Gamabufotalin

Modify Date: 2024-01-02 08:42:36

Gamabufotalin structure	Common Name	Gamabufotalin
	CAS Number	465-11-2	Molecular Weight	402.524
	Density	1.3±0.1 g/cm3	Boiling Point	595.8±50.0 °C at 760 mmHg
	Molecular Formula	C₂₄H₃₄O₅	Melting Point	N/A
	MSDS	N/A	Flash Point	203.4±23.6 °C

Use of Gamabufotalin

Gamabufotalin (Gamabufagin), a major bufadienolide of Chansu, has been used for cancer therapy due to its desirable metabolic stability and less adverse effect.IC50 value:Target: in vitro: Gamabufotalin (CS-6) strongly suppressed COX-2 expression by inhibiting the phosphorylation of IKKβ via targeting the ATP-binding site, thereby abrogating NF-κB binding and p300 recruitment to COX-2 promoter. In addition, CS-6 induced apoptosis by activating the cytochrome c and caspase-dependent apoptotic pathway [1]. Gamabufotalin significantly potentiated human breast cancer cells with different status of ER-alpha to apoptosis induction of TRAIL, as evidenced by enhanced Annexin V/FITC positive cells (apoptotic cells), cytoplasmic histone-associated-DNA-fragments, membrane permeability transition (MPT), caspases activation and PARP cleavage [2].in vivo: CS-6 markedly down-regulated the protein levels of COX-2 and phosphorylated p65 NF-κB in tumor tissues of the xenograft mice, and inhibited tumor weight and size [1].

Name	5-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-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
Synonym	More Synonyms

Description	Gamabufotalin (Gamabufagin), a major bufadienolide of Chansu, has been used for cancer therapy due to its desirable metabolic stability and less adverse effect.IC50 value:Target: in vitro: Gamabufotalin (CS-6) strongly suppressed COX-2 expression by inhibiting the phosphorylation of IKKβ via targeting the ATP-binding site, thereby abrogating NF-κB binding and p300 recruitment to COX-2 promoter. In addition, CS-6 induced apoptosis by activating the cytochrome c and caspase-dependent apoptotic pathway [1]. Gamabufotalin significantly potentiated human breast cancer cells with different status of ER-alpha to apoptosis induction of TRAIL, as evidenced by enhanced Annexin V/FITC positive cells (apoptotic cells), cytoplasmic histone-associated-DNA-fragments, membrane permeability transition (MPT), caspases activation and PARP cleavage [2].in vivo: CS-6 markedly down-regulated the protein levels of COX-2 and phosphorylated p65 NF-κB in tumor tissues of the xenograft mice, and inhibited tumor weight and size [1].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cancer Natural Products >> Steroids
References	[1]. Yu Z, et al. Gamabufotalin, a bufadienolide compound from toad venom, suppresses COX-2 expression through targeting IKKβ/NF-κB signaling pathway in lung cancer cells. Mol Cancer. 2014 Aug 31;13:203. [2]. Dong Y, et al. Bufadienolide compounds sensitize human breast cancer cells to TRAIL-induced apoptosis via inhibition of STAT3/Mcl-1 pathway. Apoptosis. 2011 Apr;16(4):394-403.

Description

Related Catalog

Signaling Pathways >> Others >> Others

Research Areas >> Cancer

Natural Products >> Steroids

References

[1]. Yu Z, et al. Gamabufotalin, a bufadienolide compound from toad venom, suppresses COX-2 expression through targeting IKKβ/NF-κB signaling pathway in lung cancer cells. Mol Cancer. 2014 Aug 31;13:203.

[2]. Dong Y, et al. Bufadienolide compounds sensitize human breast cancer cells to TRAIL-induced apoptosis via inhibition of STAT3/Mcl-1 pathway. Apoptosis. 2011 Apr;16(4):394-403.

Density	1.3±0.1 g/cm3
Boiling Point	595.8±50.0 °C at 760 mmHg
Molecular Formula	C₂₄H₃₄O₅
Molecular Weight	402.524
Flash Point	203.4±23.6 °C
Exact Mass	402.240631
PSA	90.90000
LogP	1.99
Vapour Pressure	0.0±3.8 mmHg at 25°C
Index of Refraction	1.612
Storage condition	-20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EI2996800

CHEMICAL NAME :: 5-beta-Bufa-20,22-dienolide, 3-beta,11-alpha,14-trihydroxy-

CAS REGISTRY NUMBER :: 465-11-2

LAST UPDATED :: 199709

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C24-H34-O5

MOLECULAR WEIGHT :: 402.58

WISWESSER LINE NOTATION :: L E5 B666TJ A1 CQ E1 IQ OQ F- ET6OVJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: 100 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85ELDJ "Die Herzwirksamen Glykoside," Baumgarten, G., and W. Forster, Leipzig, Ger. Dem. Rep., VEB Georg Thieme, 1963 Volume(issue)/page/year: -,191,1963

(3β,5β,11α)-3,11,14-Trihydroxybufa-20,22-dienolide

Gammabufotalin

3b,11a,14-Trihydroxy-5b-bufa-20,22-dienolide

Bufa-20,22-dienolide, 3,11,14-trihydroxy-, (3β,5β,11α)-

Gamabufotalin

(3b,5b,11a)-3,11,14-Trihydroxybufa-20,22-dienolide

Gamabufagin

Gamabufogenin

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Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Gamabufotalin
Price: Check
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China
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Gamabufotalin
Price: ￥2158.0/10mg
Purity: 98.0%
Delivery: 1 Day
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Email: 2130147988@qq.com

DC Chemicals Limited
China
Product Name: Gamabufotalin
Price: $280.0/20mg
Purity: 98.0%
Delivery: 3 Day
Contact: Tony Cao
Email: sales@dcchemicals.com

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Gamabufotalin
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Delivery: Inquiry
Contact: Ms Wang
Email: enquiry@dycnchem.com

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Price: $337/10mM*1mLinDMSO

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Gamabufotalin

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Gamabufotalin Biological Activity

Chemical & Physical Properties

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CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

Synonyms

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.