Saxitoxin
Also known as Saxitoxin hydrate, Gonyaulax catenella poison, Saxidomus giganteus poison
Key facts
What buyers check first
What is Saxitoxin?
Plain description, key identifiers and synonyms
Saxitoxin is an alkaloid isolated from the marine dinoflagellates and cyanobacteria that causes paralytic shellfish poisoning. It has a role as a toxin, a sodium channel blocker, a neurotoxin, a marine metabolite and a cyanotoxin. It is a pyrrolopurine, a paralytic shellfish toxin, an alkaloid, a carbamate ester, a member of guanidines and a ketone hydrate. It is a conjugate base of a saxitoxin(2+).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-1H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
- CAS number
- 35523-89-8 CAS number cross-checkedOther or deprecated CAS: 73603-72-2
- EC number
- 632-220-3
- Molecular formula
- C10H17N7O4
- UNII
- Q0638E899B
- InChIKey
- RPQXVSUAYFXFJA-HGRQIUPRSA-N
- InChI
- InChI=1S/C10H17N7O4/c11-6-15-5-4(3-21-8(13)18)14-7(12)17-2-1-9(19,20)10(5,17)16-6/h4-5,19-20H,1-3H2,(H2,12,14)(H2,13,18)(H3,11,15,16)/t4-,5-,10-/m0/s1
- Canonical SMILES
- NC(=O)OCC1N=C(N)N2CCC(O)(O)C23NC(N)=NC13
- Isomeric SMILES
- C1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)NC(=N3)N)COC(=O)N)N
Synonyms
- Saxitoxin hydrate
- Gonyaulax catenella poison
- Saxidomus giganteus poison
- Mytilus californianus poison
- 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-4-(((aminocarbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, (3aS,4R,10aS)-
- Gonyaulax Toxin
- [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-1H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
- [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
- 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-4-(((aminocarbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, (3aS-(3aalpha,4alpha,10aR*))-
- Mitilotoxin
- Saxitonin
- Toxin, Gonyaulax
- ((3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-1H-pyrrolo(1,2-c)purin-4-yl)methyl carbamate
- ((3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo(1,2-c)purin-4-yl)methyl carbamate
- ((10,10-dihydroxy-2,6-diimino-decahydropyrrolo(1,2-c)purin-4-yl)methoxy)carboximidic acid
- Saxitoxin-t
- [(3aS,4R,10aS)-10,10-dihydroxy-2,6-diiminooctahydro-1H,8H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
- Saxitoxin-3H
- (+)-Saxitoxin
- Saxitoxin (8CI)
- Saxitoxin (hydrate)
- US9174999, Table 1, Compound 1
- 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-4-(((amino-carbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, (3aS-(3a-alpha,4-alpha,10aR*))
- 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-4-(((aminocarbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, labeled with tritium, (3aS-(3aalpha,4alpha,10aR*))-
- Saxitoxin in acetic acid (determination in mussel), BCR(R) certified Reference Material
Show all 26 synonymsShow fewer synonyms
- [(R,7aS,7bS)-2-amino-7,7-dihydroxy--imino-H,H,H,1H,5H,6H,7H,7bH-pyrrolo[1,2-c]purin--yl]methyl carbamate
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 299.29 g/molcalc.Computed value |
|---|---|
| Exact mass | 299.1342 Dacalc.Computed value |
| LogP (octanol/water) | -3.85calc.Computed value |
| Topological polar surface area | 184.8 Ųcalc.Computed value |
| Hydrogen bond donors | 6calc.Computed value |
| Hydrogen bond acceptors | 10calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 21calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.7calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 3calc.Computed value |
| Lipinski rule of five | Passes (1 violation)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H300Fatal if swallowed.
- H310Fatal in contact with skin.
- H330Fatal if inhaled.
Precautionary statements (18)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P262Do not get in eyes, on skin, or on clothing.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P316Get emergency medical help immediately.
- P320Specific treatment is urgent (see supplemental first aid instructions on the label).
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidSaxitoxin suppliers
Trading restrictions apply to this substance
Saxitoxin is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: OPCW Chemical Weapons Convention Schedule 1
Our policy on controlled substancesSaxitoxin price
Indicative price range per kg from live supplier offers
Prices are not shown for prohibited substances.
Uses and applications
What the substance is used for, by industry and function
Pharmacological actions
- Poisons
Roles
- aetiopathogenetic role
- bacterial metabolite
- biophysical role
- cyanotoxin
- marine metabolite
- membrane transport modulator
- metabolite
- neurotoxin
- poison
- prokaryotic metabolite
- sodium channel blocker
- sodium channel modulator
- toxin
Pharmacology
Saxitoxin is a carbamate alkaloid neurotoxin isolated from marine dinoflagellates and cyanobacteria that inhibits nerve conduction by blocking neuronal voltage-gated sodium channels in excitable cells. Exposure usually occurs through ingestion of contaminated shellfish, resulting in an illness called paralytic shellfish poisoning.
Regulatory status
Inventories, regulations and trade controls that list this substance
Saxitoxin is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: OPCW Chemical Weapons Convention Schedule 1
Our policy on controlled substancesControls
- Chemical Weapons Convention Schedule 1
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Saxitoxin is traded under.
Natural or reproduced by synthesis, and their salts, esters and other derivatives not elsewhere classified…
- China31.7%
- India * partner reported23.1%
- South Africa7.8%
- Austria28.6%
- United States11.9%
- United Kingdom7.9%
* Partner reported figures, a lower bound.
The HS code shown for Saxitoxin is indicative (it is known at chapter level only). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Saxitoxin, based on the data on this page
What is Saxitoxin?
What is the CAS number of Saxitoxin?
What is the molecular formula and weight of Saxitoxin?
What is Saxitoxin used for?
Is Saxitoxin hazardous?
What is the HS code of Saxitoxin?
Can I buy Saxitoxin on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle Saxitoxin
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
Explore more in Alkaloids or HS code 293980