Cinobufagin

Cinobufagin Basic information
Description References
Product Name:Cinobufagin
Synonyms:RARECHEM BK HC T302;5b,20(22)-Bufadienolide-3b,16b-diol-14,15b-epoxy 16-acetate;CINOBUFAGIN95%,99%;CINOBUFAGIN(P);TRANS-3-PHENYLPROPENOIC ACID;TRANS-3-BENZENEPROPENOIC ACID;TRANS-CINNAMYLIC ACID;Cinobufagin std.
CAS:470-37-1
MF:C26H34O6
MW:442.55
EINECS:636-927-8
Product Categories:chemical reagent;pharmaceutical intermediate;Steroids;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File:470-37-1.mol
Cinobufagin Structure
Cinobufagin Chemical Properties
Melting point 133 °C(lit.)
Boiling point 300 °C(lit.)
density 1.261 g/cm3
Fp >230 °F
storage temp. 2-8°C
solubility DMF: 10 mg/ml; DMSO: 10 mg/ml; DMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml
pka15.10±0.70(Predicted)
form powder to crystal
color White to Light yellow
Safety Information
Hazard Codes Xi,T+,Xn
Risk Statements 36/37/38-26/27/28-42/43-20/22
Safety Statements 26-36-45-36/37/39-22-24/25
RIDADR UN 2811 6.1/PG 1
WGK Germany 3
RTECS GD7850000
HazardClass 6.1(a)
PackingGroup II
HS Code 29322090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Cinobufagin Usage And Synthesis
DescriptionCinobufagin is a cardiotoxic bufanolide steroid secreted by the Asiatic toad Bufo gargarizans, having similar effects to digitalis and used in traditional Chinese medicine. It has potential antineoplastic activity and now is widely used in clinical practice, especially in anti-liver cancer. It has benn found to suppress cancer cell proliferation and cause apoptosis in cancer cells via a sequence of apoptotic modulators, including mitochondrial Bax and cytosolic chromosome c, and caspases 3, 8, and 9.
References1. https://en.wikipedia.org/wiki/Cinobufagin
2. https://www.cancer.gov/publications/dictionaries/cancer-drug?cdrid=689412
3. http://www.yourdictionary.com/cinobufagin
4. https://www.medchemexpress.com/cinobufagin.html


DescriptionCinobufagin is a cardiotonic steroid that has been found in the skin of toads of genus Bufo and has diverse biological activities. It inhibits Na+/K+-ATPase activity in guinea pig heart ventricular muscle homogenates by 45% when used at a concentration of 0.3 μM. Cinobufagin is cytotoxic to HCT116 colorectal cancer cells in vitro with IC50 values of less than 50 ng/ml at 48- and 72-hour time points and induces apoptosis in a concentration-dependent manner. In vivo, cinobufagin (10 mg/kg) reduces tumor growth in an HCT116 mouse xenograft model. Cinobufagin (1 μg/ml) inhibits LPS-induced expression of MHC class II, CD80, and CD86 and release of IL-6, IL-8, TNF-α, and IL-10 in human monocyte-derived dendritic cells. It also increases expression of the antimicrobial peptides hBD2 and hBD3 in dendritic cells. Cinobufagin exhibits dose-dependent antinociceptive effects in the hot-plate, acetic acid writhing, and formalin tests in mice.
UsesCinobufagine is a major component of cinobufacini (huachansu), is an important cardenolidal steroid. Cinobufagine was shown to exhibit potent anti-cancer effects.
DefinitionChEBI: Cinobufagin is a steroid lactone. It is functionally related to a bufanolide.
Cinobufagin Preparation Products And Raw materials
Sodium acetate Cinobufagin (R)-(+)-1,2-EPOXYTRIDECANE 7-OCTEN-2-OL, 2-METHYL-6-METHYLENE POLY(VINYL ACETATE) Cellulose acetate (R)-(+)-1,2-EPOXYPENTADECANE Resibufogenin CIS-2,3-EPOXYBUTANE (S)-1,2-EPOXYPENTANE 1,2-EPOXY-5-HEXENE ACETATE Ethyl acetate Glatiramer acetate (R)-(+)-1,2-EPOXYHEXADECANE ERYTHRO-5,6-DODECANEDIOL Vinyl acetate Ammonium acetate

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