tetrodotoxin   Click here for help

GtoPdb Ligand ID: 2616

Synonyms: TTX
Comment: Tetrodotoxin is a potent neurotoxin found in certain fish and other aquatic animals, although it is actually produced in symbiotic bacteria hosted in these creatures.
There is some ambiguity in the literature and on other databases as to the exact stereochemistry of tetrodotoxin. Our structure matches that on ChEBI and the PubChem entry linked to above, while the compound is also represented by the alternative isomer in CHEMBL507974 and CID 11174599.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 8
Rotatable bonds 1
Topological polar surface area 190.25
Molecular weight 319.1
XLogP -3.58
No. Lipinski's rules broken 2
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Canonical SMILES OCC1(O)C2OC3(OC1C1C(C2O)(C3O)NC(=NC1O)N)O
Isomeric SMILES OC[C@@]1(O)[C@H]2O[C@]3(O[C@@H]1[C@H]1[C@@]([C@H]2O)([C@@H]3O)NC(=N[C@@H]1O)N)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
Classification Click here for help
Compound class Natural product or derivative
International Nonproprietary Names Click here for help
INN number INN
10243 tetrodotoxin
Synonyms Click here for help
Database Links Click here for help
CAS Registry No. 4368-28-9 (source: Scifinder)
GtoPdb PubChem SID 135652722
PubChem CID 6324668
Search Google for chemical match using the InChIKey CFMYXEVWODSLAX-QYIGHCJRSA-N
Search Google for chemicals with the same backbone CFMYXEVWODSLAX
Search PubMed clinical trials tetrodotoxin
Search PubMed titles tetrodotoxin
Search PubMed titles/abstracts tetrodotoxin
UniChem Compound Search for chemical match using the InChIKey CFMYXEVWODSLAX-QYIGHCJRSA-N
UniChem Connectivity Search for chemical match using the InChIKey CFMYXEVWODSLAX-QYIGHCJRSA-N
Wikipedia Tetrodotoxin