ChemicalBook--->CAS DataBase List--->465-39-4

465-39-4

465-39-4 Structure

465-39-4 Structure
IdentificationBack Directory
[Name]

Resibufogenin
[CAS]

465-39-4
[Synonyms]

rbg
Respigon
BUFOGENIN
bufogenina
RESIBUFOGENIN
Resibufogeninc
RESIBUFOGENIN95%,97%
Resibufogenin(NSC 90783)
14,15β-Epoxy-3β-hydroxy-5β-bufa-20,22-dienolide
20,22,5BETA-BUFADIENOLID-14BETA,15BETA-EPOXY-3BETA-OL
22-dienolide,14,15-beta-epoxy-3-beta-hydroxy-5-beta-bufa-2
3-beta-hydroxy-14,15-beta-epoxy-5-beta-bufa-20,22-dienolide
14,15-beta-epoxy-3-beta-hydroxy-5-beta-bufa-20,22-dienolide
5-beta-Bufa-20,22-dienolide, 14,15-beta-epoxy-3-beta-hydroxy-
(3BETA,5BETA,15BETA)-14,15EPOXY-3-HYDROXY-5-BUFA-20,22-DIENOLIDE
[Molecular Formula]

C24H32O4
[MDL Number]

MFCD00210361
[MOL File]

465-39-4.mol
[Molecular Weight]

384.51
Chemical PropertiesBack Directory
[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. ]

Inert atmosphere,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.
[pka]

15.14±0.70(Predicted)
[color ]

White to off-white
[Stability:]

Moisture Sensitive
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[InChIKey]

ATLJNLYIJOCWJE-CWMZOUAVSA-N
[SMILES]

C[C@@]12[C@@]3(O[C@@H]3C[C@@H]2C4=COC(C=C4)=O)[C@]5([H])CC[C@]6([H])C[C@@H](O)CC[C@]6(C)[C@@]5([H])CC1
Safety DataBack Directory
[Safety Statements ]

24/25
[RIDADR ]

3172
[WGK Germany ]

WGK 3
[HazardClass ]

6.1(a)
[PackingGroup ]

II
[HS Code ]

29322090
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 2 Dermal
Acute Tox. 2 Inhalation
Acute Tox. 2 Oral
[Toxicity]

LD50 oral in mouse: 59800mg/kg
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Resibufogenin(465-39-4).msds
Hazard InformationBack Directory
[Description]

As 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.
[Uses]

Resibufogenin is used for content determination/identification/pharmacological experiments, etc.
[Definition]

ChEBI: 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 Activity]

Resibufogenin (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.
[Pharmacokinetics]

The 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
()
Spectrum DetailBack Directory
[Spectrum Detail]

Resibufogenin(465-39-4)MS
Resibufogenin(465-39-4)1HNMR
Resibufogenin(465-39-4)IR1
Resibufogenin(465-39-4)IR2
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