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58812-37-6,MFCD00210564
Catalog No.:AA00E8W1

58812-37-6 | Toosendanin

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1mg
≥95% (mixture of isomers)
in stock  
$55.00   $38.00
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5mg
≥95% (mixture of isomers)
in stock  
$205.00   $143.00
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10mg
≥95% (mixture of isomers)
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$299.00   $209.00
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20mg
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$429.00   $300.00
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  • Technical Information
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  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00E8W1
Chemical Name:
Toosendanin
CAS Number:
58812-37-6
Molecular Formula:
C30H38O11
Molecular Weight:
574.6161
MDL Number:
MFCD00210564
SMILES:
CC(=O)O[C@H]1C(=O)[C@@H]2[C@@]34CO[C@H]([C@]([C@@H]4C[C@H]([C@]2([C@@]24[C@]1(C)[C@@H](C[C@H]4O2)c1ccoc1)C)O)([C@@H](C[C@@H]3O)OC(=O)C)C)O
Properties
Computed Properties
 
Complexity:
1190  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
14  
Heavy Atom Count:
41  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
5  
XLogP3:
0.7  

Literature

Title: Serum microRNA-122-3p, microRNA-194-5p and microRNA-5099 are potential toxicological biomarkers for the hepatotoxicity induced by Airpotato yam.

Journal: Toxicology letters 20171005

Title: The involvement of p62-Keap1-Nrf2 antioxidative signaling pathway and JNK in the protection of natural flavonoid quercetin against hepatotoxicity.

Journal: Free radical biology & medicine 20150801

Title: Toosendanin induces apoptosis through suppression of JNK signaling pathway in HL-60 cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20130201

Title: Synthesis and insecticidal activity of some novel fraxinellone-based esters.

Journal: Journal of agricultural and food chemistry 20120718

Title: Metabolites from Aspergillus fumigatus, an endophytic fungus associated with Melia azedarach, and their antifungal, antifeedant, and toxic activities.

Journal: Journal of agricultural and food chemistry 20120404

Title: The anti-botulism triterpenoid toosendanin elicits calcium increase and exocytosis in rat sensory neurons.

Journal: Cellular and molecular neurobiology 20111101

Title: Natural products-based insecticidal agents 11. Synthesis and insecticidal activity of novel 4α-arylsulfonyloxybenzyloxy-2β-chloropodophyllotoxin derivatives against Mythimna separata Walker in vivo.

Journal: Bioorganic & medicinal chemistry letters 20110915

Title: Podophyllotoxin-derived insecticidal agents: part XIII--evaluation of insecticidal activity of podophyllotoxin derivatives against Brontispa longissima.

Journal: Natural product research 20110901

Title: Antifeedant diterpenoids against Tribolium castaneum from the stems and twigs of Ceriops tagal (Rhizophoraceae).

Journal: Molecules (Basel, Switzerland) 20110720

Title: Feeding deterrents from Aconitum episcopale roots against the red flour beetle, Tribolium castaneum.

Journal: Journal of agricultural and food chemistry 20110427

Title: Natural products-based insecticidal agents 9. Design, semisynthesis and insecticidal activity of 28-acyloxy derivatives of toosendanin against Mythimna separata Walker in vivo.

Journal: Bioorganic & medicinal chemistry letters 20110401

Title: Natural products-based insecticidal agents 6. Design, semisynthesis, and insecticidal activity of novel monomethyl phthalate derivatives of podophyllotoxin against Mythimna separata Walker in vivo.

Journal: Bioorganic & medicinal chemistry letters 20100801

Title: Natural products-based insecticidal agents 5. Design, semisynthesis and insecticidal activity of novel 4'-substituted benzenesulfonate derivatives of 4-deoxypodophyllotoxin against Mythimna separata Walker in vivo.

Journal: Bioorganic & medicinal chemistry letters 20100415

Title: Toosendanin: synthesis of the AB-ring and investigations of its anti-botulinum properties (Part II).

Journal: Bioorganic & medicinal chemistry 20100201

Title: Semisynthesis and quantitative structure-activity relationship (QSAR) study of novel aromatic esters of 4'-demethyl-4-deoxypodophyllotoxin as insecticidal agents.

Journal: Journal of agricultural and food chemistry 20090909

Title: Antifeedant activity of ethanolic extract from Flourensia oolepis and isolation of pinocembrin as its active principle compound.

Journal: Bioresource technology 20090701

Title: Function-oriented synthesis applied to the anti-botulinum natural product toosendanin.

Journal: Bioorganic & medicinal chemistry 20090201

Title: Roles of reactive oxygen species and MAP kinases in the primary rat hepatocytes death induced by toosendanin.

Journal: Toxicology 20080710

Title: Growth inhibition and apoptosis-induced effect on human cancer cells of toosendanin, a triterpenoid derivative from chinese traditional medicine.

Journal: Investigational new drugs 20051201

Title: The long-term effect of toosendanin on current through nifedipine-sensitive Ca2+ channels in NG108-15 cells.

Journal: Toxicon : official journal of the International Society on Toxinology 20050101

Title: Cure of experimental botulism and antibotulismic effect of toosendanin.

Journal: Acta pharmacologica Sinica 20040601

Title: Toosendanin increases free-Ca(2+) concentration in NG108-15 cells via L-type Ca(2+) channels.

Journal: Acta pharmacologica Sinica 20040501

Title: Melia toosendan regulates PC12 Cell differentiation via the activation of protein kinase A and extracellular signal-regulated kinases.

Journal: Neuro-Signals 20040101

Title: Antagonism of botulinum toxin type A-induced cleavage of SNAP-25 in rat cerebral synaptosome by toosendanin.

Journal: FEBS letters 20031204

Title: Larval exposure to oviposition deterrents alters subsequent oviposition behavior in generalist, Trichoplusia ni and specialist, Plutella xylostella moths.

Journal: Journal of chemical ecology 20030801

Title: Toosendanin induces outgrowth of neuronal processes and apoptosis in PC12 cells.

Journal: Neuroscience research 20030201

Title: Antifeedant and insecticide properties of a limonoid from Melia azedarach (Meliaceae) with potential use for pest management.

Journal: Journal of agricultural and food chemistry 20030115

Title: The pre-synaptic blocker toosendanin does not inhibit secretion in exocrine cells.

Journal: World journal of gastroenterology 20021015

Title: Potent limonoid insect antifeedant from Melia azedarach.

Journal: Bioscience, biotechnology, and biochemistry 20020801

Title: Feeding deterrents from Dictamnus dasycarpus Turcz against two stored-product insects.

Journal: Journal of agricultural and food chemistry 20020313

Title: Different effects of toosendanin on perineurially recorded Ca(2+) currents in mouse and frog motor nerve terminals.

Journal: Neuroscience research 20011101

Title: Modulation of inward rectifier potassium channel by toosendanin, a presynaptic blocker.

Journal: Neuroscience research 20010701

Title: Toosendanin-induced inhibition of small-conductance calcium-activated potassium channels in CA1 pyramidal neurons of rat hippocampus.

Journal: Neuroscience letters 20010427

Title: Inhibition of large-conductance Ca(2+)-activated K(+) channels in hippocampal neurons by toosendanin.

Journal: Neuroscience 20010101

Title: Fan H, et al. Toosendanin alleviates dextran sulfate sodium-induced colitis by inhibiting M1 macrophage polarization and regulating NLRP3 inflammasome and Nrf2/HO-1 signaling. Int Immunopharmacol. 2019 Sep 11;76:105909.

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