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CHEBI:9506 - tetrodotoxin

Default Structure
ChEBI IDCHEBI:9506
ChEBI Nametetrodotoxin
Stars
DefinitionA quinazoline alkaloid that is a marine toxin isolated from fish such as puffer fish. It has been shown to exhibit potential neutotoxicity due to its ability to block voltage-gated sodium channels.
Last Modified13 September 2021
DownloadsMolfile
FormulaC11H17N3O8
Net Charge0
Average Mass319.270
Monoisotopic Mass319.10156
SMILES[H][C@]1(O)[C@]2([H])O[C@@]3(O)O[C@@]([H])([C@@]2(O)CO)[C@@]2([H])[C@]1(NC(=N)N[C@]2([H])O)[C@]3([H])O
InChIInChI=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
InChIKeyCFMYXEVWODSLAX-QYIGHCJRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Crassostrea gigas (ncbitaxon:29159) - PubMed (33540777)
Lagocephalus sceleratus (ncbitaxon:229057) - PubMed (31833474)
Roles Classification
Biological Roles:
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
neurotoxin  A poison that interferes with the functions of the nervous system.
voltage-gated sodium channel blocker  Any sodium channel blocker that interferes with the activity of voltage-gated sodium channels.
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
tetrodotoxin (CHEBI:9506) has role animal metabolite (CHEBI:75767)
tetrodotoxin (CHEBI:9506) has role bacterial metabolite (CHEBI:76969)
tetrodotoxin (CHEBI:9506) has role marine metabolite (CHEBI:76507)
tetrodotoxin (CHEBI:9506) has role neurotoxin (CHEBI:50910)
tetrodotoxin (CHEBI:9506) has role voltage-gated sodium channel blocker (CHEBI:38634)
tetrodotoxin (CHEBI:9506) is a azatetracycloalkane (CHEBI:39266)
tetrodotoxin (CHEBI:9506) is a oxatetracycloalkane (CHEBI:39267)
tetrodotoxin (CHEBI:9506) is a quinazoline alkaloid (CHEBI:36470)
tetrodotoxin (CHEBI:9506) is conjugate base of tetrodotoxin(1+) (CHEBI:180459)
Incoming Relation(s)
(+/-)-tetrodotoxin (CHEBI:209255) has functional parent tetrodotoxin (CHEBI:9506)
(11s,13s)-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 (CHEBI:229828) has functional parent tetrodotoxin (CHEBI:9506)
(11S,13S)-3-Amino-5,12,13,14-tetrahydroxy-14-(hydroxymethyl)-8,10-dioxa-2-aza-4-azoniatetracyclo[7.3.1.17,11.01,6]tetradec-3-en-9-olate (CHEBI:182163) has functional parent tetrodotoxin (CHEBI:9506)
Anhydrotetrodotoxin (CHEBI:221694) has functional parent tetrodotoxin (CHEBI:9506)
tetrodotoxin(1+) (CHEBI:180459) is conjugate acid of tetrodotoxin (CHEBI:9506)
IUPAC Name 
(1R,5R,6R,7R,9S,11R,12R,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
Synonyms  Source
BJT 1ChemIDplus
Babylonia japonica toxin 1ChemIDplus
fugu poisonChemIDplus
maculotoxinChemIDplus
octahydro-12-(hydroxymethyl)-2-imino-5,9:7,10a-dimethano-10aH-[1,3]dioxocino[6,5-d]pyrimidine-4,7,10,11,12-pentolChEBI
spheroidineChemIDplus
Manual XrefsDatabases
C00055525KNApSAcK
C11692KEGG COMPOUND
CPD-19561MetaCyc
DB05232DrugBank
HMDB0258938HMDB
TetrodotoxinWikipedia
Registry NumbersSources
Beilstein:4156319Beilstein
Reaxys:6072946Reaxys
CAS:4368-28-9KEGG COMPOUND
CAS:4368-28-9ChemIDplus
Citations