Brevetoxin B

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Description

Brevetoxin B is a highly potent neurotoxic compound produced by the dinoflagellate species Ptychodiscus brevis, formerly known as Karenia brevis. This compound is primarily responsible for the occurrence of harmful algal blooms, commonly referred to as red tide, particularly in the Gulf of Mexico. Brevetoxin B stands out due to its intricate trans-fused polycyclic ether ring system, which includes 23 stereocenters. This remarkable structural complexity contributes to its powerful biological activities, notably its neurotoxicity and potential anticancer properties. The key to its neurotoxic effects lies in its ability to bind specifically to voltage-gated sodium channels in nerve cells. This binding disrupts normal neurological functions, resulting in the condition known as neurotoxic shellfish poisoning. The specific interaction with sodium channels is crucial for understanding its toxicological impact. Beyond its health implications, brevetoxin B is a subject of interest in research related to harmful algal blooms. Studying this compound and its effects advances our comprehension of the environmental and health repercussions of red tides. Furthermore, this research aids in the development of detection methods for these potent toxins.

Specification

Item	Brevetoxin B
Catalog	MC79580282
CAS	79580-28-2
Synonym	Brevetoxin-2; PbTx-2
Molecular Formula	C₅₀H₇₀O₁₄
Molecular Weight	895.08
Purity	>95%
Melting Point	265-270 °C
Density	1.19 g/cm³
Solubility	Soluble in water, acetone, ethyl acetate, ethanol, and methanol.
Appearance	White crystal solid
MDL Number	MFCD00214092
SMILES	C[C@@H]1C[C@H]2[C@@H](C[C@]3([C@H](O2)C[C@H]4[C@H](O3)C(=CC(=O)O4)C)C)O[C@@H]5[C@@H]1O[C@H]6C[C@@H]7[C@](C[C@@H]8[C@@](O7)(C/C=C\\[C@@H]9[C@@H](O8)C[C@@H]1[C@@H](O9)C[C@@H]2[C@@](O1)([C@H](C[C@H](O2)CC(=C)C=O)O)C)C)(O[C@@]6(CC5)C)C
InChi Code	InChI=1S/C50H70O14/c1-25(24-51)14-28-17-37(52)50(8)41(54-28)19-33-34(61-50)18-32-29(55-33)10-9-12-46(4)42(58-32)23-49(7)40(62-46)21-39-47(5,64-49)13-11-30-44(60-39)26(2)15-31-36(56-30)22-48(6)38(57-31)20-35-45(63-48)27(3)16-43(53)59-35/h9-10,16,24,26,28-42,44-45,52H,1,11-15,17-23H2,2-8H3/b10-9-/t26-,28-,29-,30+,31+,32+,33+,34-,35+,36-,37+,38-,39+,40-,41-,42-,44-,45-,46+,47-,48+,49+,50+/m1/s1
InChi Key	LYTCVQQGCSNFJU-FGRVLNGBSA-N
Storage Temperature	-20 °C

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