B0261

Bufalin

Name: Bufalin
Brand: SIGMA
Price: 65100 JPY

別名:

3β,14-Dihydroxy-5β,20(22)-bufadienolide, 5β,20(22)-Bufadienolide-3β,14-diol

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10 MG

￥65,100

単価￥93,000割引30%

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この商品について

実験式（ヒル表記法）:

C₂₄H₃₄O₄

CAS番号:

465-21-4

分子量:

386.52

MDL number:

MFCD30207876

UNSPSC Code:

12352200

PubChem Substance ID:

24891509

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

200

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当該品目	203900	PHL89587	SMB00428
Sigma-Aldrich B0261 Bufalin	Sigma-Aldrich 203900 Bufalin	PHL89587 Bufalin	Sigma-Aldrich SMB00428 Resibufogenin
form solid	form solid	form -	form powder
assay ≥97% (HPLC)	assay ≥98% (HPLC)	assay ≥95.0% (HPLC)	assay ≥98% (HPLC)
Quality Level 200	Quality Level 100	Quality Level -	Quality Level 200
storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMF: soluble, ethanol: soluble, DMSO: soluble	solubility DMSO: 25 mg/mL, warm ethanol: 25 mg/mL	solubility -	solubility -

Application

Bufalin has been used:

to test its effect on invasion and activation of nuclear factor kappa- B (NF-κB) cells and tumor necrosis factor-α (TNF-α) stimulated rheumatoid arthritis fibroblast-like synoviocytes (RAFLSs)[1]
as a nuclear receptor coactivator 3 (NCOA3) inhibitor in chondrocytes[2]
to test its anti-metastasis effect in lung cancer cells (NCI-H460) resistant to gefitinib[3]

Biochem/physiol Actions

Bufalin is an anti-metastasis drug[3], which elicits anti-tumor functionality by favoring cell cycle arrest and apoptosis in various cancer types including hepatocellular, bladder and osteosarcoma.[1] It also promotes autophagic cell death and possesses anti-inflammatory properties.[4] Bufalin is a steroid receptor coactivator (SRC) inhibitor.[5]

General description

Bufalin is a C-24 steroid with an α-pyrone ring positioned at C-17.[6] It is present in the venom glands and skin of toad, Venenum Bufonis.[1] Bufalin is a cardiotonic steroid[4] and is digoxin-like component of Chan Su.[3]

pictograms

GHS06

signalword

Danger

hcodes

H300

pcodes

P301 + P310 + P330

Hazard Classifications

Acute Tox. 2 Oral

保管分類

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

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Inhibitory effect of bufalin on retinoblastoma cells (HXO-RB44) via the independent mitochondrial and death receptor pathway.

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

Long noncoding RNA NORAD is upregulated in epithelial ovarian cancer and its downregulation suppressed cancer cell functions by competing with miR-155-5p.

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

Bufalin-loaded mPEG-PLGA-PLL-cRGD nanoparticles: preparation, cellular uptake, tissue distribution, and anticancer activity.

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

Bufalin engages in RIP1-dependent and ROS-dependent programmed necroptosis in breast cancer cells by targeting the RIP1/RIP3/PGAM5 pathway.

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

Bufalin inhibits pancreatic cancer by inducing cell cycle arrest via the c-Myc/NF-κB pathway.

Xia Liu et al.

Journal of ethnopharmacology, 193, 538-545 (2016-10-01)

Bufalin, a cardiotonic steroid isolated from toad venom (bufo gargarizans Cantor or B. melanotictus Schneider), has widely demonstrated antitumor effects and exhibits potential antitumor activity in various human cancer cells lines. The main characteristic of cancers including pancreatic cancer is

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