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Merck
CN

B0912

Sigma-Aldrich

短杆菌毒素2

别名:

Brevetoxin B, PbTx-2

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经验公式(希尔记法):
C50H70O14
化学文摘社编号:
分子量:
895.08
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
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储存温度

−20°C

SMILES字符串

[H]C(=O)C(=C)C[C@@H]1C[C@H](O)[C@]2(C)O[C@]3([H])C[C@]4([H])O[C@]5([H])C[C@]6(C)O[C@]7(C)CC[C@]8([H])O[C@]9([H])C[C@]%10(C)O[C@]%11([H])C(C)=CC(=O)O[C@@]%11([H])C[C@@]%10([H])O[C@@]9([H])C[C@@H](C)[C@@]8([H])O[C@@]7([H])C[C@@]6([H])O[C@@]5(C)CC=C[C@@]4([H])O[C@@]3([H])C[C@@]2([H])O1

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一般描述

Polycyclic polyethers from the marine dinoflagellate Ptychodiscus brevis (Gymnodinium breve).
Red tide toxin; acts by opening Na+ channels.

生化/生理作用

Potent toxins responsible for "red tide" fish kills, these compounds disrupt neurotransmission by opening sodium channels.
Red tide toxin; acts by opening Na+ channels.

其他说明

This form has an unusual acrolein side-chain on one of the terminal rings.

象形图

Skull and crossbones

警示用语:

Danger

危险声明

危险分类

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Marie-Yasmine Bottein Dechraoui et al.
Toxicon : official journal of the International Society on Toxinology, 41(7), 919-927 (2003-06-05)
Brevetoxins and ciguatoxins are two classes of phycotoxins which exert their toxic effect by binding to site-5 of voltage-gated sodium channels. Sodium channels, a family of at least 10 structurally different proteins, are responsible for the rising phase of the
K C Nicolaou et al.
Angewandte Chemie (International ed. in English), 47(38), 7182-7225 (2008-09-04)
The unprecedented structure of the marine natural product brevetoxin B was elucidated by the research group of Nakanishi and Clardy in 1981. The ladderlike molecular architecture of this fused polyether molecule, its potent toxicity, and fascinating voltage-sensitive sodium channel based
Paul S McNabb et al.
Journal of AOAC International, 95(4), 1097-1105 (2012-09-14)
A single-laboratory validation is reported for an LC/MS/MS quantification of six brevetoxins in four matrixes (Greenshell mussel, eastern oyster, hard clam, and Pacific oyster). Recovery and precision data were collected from seven analytical batches using shellfish flesh at 0.05 mg/kg.
K Konoki et al.
Journal of neurochemistry, 70(1), 409-416 (1998-01-09)
45Ca2+ influx in rat glioma C6 cells induced by 0.3 nM maitotoxin (MTX) was markedly inhibited by brevetoxin A (PbTx1) and brevetoxin B (PbTx2), with EC50 values of 16 and 13 microM, respectively. This inhibition was observed immediately after addition
Kohei Torikai et al.
Bioorganic & medicinal chemistry letters, 16(24), 6355-6359 (2006-09-23)
Ladder-shaped polyether (LSP) compounds, such as brevetoxins and ciguatoxins, are thought to interact with transmembrane (TM) proteins. As a model LSP compound, we designed and synthesized an artificial tetracyclic ether (1) and evaluated its interaction with glycophorin A (GpA), a

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