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Merck
CN

B0261

蟾毒灵

别名:

3β,14-二羟基-5β,20 (22)-丁二烯醇内酯, 5β,20 (22)-丁二烯醇内酯-3β,14-二醇

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关于此项目

经验公式(希尔记法):
C24H34O4
化学文摘社编号:
分子量:
386.52
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥97% (HPLC)
Form:
solid
Quality level:
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assay

≥97% (HPLC)

Quality Level

form

solid

solubility

DMF: soluble, DMSO: soluble, ethanol: soluble

storage temp.

2-8°C

SMILES string

O[C@]([C@@](CC[C@@]1([H])[C@@]2(CC[C@H](O)C1)C)([H])[C@]2([H])CC3)(CC[C@@H]4C(C=C5)=COC5=O)[C@]34C

InChI

1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,22+,23-,24+/m1/s1

InChI key

QEEBRPGZBVVINN-BMPKRDENSA-N

General description

蟾蜍灵(Bufalin)是一种C-24类固醇,在C-17处带有一个α-吡喃酮环。它存在于蟾蜍(Venenum Bufonis)的毒液腺和皮肤中。蟾蜍灵是强心类固醇,是蟾蜍的地高辛类成分。

Application

蟾蜍灵已被用于:
  • 测试其对核因子κB(NF-κB)细胞和肿瘤坏死因子-α(TNF-α)刺激的类风湿关节炎成纤维样滑膜细胞(RAFLS)的侵袭和激活的影响
  • 作为软骨细胞中的核受体共激活因子3(NCOA3)抑制剂
  • 用于测试其在对吉非替尼有抗药性的肺癌细胞(NCI-H460)中的抗转移作用

Biochem/physiol Actions

蟾蜍灵是一种抗转移药,通过促进包括肝细胞癌、膀胱癌和骨肉瘤在内的各种癌症的细胞周期阻滞(cell cycle arrest )和细胞凋亡来引发抗肿瘤功能。它还促进自噬细胞死亡并具有抗炎特性。蟾蜍灵是一种类固醇受体共激活剂(SRC)抑制剂。


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pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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相关内容


Hongyan Zhao et al.
Biology open, 6(10), 1416-1422 (2017-08-26)
Bufalin has been used to treat cancer for several years. However, the molecular mechanisms for its anti-tumor function are not fully understood. This work aimed to investigate the effect of bufalin on the proliferation and apoptosis of human gastric cancer
Ying Wang et al.
Cancer research, 74(5), 1506-1517 (2014-01-07)
Virtually all transcription factors partner with coactivators that recruit chromatin remodeling factors and interact with the basal transcription machinery. Coactivators have been implicated in cancer cell proliferation, invasion, and metastasis, including the p160 steroid receptor coactivator (SRC) family composed of
Peihao Yin et al.
International journal of nanomedicine, 7, 3961-3969 (2012-08-14)
Recent studies have shown that bufalin has a good antitumor effect but has high toxicity, poor water solubility, a short half-life, a narrow therapeutic window, and a toxic dose that is close to the therapeutic dose, which all limit its



全球贸易项目编号

货号GTIN
B0261-10MG04061833419656