Resibufogenin

Resibufogenin Basic information
Product Name:Resibufogenin
Synonyms:bufogenina;rbg;RESIBUFOGENIN;RESIBUFOGENIN95%,97%;(3BETA,5BETA,15BETA)-14,15EPOXY-3-HYDROXY-5-BUFA-20,22-DIENOLIDE;20,22,5BETA-BUFADIENOLID-14BETA,15BETA-EPOXY-3BETA-OL;BUFOGENIN;5-beta-Bufa-20,22-dienolide, 14,15-beta-epoxy-3-beta-hydroxy-
CAS:465-39-4
MF:C24H32O4
MW:384.51
EINECS:
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Steroids
Mol File:465-39-4.mol
Resibufogenin Structure
Resibufogenin Chemical Properties
Melting point 113-140°/155-168°
alpha D22 -7.1° (c = 1.259 in chloroform); D16 -5.4° (c = 2.030 in chloroform)
Boiling point 431.17°C (rough estimate)
density 1.0474 (rough estimate)
refractive index 1.4860 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMF: 25 mg/mL; DMF:PBS(pH 7.2)(1:1): 0.5 mg/mL; DMSO: 20 mg/mL; Ethanol: 5 mg/mL
form White to off-white solid.
pka15.14±0.70(Predicted)
Stability:Moisture Sensitive
Safety Information
Safety Statements 24/25
RIDADR 3172
HazardClass 6.1(a)
PackingGroup II
HS Code 29322090
ToxicityLD50 oral in mouse: 59800mg/kg
MSDS Information
ProviderLanguage
Resibufogenin English
Resibufogenin Usage And Synthesis
DescriptionAs one of the active components of Bufonis bufa, Resibufogenin is speculated that Etobufaxin can inhibit the proliferation of tumor cells by inducing apoptosis of osteosarcoma cells.
UsesResibufogenin is used for content determination/identification/pharmacological experiments, etc.
DefinitionChEBI: Bufogenin is a steroid lactone of Chan su (toad venom), a Chinese medicine obtained from the skin venom gland of toads. A specific Na/K-ATPase protein inhibitor, it is used as a cardiotonic and central nervous system (CNS) respiratory agent, an analgesic and anesthetic, and as a remedy for ulcers. It has a role as an EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor. It is a steroid lactone and an epoxy steroid. It is functionally related to a bufanolide.
Biological ActivityResibufogenin (Bufogenin, Recibufogenin) is the anticancer component of huachansu cinobufogenin, which triggers necrosis by up-regulating receptor-interacting protein kinase 3 (RIP3) and phosphorylating Ser358 of mixed lineage kinase domain-like protein. It exerts cytotoxic effects by inducing the accumulation of reactive oxygen species (ROS). Resibufogenin induces apoptosis and caspase-3 and caspase-8 activity. Also it increases Bax/Bcl-2 expression and inhibits protein expression of cyclin D1, cyclin E, PI3K, p-AKT, p-GSK3β and β-catenin.
PharmacokineticsThe main pharmacological action of acetobufaxin is anti-tumor. The cinobufavidin injection was separated by modern chromatographic techniques, and the exobufaxin compounds were obtained. The main monomers of exobufaxin were analyzed and identified by HPLC-DAD-FT-ICR-MS. The anti-tumor activity of exobufaxin was screened in vitro, and the pancreatic cancer tumor-bearing nude mouse model was established in vivo to evaluate the efficacy of exobufaxin.
target
TargetValue
RIP3
()
MLK
()
ROS
()
Caspase-3
()
Caspase-8
()
Resibufogenin Preparation Products And Raw materials
14,15β-Epoxy-3β-hydroxy-19-oxo-5β,14β-bufa-20,22-dienolide resibufogenin acetate RESIBUFOGENIN(SH) 1,2-EPOXYHEXADECANE Cinobufagin (R)-(+)-1,2-EPOXYTETRADECANE 7-OCTEN-2-OL, 2-METHYL-6-METHYLENE Resibufogenin std. Resibufogenin 3-(hydrogen suberate) 1-ETHOXY-1-HEPTENE Vinyl ester resin Carbobenzoxyhydrazide hept-1-enyl acetate (R)-(+)-1,2-EPOXYPENTADECANE Resibufogenin (R)-(+)-1,2-EPOXY-9-DECENE (R)-(+)-1,2-EPOXYHEXADECANE Isocyanatocyclohexane

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