin Ia didn't. Escins Ia, Ib, IIa, and IIb (200 mg/kg) inhibit the hind paw edema induced by carrageenin at the first phase in rats. Escin Ia (200 mg/kg) and escins Ib, IIa, and IIb (50-200 mg/kg) inhibit the scratching behavior induced by compound 48/80 in mice, but escin Ia was weakest[1]. Escin IIb (10-50 mg/kg; p.o.) potently inhibits ethanol-induced gastric mucosal lesions[2]. Animal Model: Male Sprague–Dawley rats (Ethanol-induced gastric mucosal lesions in rats)[2] Dosage: P.o. Administration: 10-50 mg/kg Result: Showed a potent protective effect against ethanol-induced gastric lesions in rats.

[References]

[1]. Matsuda H, 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. 1997;20(10):1092-1095.

[2]. Matsuda H, et al. Gastroprotections of escins Ia, Ib, IIa, and IIb on ethanol-induced gastric mucosal lesions in rats. Eur J Pharmacol. 1999;373(1):63-70.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
1111.9±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₅₄H₈₄O₂₃

[ Molecular Weight ]:
1101.231

[ Flash Point ]:
305.5±27.8 °C

[ Exact Mass ]:
1100.540283

[ LogP ]:
4.87

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

[ Index of Refraction ]:
1.624

Related Compounds

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