Ciguatoxin 3C

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Description

Ciguatoxin 3C is a lipophilic neurotoxin characterized as a cyclic polyether compound featuring a rigid structure composed of 13 rings fused by ether bonds, known for its potent biological activity. This molecule is a secondary metabolite produced by certain species of microalgae, specifically from the genera Gambierdiscus and Fukuyoa. Additionally, ciguatoxin 3C can be found in the tissues of various marine invertebrates and fish native to the Pacific region. Notably, a significant aspect of ciguatoxin 3C is its ability to activate voltage-gated sodium channels, which can lead to a spectrum of neurological symptoms in affected individuals, including dysesthesia and paresthesia.

Specification

Item	Ciguatoxin 3C
Catalog	MC148471856
CAS	148471-85-6
Synonyms	CTX 3C
Molecular Formula	C₅₇H₈₂O₁₆
Molecular Weight	1023.25
Purity	>98%
Physical Form	Powder
MDL Number	MFCD06407764
Canonical SMILES	CC1CC2C(CC3C(O2)C(C(C4C(O3)C(C(C5(O4)CCCO5)C)C)O)C)OC6CC7C(C(CC8C(O7)CC=CCC9C(O8)C=CCC2C(O9)C=CC3C(O2)CC2C(O3)C(C3C(O2)CC=CCO3)O)O)(OC6C1)C
Isomeric SMILES	C[C@@H]1C[C@H]2[C@@H](C[C@H]3[C@H](O2)[C@H]([C@@H]([C@H]4[C@H](O3)[C@H]([C@@H]([C@]5(O4)CCCO5)C)C)O)C)O[C@H]6C[C@@H]7[C@]([C@H](C[C@@H]8[C@@H](O7)C/C=C/C[C@@H]9[C@@H](O8)/C=C\C[C@@H]2[C@@H](O9)C=C[C@@H]3[C@@H](O2)C[C@@H]2[C@@H](O3)[C@@H]([C@@H]3[C@@H](O2)CC=CCO3)O)O)(O[C@@H]6C1)C
InChi Code	InChI=1S/C57H82O16/c1-28-22-39-41(25-45-51(70-39)30(3)49(59)55-52(71-45)29(2)31(4)57(73-55)19-11-21-62-57)67-43-27-48-56(5,72-44(43)23-28)47(58)26-42-35(68-48)13-7-6-12-32-33(65-42)15-10-16-34-36(63-32)17-18-37-40(64-34)24-46-54(69-37)50(60)53-38(66-46)14-8-9-20-61-53/h6-10,15,17-18,28-55,58-60H,11-14,16,19-27H2,1-5H3/b7-6+,15-10-/t28-,29+,30+,31+,32-,33+,34-,35+,36+,37-,38+,39+,40+,41-,42-,43+,44-,45+,46-,47+,48-,49+,50-,51-,52-,53+,54-,55+,56+,57-/m1/s1
InChi Key	BFXGFCYTZARNGN-XHDDPMCTSA-N
Storage Temperature	Store at 2-8 °C.

Mechanism of Action

Ciguatoxin 3C predominantly targets ion channels in neuronal membranes, where it exerts significant effects on voltage-gated sodium channels. By modulating these channels, Ciguatoxin 3C causes depolarization of the neuronal membranes, thereby affecting synaptic transmission. This toxin induces a rapid inward tonic current in neurons, mainly facilitated by gamma-aminobutyric acid (GABA). As a result, there is an enhancement of inhibitory postsynaptic currents, accompanied by a reduction in excitatory postsynaptic currents. This alteration of the excitatory-inhibitory balance may be responsible for several of the neurological symptoms observed in ciguatera poisoning.

Choose Alfa Chemistry

At Alfa Chemistry, we specialize in the production of high-quality marine toxins. Our expertise in marine chemistry ensures that our products meet the highest standards of purity and potency, making them ideal for various applications in research, pharmaceuticals, and biotechnology. We are able to offer ciguatoxin 3C at competitive prices. Should you have any specific requirements or inquiries, please do not hesitate to reach out to us. We are enthusiastic about assisting you and look forward to the opportunity to serve your needs effectively.

For Research Use Only. Not for use in diagnostic or therapeutic procedures.