(5R,11S,12S,13S,14S)-14-(hydroxymethyl)-3-imino-8,10-dioxa-2,4-diazatetracyclo[7.3.1.17,11.01,6]tetradecane-5,9,12,13,14-pentol

• ChemBase ID: 131327
• Molecular Formular: C11H17N3O8
• Molecular Mass: 319.26798
• Monoisotopic Mass: 319.10156452
• SMILES: C([C@]1([C@@H]2[C@H](C34[C@@H](C(O2)(OC1C3[C@H](NC(=N)N4)O)O)O)O)O)O
• Canonical SMILES: OC[C@@]1(O)[C@H]2OC3(OC1C1C([C@@H]2O)([C@@H]3O)NC(=N)N[C@@H]1O)O
• InChI: InChI=1S/C11H17N3O8/c12-8-13-6(17)2-4-9(19,1-15)5-3(16)10(2,14-8)7(18)11(20,21-4)22-5/h2-7,15-20H,1H2,(H3,12,13,14)/t2?,3-,4?,5+,6-,7+,9+,10?,11?/m1/s1
• InChIKey: CFMYXEVWODSLAX-IXUBDLNJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,11S,12S,13S,14S)-14-(hydroxymethyl)-3-imino-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^7,^1^1.0^1,^6]tetradecane-5,9,12,13,14-pentol
• IUPAC Traditional name: (5R,11S,12S,13S,14S)-14-(hydroxymethyl)-3-imino-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^7,^1^1.0^1,^6]tetradecane-5,9,12,13,14-pentol
• Synonyms: Tetrodotoxin with Citrate Buffer; Fugu poison; Maculotoxin; TTX; Tarichatoxin; Tetrodotoxin

Database IDs

• CAS Number: 4368-28-9
• EC Number: 224-458-8
• MDL Number: MFCD00213719
• Beilstein Number: 49176
• PubChem SID: 24900493; 162225605; 24900308
• PubChem CID: 16220031

CALCULATED PROPERTIES

• Acid pKa: 10.5210085
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -6.835474
• LogD (pH = 7.4): -6.638715
• Log P: -4.88255
• Molar Refractivity: 75.2633 cm^3
• Polarizability: 26.7011 Å^3
• Polar Surface Area: 187.75 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: dilute citrate or acetate buffer: soluble1 mg/mL (dissolve at pH 4-5. Aqueous solutions, pH 4-5, are stable if stored frozen.); H2O: soluble (stable at pH 4-5 if stored frozen); strong acid or alkaline solutions: unstable (destroyed by boiling at pH 2.)
• Apperance: powder; white powder
• pH: 4.8

Safety Information

• RTECS: IO1450000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 3462
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/27/28
• Safety Statements: 22-36/37/39-45; 28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330; H300-H311-H330
• GHS Precautionary statements: P260-P264-P280-P284-P301 + P310-P310; P260-P264-P280-P284-P302 + P350-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 1
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: rat ... Scnn1g(24768)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - T5651

包装
Vial contains 1 mg of tetrodotoxin and approx. 5 mg citrate buffer, pH 4.8.
Biochem/physiol Actions
Reversible, selective blocker of Na+ channels; blocks propagation of impulses in excitable membranes. Used to characterize sodium channels in excitable membranes and to study the role of sodium channels in normal physiology and disease.

Sigma Aldrich - T8024

Biochem/physiol Actions
Reversible, selective blocker of Na+ channels; blocks propagation of impulses in excitable membranes. Used to characterize sodium channels in excitable membranes and to study the role of sodium channels in normal physiology and disease.