154822-57-8

154822-57-8 structure

Name: Cimiside E
Chemical Name: (1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-Hydroxy-22-isopropenyl-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-9-yl β-D-xylopyranoside
CAS Number: 154822-57-8
Molecular Formula: C₃₅H₅₄O₈
Molecular Weight: 602.799
Catalog: Signaling Pathways Apoptosis Caspase
Create Date: 2018-06-15 03:55:52
Modify Date: 2024-01-15 06:48:13
Cimiside E (25-Anhydrocimigenol xyloside) is a triterpene xyloside, Cimiside E possesses apoptotic action on gastric cancer cells, with an IC50 value of 14.58 μM. Cimiside E induces cell cycle arrest at G2/M phase, and mediates apoptosis through the induction of the Caspase cascade for both the extrinsic and intrinsic pathways[1][2].

Name	(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-Hydroxy-22-isopropenyl-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-9-yl β-D-xylopyranoside
Synonyms	β-D-Xylopyranoside, (2S,4aR,5aS,7aR,7bR,8R,10R,11S,12aS,13R,13aS,13bR,15aR)-heptadecahydro-13-hydroxy-1,1,7a,8,13a-pentamethyl-11-(1-methylethenyl)-10,12a-epoxy-2H,5H-cyclopropa[1',8'a]naphth[2',1' :4,5]indeno[2,1-b]oxepin-2-yl (1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-Hydroxy-22-isopropenyl-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-9-yl β-D-xylopyranosi de

Description	Cimiside E (25-Anhydrocimigenol xyloside) is a triterpene xyloside, Cimiside E possesses apoptotic action on gastric cancer cells, with an IC50 value of 14.58 μM. Cimiside E induces cell cycle arrest at G2/M phase, and mediates apoptosis through the induction of the Caspase cascade for both the extrinsic and intrinsic pathways[1][2].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Apoptosis >> Caspase
Target	Caspase 3
In Vitro	Cimiside E (30-90 μM; 24 h) 阻滞细胞周期，诱导 ASG 细胞凋亡[1]。 Cimiside E (30-90 μM; 12-48 h) 对 AGS 细胞有较强的细胞毒性，并表现出抗增殖活性[1]。 Cimiside E (15-60 μM; 6-24 h) 诱导 ASG细胞中 DNA 片段化，(30-60 μM; 1-6 h) 并在 3 h 时激活 FasL 的表达，在 1 h 激活 Fas[1]。 Cimiside E (30-90 μM; 3-24 h) 介导 caspase 级联，增加 Bax/Bcl-2 比值，降低突变型 p53 和 procaspase 3 蛋白水平[1]。 Western Blot Analysis[1] Cell Line: Cimiside E. AGS cells Concentration: 30 μM, 60 μM, and 90 μM Incubation Time: 3 h, 6 h, 12 h, and 24 h Result: Increased the ratio of Bax/Bcl-2 expression from 60 μM. Decreased mutant type (mt) p53 levle from 12 h at 30 µM. Suppressed the protein level of procaspase 3 in a dose-dependent manner from 30 μM. Cell Proliferation Assay[1] Cell Line: Cimiside E. AGS cells Concentration: 30 μM, 60 μM, and 90 μM Incubation Time: 12 h, 24 h, and 48 h Result: Inhibited ASG cells proliferation with IC50s of 28.7, 14.6 and 8.1 µM, respectively, for 30 μM, 60 μM, and 90 μM treatment. Cell Cycle Analysis[1] Cell Line: Cimiside E. AGS cells Concentration: 30 μM, 60 μM, and 90 μM Incubation Time: 3 h, 6 h, and 24 h Result: Induced cell cycle arrest at S phase in a low concentration (30 μM), but arrested cell cycle at G2/M phase in higher concentration (60 μM and 90 μM).
References	[1]. Guo LY, et al. Cimiside E arrests cell cycle and induces cell apoptosis in gastric cancer cells. Arch Pharm Res. 2009 Oct;32(10):1385-92. [2]. Jamróz MK, et al. One new and six known triterpene xylosides from Cimicifuga racemosa: FT-IR, Raman and NMR studies and DFT calculations. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Jul;93:10-8.

Density	1.3±0.1 g/cm3
Boiling Point	723.8±60.0 °C at 760 mmHg
Molecular Formula	C₃₅H₅₄O₈
Molecular Weight	602.799
Flash Point	391.6±32.9 °C
Exact Mass	602.381897
LogP	6.81
Vapour Pressure	0.0±5.3 mmHg at 25°C
Index of Refraction	1.602

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