Natural Product (NP) Details

General Information of the NP (ID: NP5811)
Name
Tetrodotoxin
Synonyms
TETRODOTOXIN; 4368-28-9; Tarichatoxin; Maculotoxin; Spheroidine; Tetrodontoxin; Fugu poison; CHEMBL507974; UNII-3KUM2721U9; Tetrodotoxine; Tetrodoxin; TTX; (1R,5R,6R,7R,9S,11S,12S,13S,14S)-3-amino-14-(hydroxymethyl)-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1~7,11~.0~1,6~]tetradec-3-ene-5,9,12,13,14-pentol (non-preferred name); Babylonia japonica toxin 1; tettrodotoxin; BJT 1; 3KUM2721U9; CCRIS 9328; HSDB 3543; 9SR; Octahydro-12-(hydroxymethyl)-2-imino-5,9:7,10a-dimethano-10aH-(1,3)dioxocino(6,5-d)pyrimidine-4,7,10,11,12-pentol; EINECS 224-458-8; BRN 0049176; 4-27-00-08206 (Beilstein Handbook Reference); SCHEMBL6406675; 5,9:7,10a-Dimethano-10aH-(1,3)dioxocino(6,5-d)pyrimidine-4,7,10,11,12-pentol, octahydro-12-(hydroxymethyl)-2-imino-, (4R,4aR,5R,7S,9S,10S,10aR,11S,12S)-; BDBM50344821; ZINC13780673; (4R-(4alpha,4aalpha,5alpha,7alpha,9alpha,10alpha,10abeta,11S*,12S*))-Octahydro-12-(hydroxymethyl)-2-imino-5,9:7,10a-dimethano-10aH-(1,3)dioxocino(6,5-d) pyrimidine-4,7,10,11,12-pentol; 5,9:7,10a-Dimethano-10ah-(1,3)dioxocino(6,5-d)pyrimidine-4,7,10,11,12-pentol, octahydro-12-(hydroxymethyl)-2-imino-, (4R-(4alpha,4aalpha,5alpha,7alpha,9alpha,10alpha,10abeta,11S*,12S*))-; X5934; Q-100286; (1R,5R,6R,7R,9S,11S,12S,13S,14S)-3-amino-14-(hydroxymethyl)-8,10-dioxa-2,4-diazatetracyclo[7.3.1.17,11.01,6]tetradec-3-ene-5,9,12,13,14-pentol; 10-hydroxymethyl-5-imino-(2S)-12,13-dioxa-4,6-diazatetracyclo[7.3.1.13,11.03,8]tetradecane-1,2,7,10,14-pentaol; 10-hydroxymethyl-5-imino-(2S)-12,13-dioxa-4,6-diazatetracyclo[7.3.1.13,11.03,8]tetradecane-1,2,7,10,14-pentaolCitrate; 5,9:7,10a-Dimethano-10aH-(1,3)dioxocino(6,5-d)pyrimidine-4,7,10,11,12-pentol, octahydro-12-(hydroxymethyl)-2-imino-
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Species Origin Takifugu rubripes ...     Click to Show/Hide
Takifugu rubripes
Kingdom: Metazoa
Phylum: Chordata
Class: Actinopteri
Order: Tetraodontiformes
Family: Tetraodontidae
Genus: Takifugu
Species: Takifugu rubripes
Disease Bacterial infection [ICD-11: 1A00-1C4Z] Approved [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -5.722
 
MDCK Permeability
 -4.845
 
PAMPA
 +++
 
HIA
 +++
 
Distribution
VDss
 -0.348
 
PPB
 12.8%
 
BBB
 - - -
 
Metabolism
CYP1A2 inhibitor
 - - -
CYP1A2 substrate
 - - -
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 - - -
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 - - -
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - - -
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 - - -
CYP2B6 inhibitor
 - - -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 -
HLM Stability
 - - -
 
Excretion
CLplasma
 1.387
 
T1/2
 2.439
Toxicity
DILI
 -
 
Rat Oral Acute Toxicity
 ++
 
FDAMDD
 +
 
Respiratory
 +++
 
Human Hepatotoxicity
 -
 
Ototoxicity
 ++
 
Drug-induced Nephrotoxicity
 ++
 
Drug-induced Neurotoxicity
 - -
 
Hematotoxicity
 -
 
Genotoxicity
 +++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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Formula
C11H17N3O8
PubChem CID
11174599
Canonical SMILES
C(C1(C2C3C(N=C(NC34C(C1OC(C4O)(O2)O)O)N)O)O)O
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-QOZOJKKESA-N
CAS Number
CAS 4368-28-9
Herb ID
HBIN046126
TTD Drug ID
D0C7ET
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Lidocaine      Corneal disease     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model Chinese hamster ovary cell line Healthy Cricetulus griseus
                    In-vivo Model The animal models were established in Sprague Dawley rats by continuous infusion of aconitine into the caudal vein or vena jugularis externa.
                    Experimental
                    Result(s)		 The anti-arrhythmic effect of the combination of TTX and LID was greater than that of either TTX or LID alone.
Target and Pathway
Target(s) Sodium channel alpha Nav1.5 (SCN5A)  Molecule Info  [3]
KEGG Pathway Adrenergic signaling in cardiomyocytes Click to Show/Hide
Pathwhiz Pathway Muscle/Heart Contraction Click to Show/Hide
Reactome Interaction between L1 and Ankyrins Click to Show/Hide
WikiPathways SIDS Susceptibility Pathways Click to Show/Hide
2 Cardiac Progenitor Differentiation
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2616).
Reference 2 Combination Formulation of Tetrodotoxin and Lidocaine as a Potential Therapy for Severe Arrhythmias. Mar Drugs. 2019 Dec 5;17(12):685.
Reference 3 Halothane attenuates the cerebroprotective action of several Na+ and Ca2+ channel blockers via reversal of their ion channel blockade. Eur J Pharmacol. 2002 Oct 4;452(2):175-81.
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