CAS 465-21-4

Bufalin

Description:

Bufalin is a potent cardiac glycoside derived from the skin of toads, particularly the Bufo species. It is classified under the broader category of bufadienolides, which are known for their ability to inhibit the Na+/K+ ATPase enzyme, leading to increased intracellular calcium levels and enhanced cardiac contractility. Bufalin exhibits a variety of biological activities, including anti-tumor, anti-inflammatory, and anti-viral properties, making it a subject of interest in pharmacological research. The compound is typically characterized by its steroid-like structure, featuring a lactone ring and multiple hydroxyl groups, which contribute to its biological activity. Bufalin is lipophilic, allowing it to easily cross cell membranes, and it has been studied for its potential therapeutic applications, particularly in the treatment of certain cancers and heart conditions. However, its use is limited by its toxicity and potential side effects, necessitating careful consideration in clinical settings. Overall, bufalin represents a fascinating example of a natural product with significant pharmacological potential.

Formula: C₂₄H₃₄O₄

InChI: InChI=1/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: InChIKey=QEEBRPGZBVVINN-BMPKRDENSA-N

SMILES: O[C@@]12[C@@](C)([C@H](CC1)C=3C=CC(=O)OC3)CC[C@]4([C@]2(CC[C@]5([C@]4(C)CC[C@H](O)C5)[H])[H])[H]

Synonyms:

• (3Beta,5Beta,8Xi,9Xi)-3,14-Dihydroxybufa-20,22-Dienolide
• (3β,5β)-3,14-Dihydroxybufa-20,22-dienolide
• 3,14-Dihydroxybufa-20,22-Dienolide
• 5β-Bufa-20,22-dienolide, 3β,14-dihydroxy-
• B 0261
• Bufa-20,22-dienolide, 3,14-dihydroxy-, (3β,5β)-
• NSC 89595
• Bufalin
• Bufalin, >=98%
• 5BETA,20[22]-BUFADIENOLIDE-3BETA,14-DIOL
• 22-dienolide,3-beta,14-dihydroxy-5-beta-bufa-2
• 5-(3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one
• Bufalin std.
• BUFALIN: BUFA-20,22-DIENOLIDE, 3,14-DIHYDROXY-, (3B,5B)-,
• Bufalin,3β,14-Dihydroxy-5β,20(22)-bufadienolide, 5β,20(22)-Bufadienolide-3β,14-diol
• 5-(3,14-Dihydroxy-13-methyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pyran-2-one
• 3β,14-Dihydroxy-5β,20(22)-bufadienolide
• 22-dienolide,3,14-dihydroxy-,(3-beta,5-beta)-bufa-2
• 5β,20(22)-Bufadienolide-3β,14-diol
• BUFALIN90%,99%
• (3β,5β)-3,14-Dihydroxy-bufa-20,22-dienolide
• Bufa-20,22-dienolide, 3,14-dihydroxy-, (3-beta,5-beta)-
• 3β,14-Dihydroxy-5β,20(22)-bufadienolide, 5β,20(22)-Bufadienolide-3β,14-diol
• 3BETA,14-DIHYDROXY-5BETA,20[22]-BUFADIENOLIDE
• 3-b,14-Dihydroxy-5-beta-bufa-20,22-dienolide
• 3-BETA-14-DIHYDROXY-5-BETA-BUFA-20,22-DIENOLIDE

(3β,5β)-3,14-Dihydroxybufa-20,22-dienolide

CAS: 465-21-4

Formula: C₂₄H₃₄O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 386.5244

Ref: IN-DA00I8KR

Bufalin

CAS: 465-21-4

Bufalin

Purity: ≥98%

Molecular weight: 386.52g/mol

Ref: 54-BUP13200

Bufalin

CAS: 465-21-4

Bufalin a major digoxin-like immunoreactive component of the Chinese medicine Chan Su; has been shown to exert a potential for anticancer activity against various human cancer cell lines in vitro. Bufalin is a potent small-molecule inhibitor of the steroid receptor coactivators steroid receptor coactivator (SRC)-3 and SRC-1, it also as a potentially broad-spectrum small-molecule inhibitor for cancer. Bufalin can partly reverse the MDR of K562/VCR cells, with a possible mechanism of down-regulating MRP1 expression and activating apoptosis pathway by altering Bcl-xL/Bax ratio.

Formula: C₂₄H₃₄O₄

Purity: 95%~99%

Molecular weight: 386.532

Ref: BP-BP0288

Bufalin

CAS: 465-21-4

Bufalin: a cardiotonic, antineoplastic glycoside in ChanSu; from toad venom; inhibits Na+/K+-ATPase, triggers apoptosis via MAPK pathway.

Formula: C₂₄H₃₄O₄

Purity: 98% - 99.8%

Color and Shape: White Solid

Molecular weight: 386.52

Ref: TM-T1719

Bufalin

CAS: 465-21-4

Formula: C₂₄H₃₄O₄

Purity: (HPLC) ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 386.52

Ref: 7W-GL7257

Bufalin

CAS: 465-21-4

Lactone

Formula: C₂₄H₃₄O₄

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 386.53

Ref: 5G-89587

Bufalin

CAS: 465-21-4

Purity: 99.86%

Molecular weight: 386.532

Ref: 10-F048876

Bufalin

CAS: 465-21-4

Applications A bufadienolide derivative, cardiac steroid, a component of bufadienolides present in the traditional Chinese medicine Chan'su, used therapeutically for the treatment of heart disease, also has been reported as a protective factor in many tumors.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Wang, B., et al.: Biol. Pharm. Bull., 34, 967 (2011), Song, C., et al.: Xiandai Zhongliu Yixue, 18, 1863, 2010.

Formula: C₂₄H₃₄O₄

Color and Shape: Neat

Molecular weight: 386.52

Ref: TR-B689510

Bufalin

CAS: 465-21-4

Bufalin is a bufadienolide compound, which is a type of steroid derived primarily from toad venom, specifically from the skin and parotid venom glands of the toad species Bufo gargarizans. Its mode of action involves the inhibition of Na+/K+-ATPase, an enzyme critical for maintaining the electrochemical gradient across cell membranes. By disrupting this gradient, Bufalin affects cellular ion homeostasis and induces apoptosis in various cancer cell lines.

Formula: C₂₄H₃₄O₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 386.52 g/mol

Ref: 3D-FB19349

Bufalin-2,2,3,4,4-d5

Controlled Product

CAS: 465-21-4

Applications Isotope labelled Bufalin (B689510) is a Bufadienolide derivative, cardiac steroid, a component of bufadienolides present in the traditional Chinese medicine Chan'su, used therapeutically for the treatment of heart disease, also has been reported as a protective factor in many tumors.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Wang, B., et al.: Biol. Pharm. Bull., 34, 967 (2011), Song, C., et al.: Xiandai Zhongliu Yixue, 18, 1863, 2010.

Formula: C₂₄H₂₉D₅O₄

Color and Shape: Neat

Molecular weight: 391.56

Ref: TR-B689512