- Recommended name
- Pteriatoxin C
- Synonyms
- Pteriatoxin-C
- Recommended acronym
- PtTX-C
- Abbreviation
Progenitors
- Name
- Vulcanodinium rugosum
- Note
- Pteriatoxins A, B and C are not produced by Vulcanodinium rugosum but are metabolites formed in the bivalve mollusk Pteria Penguin through presumed metabolisation of PnTX-G, as postulated by Selwood et al., 2010.
Vector Species
- Name
- Pteria penguin
- Note
- Pteriatoxins A, B and C are not produced by Vulcanodinium rugosum but are metabolites formed in the bivalve mollusk Pteria Penguin through presumed metabolisation of PnTX-G, as postulated by Selwood et al., 2010.
References
- Selwood et al., 2010
- Selwood, A.I., Miles, C.O., Wilkins, A.L., van Ginkel, R., Munday, R., Rise, F., McNabb, P., 2010. Isolation, Structural Determination and Acute Toxicity of Pinnatoxins E, F and G. J. Agric. Food Chem. 58(10), 6532-6542.
- Nézan & Chomérat, 2011
- Nézan, E., Chomérat, N., 2011. Vulcanodinium rugosum gen. et sp. nov. (Dinophyceae), un nouveau dinoflagellé marin de la côte méditerraneenne française. Cryptogamie, Algologie 32(1), 3-18.
- Takada et al., 2001
- Takada, N., Umemura, N., Suenaga, K., Uemura, D., 2001. Structural determination of pteriatoxins A, B and C, extremely potent toxins from the bivalve Pteria penguin. Tetrahedron Lett. 42(20), 3495-3497.
- Structure
-
- Formula
- C45H70N2O10S
- Exact mono-isotopic mass
- 830.47512
- Molfile
- see chemfiles
- Alternative molfiles
- n/a
- SMILES
- C[C@@H](CN=C1CCCC(C[C@@H]2CC[C@](O)(C)[C@](O2)(O3)CC[C@@]3(O4)CCC[C@@H]4C5)=C)[C@@H](C)C[C@@]61[C@]([C@@H]7O[C@]85C[C@@H](C)[C@@H](O)[C@H]7O8)([H])C=C([C@H](SC[C@@H](C(O)=O)N)CO)CC6
- Alternative SMILES
- n/a
- InChi key
- LFJGSGOBUAJRGA-MFRLBGOMSA-N
- Alternative InChi keys
- n/a
- InChi
- InChI=1S/C45H70N2O10S/c1-26-8-6-10-36-42(20-27(2)29(4)23-47-36)15-11-30(35(24-48)58-25-34(46)40(50)51)19-33(42)38-39-37(49)28(3)21-44(55-38,56-39)22-32-9-7-13-43(53-32)16-17-45(57-43)41(5,52)14-12-31(18-26)54-45/h19,27-29,31-35,37-39,48-49,52H,1,6-18,20-25,46H2,2-5H3,(H,50,51)/t27-,28+,29-,31-,32+,33+,34-,35+,37+,38-,39+,41+,42+,43+,44+,45+/m0/s1
- Alternative InChis
- Spectra available
- Unknown
- Chem files
- chemfiles/PtTX-C.cdxml chemfiles/PtTX-C.mol
References
- Takada et al., 2001
- Takada, N., Umemura, N., Suenaga, K., Uemura, D., 2001. Structural determination of pteriatoxins A, B and C, extremely potent toxins from the bivalve Pteria penguin. Tetrahedron Lett. 42(20), 3495-3497.
- Hao et al., 2006
- Hao, J., Matsuura, F., Kishi, Y., Kita, M., Uemura, D., Asai, N., Iwashita, T., 2006. Stereochemistry of Pteriatoxins A, B, and C. J. Am. Chem. Soc. 128(24), 7742-7743.
- Matsuura et al., 2006
- Matsuura, F., Peters, R., Anada, M., Harried, S.S., Hao, J.L., Kishi, Y., 2006. Unified total synthesis of pteriatoxins and their diastereomers. J. Am. Chem. Soc. 128(23), 7463-7465.
- Certified
- False
- Certified links
-
-
n/a
- Non certified reference material
- Unknown
Chemical analysis
- Research
- True
- Standardized
- Unknown
- Validated
- Unknown
- Official
- n/a
Structure recognition assays
- Research
- Unknown
- Standardized
- Unknown
- Validated
- Unknown
- Official
- n/a
Functional assays
- Research
- Unknown
- Standardized
- Unknown
- Validated
- Unknown
- Official
- n/a
Animal assays
- Research
- Unknown
- Standardized
- Unknown
- Validated
- Unknown
- Official
- n/a
- Regulatory status
- False
- Human toxic syndrome(s)
- n/a
- Organ system toxicity
- n/a
- Risk assessment
- Unknown
- Molecular targets known
- True
- Molecular targets
- Nicotinic acetylcholine receptors
- Toxic to aquatic animals
- Unknown
- TEF available
- False
- Notes
- Pteriatoxins were initially identified by Uemura's group through isolation from Pteria penguin (Takada et al., 2001). The stereochemistry was clarified (Hao et al., 2006) following chemical synthesis (Matsuura et al., 2006).
References
- Takada et al., 2001
- Takada, N., Umemura, N., Suenaga, K., Uemura, D., 2001. Structural determination of pteriatoxins A, B and C, extremely potent toxins from the bivalve Pteria penguin. Tetrahedron Lett. 42(20), 3495-3497.
- Hao et al., 2006
- Hao, J., Matsuura, F., Kishi, Y., Kita, M., Uemura, D., Asai, N., Iwashita, T., 2006. Stereochemistry of Pteriatoxins A, B, and C. J. Am. Chem. Soc. 128(24), 7742-7743.
- Matsuura et al., 2006
- Matsuura, F., Peters, R., Anada, M., Harried, S.S., Hao, J.L., Kishi, Y., 2006. Unified total synthesis of pteriatoxins and their diastereomers. J. Am. Chem. Soc. 128(23), 7463-7465.
- Philipp Hess
- Contact