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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
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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

assay

≥97% (HPLC)

form

solid

solubility

DMF: soluble
DMSO: soluble
ethanol: soluble

storage temp.

2-8°C

Quality Level

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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。

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。

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)

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Dong-Ze Qiu et al.
BMC complementary and alternative medicine, 13, 185-185 (2013-07-23)
Hepatocellular carcinoma (HCC) is a common and aggressive cancer, and the treatment options are limited for patients with advanced HCC. Bufalin, the major digoxin-like component of the traditional Chinese medicine Chansu, exhibits significant anti-tumor activities in many tumor cell lines.
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
Lingling Tong et al.
Cancer medicine, 8(10), 4782-4791 (2019-06-30)
In the present study, we evaluated the expression and function of human long noncoding RNA (lncRNA) activated by DNA damage (NORAD) in human epithelial ovarian cancer (EOC). NORAD expression was evaluated by qRT-PCR in EOC cell lines and in situ
Qingfeng Meng et al.
American journal of translational research, 8(11), 4968-4974 (2016-12-03)
Cinobufacini (Huachansu) is a Chinese medicine prepared from the skin of Bufo bufo gargarizans Cantor (Bufonidae), and has long been used in traditional Chinese medicine. In the present study, the anti-retinoblastoma constituent bufalin obtained from Cinobufacini was investigated. Treatment of
Yanlan Li et al.
Anti-cancer drugs, 30(7), e0770-e0770 (2019-03-05)
Breast cancer causes high mortality among females worldwide. Bufalin has recently been shown to trigger tumor cell death, although the mechanism of cytotoxicity remains unclear. The cytotoxicity of bufalin in breast cancer cells was examined using an MTT assay. The

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