Molecule

112318-40-8

AlkaPlorer ID: AK023402

Synonym: 'Tetrodotoxin', '4368-28-9', '98242-82-1', '(±)-tetrodotoxin'

IUPAC Name: (1R,5R,6R,7R,9S,11S,12S,13S,14R)-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

Structure

SMILES: N=C1N[C@H](O)[C@H]2[C@H]3O[C@]4(O)O[C@@H]([C@@H](O)[C@@]2(N1)[C@@H]4O)[C@@]3(O)CO

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-BWPPGMJESA-N

Reference

1-Hydroxy-5,11-dideoxytetrodotoxin, the first N-hydroxy and ring-deoxy derivative of tetrodotoxin found in the newt Taricha granulosa

PubChem CID: 155540323

LOTUS: LTS0062605

SuperNatural Ⅲ: SN0044360-02

NPASS: NPC46723

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Bistorta affinis	Bistorta	Polygonaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Boehmeria excelsa	Boehmeria	Urticaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Geranium onoei	Geranium	Geraniaceae	Geraniales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces sannurensis	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Viguiera schultzii	Viguiera	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 319.2700000000001

TPSA？: 187.75

MolLogP？: -5.310129999999995

Number of H-Donors: 9

Number of H-Acceptors: 9

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
None	ADMET	LD50	0.06	mg.kg-1	10.1021/acs.jnatprod.9b00178
None	Unchecked	EC50	33.0	nM	10.1021/acs.jnatprod.9b00178
None	Unchecked	ED50	96.0	nM	10.1021/acs.jnatprod.9b00178
None	Unchecked	Inhibition	nan	%	10.1021/acs.jnatprod.9b00178