SML3465

Toosendanin

≥90% (HPLC)

• Synonym(e): (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
• Empirische Formel (Hill-System): C₃₀H₃₈O₁₁
• CAS-Nummer: 58812-37-6
• Molekulargewicht: 574.62
• UNSPSC Code: 51111800
• NACRES: NA.77
• MDL number: MFCD00210564
• Assay: ≥90% (HPLC)
• Form: powder

Eigenschaften

• Quality Segment: 100
• assay: ≥90% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: -10 to -25°C
• SMILES string: 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/
• InChI key: NAHTXVIXCMUDLF-RFNFAWMESA-N

Beschreibung

Biochem/physiol Actions

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.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• Gefahrencodes: H301
• Sicherheitshinweise: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable