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Bufalin

SIGMA/B0261

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

CAS Number: 465-21-4
Empirical Formula (Hill Notation): C24H34O4
Molecular Weight: 386.52
MDL Number: MFCD30207876
Linear Formula: C24H34O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-B0261-10MG 10 mg
$618.00
1/EA
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assay ≥97% (HPLC)
form solid
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
Quality Level 200 
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
solubility DMF: soluble
  DMSO: soluble
  ethanol: soluble
storage temp. 2-8°C
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)
• as a nuclear receptor coactivator 3 (NCOA3) inhibitor in chondrocytes
• to test its anti-metastasis effect in lung cancer cells (NCI-H460) resistant to gefitinib

Biochem/physiol Actions: Bufalin is an anti-metastasis drug, which elicits anti-tumor functionality by favoring cell cycle arrest and apoptosis in various cancer types including hepatocellular, bladder and osteosarcoma. It also promotes autophagic cell death and possesses anti-inflammatory properties. Bufalin is a steroid receptor coactivator (SRC) inhibitor.
General description: Bufalin is a C-24 steroid with an α-pyrone ring positioned at C-17. It is present in the venom glands and skin of toad, Venenum Bufonis. Bufalin is a cardiotonic steroid and is digoxin-like component of Chan Su.
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H300
Precautionary statements P301 + P310 + P330
Hazard Codes T+
Risk Statements 28
Safety Statements 28-36/37-45
RIDADR UN 3462 6.1 / PGII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥97% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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