CymitQuimica logo

CAS 13072-89-4

:

4,9-Anhydrotetrodotoxin

Description:
4,9-Anhydrotetrodotoxin is a potent neurotoxin derived from the pufferfish, specifically from the species of the genus Fugu. It is a derivative of tetrodotoxin, which is known for its ability to block voltage-gated sodium channels in nerve cells, leading to paralysis and potentially fatal respiratory failure. This compound is characterized by its complex molecular structure, which includes a bicyclic framework and multiple functional groups that contribute to its biological activity. 4,9-Anhydrotetrodotoxin exhibits high toxicity, with effects that can manifest rapidly upon exposure. Its mechanism of action involves the selective inhibition of sodium ion influx, disrupting normal neuronal signaling. Due to its extreme toxicity, this substance is of significant interest in pharmacological research, particularly in the study of ion channels and potential therapeutic applications. However, handling and research involving 4,9-Anhydrotetrodotoxin require stringent safety protocols due to the risks associated with its toxic properties.
Formula:C11H15N3O7
InChI:InChI=1/C11H15N3O7/c12-8-13-6-2-4-9(17,1-15)5-3(16)10(2,14-8)7(19-6)11(18,20-4)21-5/h2-7,15-18H,1H2,(H3,12,13,14)/t2?,3-,4?,5-,6?,7+,9+,10-,11+/m1/s1
InChI key:InChIKey=STNXQECXKDMLJK-PZKHIREQSA-N
SMILES:O[C@H]1[C@]23[C@@]4([C@@]5([C@](CO)(O)[C@]1(O[C@](O)([C@]2(O[C@@]4(N=C(N)N3)[H])[H])O5)[H])[H])[H]
Synonyms:
  • (2S,3R,4S,5R,11S,12S)-7-amino-2-(hydroxymethyl)-10,13,15-trioxa-6,8-diazapentacyclo[7.4.1.1~3,12~.0~5,11~.0~5,14~]pentadec-7-ene-2,4,12-triol (non-preferred name)
  • (4-beta,9-beta)-4,9-Dideoxy-4,9-epoxytetrodotoxin
  • (4S,5aS,6S,8R,9S,10S,11S,11aR,12R)-2-Amino-1,4,5a,6,8,9,10,11-octahydro-9-(hydroxymethyl)-6,10-epoxy-4,8,11a-metheno-11aH-oxocino[4,3-f][1,3,5]oxadiazepine-6,9,11-triol
  • 4,9-Anhydrotetrodotoxin
  • 4-beta,9-beta-Dideoxy-4,9-epoxytetrodotoxin
  • 6,10-Epoxy-4,8,11a-metheno-11aH-oxocino(4,3-f)(1,3,5)oxadiazepine-6,9,11-triol, 2-amino-1,4,5a,6,8,9,10,11-octahydro-9-(hydroxymethyl)-, (4S,5aS,6S,8R,9S,10S,11S,11aR,12R)-
  • Anhydroepitetrodotoxin
  • Tetrodotoxin, 4,9-anhydro-
  • Tetrodotoxin, 4,9-dideoxy-4,9-epoxy-, (4-beta,9-beta)- (9CI)
  • Tetrodotoxin, 4,9-dideoxy-4,9-epoxy-, (4beta,9beta)-
  • See more synonyms
Sort by
Purity (%)
0
100
|
0
|
50
|
90
|
95
|
100
Found 3 products.
  • 4,9-Anhydrotetrodotoxin
    Indagoo
    + Info

    4,9-Anhydrotetrodotoxin

    CAS:
    Formula:C11H15N3O7
    Molecular weight:301.2527

    Ref: IN-DA000UV1

    ne
    To inquire
  • 4,9-Anhydrotetrodotoxin
    Biosynth
    + Info

    4,9-Anhydrotetrodotoxin

    CAS:
    <p>4,9-Anhydrotetrodotoxin is a sodium citrate salt of 4,9-dihydro-4,9-dihydroxytetrodotoxin (anhydrotetrodotoxin). It has been shown to bind to the nicotinic acetylcholine receptor on leukemic cells. The hydroxyl group of the cyclohexane ring interacts with the serine hydroxyl group of the receptor and stabilizes the binding. This toxin inhibits calcium ion influx into cells by blocking voltage-gated calcium channels. Chronic oral administration of this drug has been shown to induce clinical responses in patients with chronic myelogenous leukemia who have not responded to other treatments. Hydrophilic interaction chromatography (HILIC) was used to purify 4,9-anhydrotetrodotoxin from a crude extract and monoclonal antibodies were developed for use in immunoassays.</p>
    Formula:C11H15N3O7
    Purity:Min. 95%
    Molecular weight:301.25 g/mol

    Ref: 3D-NAA07289

    1mg
    2,836.00€
  • 4,9-Anhydrotetrodotoxin
    Targetmol
    + Info

    4,9-Anhydrotetrodotoxin

    CAS:
    4,9-anhydro-TTX blocks Nav1.6 channels (IC50=7.8 nM); has varying IC50 for Nav1.2-Nav1.8.
    Formula:C11H15N3O7
    Color and Shape:Solid
    Molecular weight:301.25

    Ref: TM-T37093