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Cinobufagin

Cinobufagin structure

CAS No:
470-37-1
Formula:
C26H34O6
Chemical Name:
Cinobufagin
Synonyms:
Bufa-20,22-dienolide,16-(acetyloxy)-14,15-epoxy-3-hydroxy-,(3β,5β,15β,16β)-;5β-Bufa-20,22-dienolide,14,15β-epoxy-3β,16β-dihydroxy-,16-acetate;Cinobufagin;14,15-Epoxy-14H-cyclopenta[a]phenanthrene,bufa-20,22-dienolide deriv.;(3β,5β,15β,16β)-16-(Acetyloxy)-14,15-epoxy-3-hydroxybufa-20,22-dienolide;Cinobufagine;NSC 90325;Cinobufagenin;Cinobufogenin;1476-69-3;25875-35-8
Categories:
Biochemical Engineering > Plant Extracts

Description

Cinobufagin, a kind of Chinese materia medica with antitumor effect, is widely used in clinical practice, especially in anti-liver cancer.IC50 value:Target:In vitro: Cinobufagin inhibited proliferation of cancer cells at doses of 0.1, 1, or 10 μM after 2–4 days of culture. Cytotoxicity of cinobufagin on the DU145 and LNCaP cells was dose-dependent. Cinobufagin increased [Ca2+]i and apoptosis in cancer cells after a 24-hr culture as well as caspase 3 activities in DU145 and PC3 cells and

Cinobufagin is a steroid lactone. It derives from a bufanolide.|Cinobufagin is a bufadienolide compound extracted from the dried venom secreted by the parotid glands of toads and one of the glycosides in the traditional Chinese medicine ChanSu, with potential antineoplastic activity. Although the mechanism of action of cinobufagin is still under investigation, it has been found to suppress cancer cell proliferation and cause apoptosis in cancer cells via a sequence of apoptotic modulators that include mitochondrial Bax and cytosolic chromosome c, and caspases 3, 8, and 9. Possible upstream mediators of cinobufagin-induced apoptosis include Fas and p53.

Cinobufagin Basic Attributes

Molecular Weight：

442.55

Exact Mass：

442.54

EC Number：

205-398-1

UNII：

T9PSN4R8IR

NSC Number：

90325

NCI Thesaurus Code：

C95021

HScode：

3001200090

Characteristics

PSA：

89.27000

XLogP3：

2.43

Density：

1.261 g/cm³

Melting Point：

222-223 °C

Boiling Point：

300 °C(lit.)

Flash Point：

>230 °F

Refractive Index：

1.595

Storage Conditions：

2-8°C

Vapor Pressure：

0mmHg at 25°C

Toxicity：

Oral-Mouse LD50: 144 mg/kg; Intravenous-Mouse LD50: 1.21 mg/kg

Flammability characteristics：

Flammable, spicy and irritating smoke emitted from the fire

Safety Information

Packing level：

Hazard category：

6.1(a)

Transport codes：

UN 2811 6.1/PG 1

wgk germany：

hazard class code：

36/37/38-26/27/28-42/43-20/22

safety instructions：

26-36-45-36/37/39-22-24/25

RTECS Number：

GD7850000

Marks：

Xi,T+,Xn

Storage features：

Treasury low temperature (below 4℃), ventilated, dry; stored separately from food raw materials

Precautionary statement(s)：

P260-P264-P280-P284-P302 + P350-P310

Hazard Statements：

H300-H310-H330

GHS Classification：

|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P304+P340, P310, P320, P321, P322, P330, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

highly toxic

Drug Information

MeSH Entry Terms：

cinobufagin

Cinobufagin Use and Manufacturing

Cinobufagine is a major component of cinobufacini (huachansu), is an important cardenolidal steroid. Cinobufagine was shown to exhibit potent anti-cancer effects.

Computed Properties

Molecular Weight:442.5
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:442.23553880
Monoisotopic Mass:442.23553880
Topological Polar Surface Area:85.4
Heavy Atom Count:32
Complexity:923
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Clears away heat and detoxifies, reduces swelling and relieves sore throat

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Liulingwan
Ingredients	Artificial bezoar, musk O, pearl (processed), borneol, realgar O, toad venom,
Indication	Not yet clear
Specifications	Each 100 pills weigh 0.3g

Plum Blossom Dianshe Pills
Ingredients	Borneol, toad venom, agarwood, myrrh, bezoar, borax, frankincense, musk, scutellaria, realgar, bear gall, dragon's blood, pearl, cinnabar. This product is a vermilion coated water pill, which is brownish yellow to brown after removing the coating; it has a fragrant smell, bitter taste, and numbs the tongue.
Indication	Not yet clear
Specifications	Each 10 pills weigh 1g
Manufacturer	Liaoning Jindan Pharmaceutical Co., Ltd.

Xinkening Capsules
Ingredients	Salvia miltiorrhiza, Panax notoginseng, safflower, artificial bezoar, borneol, toad venom, buffalo horn concentrate powder, and ginseng root.
Indication	This product can significantly improve myocardial ischemia, reduce the scope of infarction, reduce myocardial oxygen consumption, and significantly reduce myocardial oxygen consumption index. It has a protective effect on coronary artery spasm of isolated hearts. It has a direct protective effect on hypoxia-sugar-deficiency damage of in vitro cultured cardiomyocytes.
Specifications	0.4g per tablet
Manufacturer	Tonghua Huikang Biopharmaceutical Co., Ltd.

See More Related Drugs

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Guide of Cinobufagin

Description
Basic Attributes
Characteristics
Safety Information
Toxicity
Drug Information
Use and Manufacturing
Computed Properties
Drug Function and Efficacy
Related Drugs
Recommended Suppliers
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