SML3465

Toosendanin

≥90% (HPLC)

• Sinónimos: (1S,2aR,3aS,3bS,4R,5aR,6R,7S,9S,9aS,9bR,11R,11aR,14S)-1-(furan-3-yl)-4,9,14-trihydroxy-3b,6,11a-trimethyl-10-oxotetradecahydro-1H-6,9a-(methanooxymethano)naphtho[1′,2′:6,7]indeno[1,7a-b]oxirene-7,11-diyl diacetate, 28-Deacetylsendanin, Chuanliansu
• Fórmula empírica (notación de Hill): C₃₀H₃₈O₁₁
• Número de CAS: 58812-37-6
• Peso molecular: 574.62
• Número MDL: MFCD00210564
• Código UNSPSC: 51111800
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥90% (HPLC)
• Formulario: powder
• color: white to beige
• solubilidad: DMSO: 2 mg/mL, clear
• temp. de almacenamiento: -10 to -25°C
• cadena SMILES: C[C@@]1([C@H]2OC(C)=O)[C@]3([C@]([H])(O3)C[C@H]1C4=COC=C4)[C@]5(C)[C@H](O)C[C@@]6([H])[C@@](C)([C@@H]7O)[C@H](OC(C)=O)C[C@H](O)[C@]6(CO7)[C@@]5([H])C2=O
• InChI: 1S/C30H38O11/c1-13(31)39-20-10-19(34)29-12-38-25(36)26(20,3)17(29)9-18(33)28(5)23(29)22(35)24(40-14(2)32)27(4)16(15-6-7-37-11-15)8-21-30(27,28)41-21/h6-7,11,16-21,23-25,33-34,36H,8-10,12H2,1-5H3/t16-,17-,18+,19-,20+,21+,23-,24-,25+,26+,27+,28+,29+,30+/m0/
• Clave InChI: NAHTXVIXCMUDLF-RFNFAWMESA-N

Descripción

Acciones bioquímicas o fisiológicas

Botulinum neurotoxin inhibitor; Inhibitor of anthrax Lethal Toxin-induced cell death; exhibits potent antiviral activity against SARS-CoV-2, SFTSV, and bunyavirus.

Toosendanin is a natural occuring triterpenoid recently found to be an inhibitor of botulinum neurotoxin and also found to be an inhibitor of anthrax Lethal Toxin (LT)-induced cell death. Anthrax toxin is composed of three proteins: the toxin B subunit protective antigen (PA), a zinc metalloprotease lethal factor (LF), and an adenylate cyclase edema factor (EF). PA and EF combine to form edema toxin (ET) while PA and LF combine to form lethal toxin (LT), which induces rapid caspase-1 dependent cell death in macrophages. Toosendanin had an IC50 of 56 nM (32 ng/ml) against LT, likely by inhibiting endocytosis and endosomal acidification. Toosendanin has also been found to suppress proliferation and induce apoptosis in a variety of human cancer cells, possibly mediated through JNK signaling pathway.

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H301
• Consejos de prudencia: P264 - P270 - P301 + P310 - P405 - P501
• Clasificaciones de peligro: Acute Tox. 3 Oral
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable