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Substance Name: Tetrodotoxin
RN: 4368-28-9
UNII: 3KUM2721U9
InChIKey: CFMYXEVWODSLAX-QOZOJKKESA-N
Note
- An aminoperhydroquinazoline poison found mainly in the liver and ovaries of fishes in the order TETRAODONTIFORMES, which are eaten. The toxin causes paresthesia and paralysis through interference with neuromuscular conduction.
Molecular Formula
- C11-H17-N3-O8
Molecular Weight
- 319.268
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anesthetics
- Anesthetics, Local
- Cardiovascular Agents
- Central Nervous System Agents
- Central Nervous System Depressants
- Membrane Transport Modulators
- Natural Product
- Noxae
- Peripheral Nervous System Agents
- Poisons
- Sensory System Agents
- Sodium Channel Blockers
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Names and Synonyms
Name of Substance
- Tetrodotoxin
MeSH Heading
- Tetrodotoxin
Synonyms
- (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
- 4-27-00-08206 (Beilstein Handbook Reference)
- 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*))-
- Babylonia japonica toxin 1
- BJT 1
- BRN 0049176
- CCRIS 9328
- EINECS 224-458-8
- Fugu poison
- HSDB 3543
- Maculotoxin
- Octahydro-12-(hydroxymethyl)-2-imino-5,9:7,10a-dimethano-10aH-(1,3)dioxocino(6,5-d)pyrimidine-4,7,10,11,12-pentol
- Spheroidine
- Tarichatoxin
- Tetrodontoxin
- Tetrodotoxin
- Tetrodotoxine
- Tetrodoxin
- TTX
- UNII-3KUM2721U9
Systematic Names
- 5,9:7,10a-Dimethano-10aH-(1,3)dioxocino(6,5-d)pyrimidine-4,7,10,11,12-pentol, octahydro-12-(hydroxymethyl)-2-imino-
- 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)-
- Tetrodotoxin
Registry Numbers
CAS Registry Number
- 4368-28-9
FDA UNII
- 3KUM2721U9
Other Registry Numbers
- 11005-69-9
- 11026-09-8
- 12626-86-7
- 17289-88-2
- 2229-61-0
- 9014-39-5
System Generated Number
- 0004368289
Structure Descriptors
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/s1InChIKey
CFMYXEVWODSLAX-QOZOJKKESA-NSmiles
NC1=N[C@H](O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
frog | LD50 | intraperitoneal | 14ug/kg (0.014mg/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE | Toxicon. Vol. 5, Pg. 25, 1967. |
frog | LDLo | unreported | 15ug/kg (0.015mg/kg) | Science. Vol. 144, Pg. 1100, 1964. | |
mouse | LD50 | intracrebral | 600ng/kg (0.0006mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Shokuhin Eiseigaku Zasshi. Food Hygiene Journal. Vol. 14, Pg. 186, 1973. |
mouse | LD50 | intraperitoneal | 8ug/kg (0.008mg/kg) | Science. Vol. 144, Pg. 1100, 1964. | |
mouse | LD50 | intravenous | 7300ng/kg (0.0073mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Shokuhin Eiseigaku Zasshi. Food Hygiene Journal. Vol. 14, Pg. 186, 1973. |
mouse | LD50 | oral | 334ug/kg (0.334mg/kg) | Shokuhin Eiseigaku Zasshi. Food Hygiene Journal. Vol. 14, Pg. 186, 1973. | |
mouse | LD50 | subcutaneous | 8ug/kg (0.008mg/kg) | Clinical Toxicology. Vol. 4, Pg. 331, 1971. | |
mouse | LD50 | unreported | 8700pg/kg (0.0000087mg/kg) | Igaku No Ayumi. Progress in Medicine. Vol. 112, Pg. 861, 1980. | |
rabbit | LDLo | intracrebral | 25ug/kg (0.025mg/kg) | Handbuch der Experimentellen Pharmakologie. Vol. 6, Pg. 63, 1938. | |
rabbit | LDLo | intramuscular | 400ug/kg (0.4mg/kg) | Handbuch der Experimentellen Pharmakologie. Vol. 6, Pg. 63, 1938. | |
rabbit | LDLo | intraspinal | 80ug/kg (0.08mg/kg) | Handbuch der Experimentellen Pharmakologie. Vol. 6, Pg. 63, 1938. | |
rabbit | LDLo | intravenous | 400ug/kg (0.4mg/kg) | Handbuch der Experimentellen Pharmakologie. Vol. 6, Pg. 63, 1938. | |
rabbit | LDLo | oral | 7500ug/kg (7.5mg/kg) | Handbuch der Experimentellen Pharmakologie. Vol. 6, Pg. 63, 1938. | |
rabbit | LDLo | parenteral | 4ug/kg (0.004mg/kg) | Handbuch der Experimentellen Pharmakologie. Vol. 6, Pg. 63, 1938. | |
rabbit | LDLo | subcutaneous | 650ug/kg (0.65mg/kg) | Handbuch der Experimentellen Pharmakologie. Vol. 6, Pg. 63, 1938. | |
rat | LDLo | unreported | 15ug/kg (0.015mg/kg) | Science. Vol. 144, Pg. 1100, 1964. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
pKa Dissociation Constant | 8.76 | (none) | EXP | |
log P (octanol-water) | -6.210 | (none) | EST | |
Atmospheric OH Rate Constant | 3.71E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.