Skip to Content
Merck
CN

B0912

Sigma-Aldrich

Brevetoxin 2

Synonym(s):

Brevetoxin B, PbTx-2

Sign Into View Organizational & Contract Pricing

Select a Size

About This Item

Empirical Formula (Hill Notation):
C50H70O14
CAS Number:
79580-28-2
Molecular Weight:
895.08
MDL number:
MFCD00214092
UNSPSC Code:
12352200
PubChem Substance ID:
24891538

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

storage temp.

−20°C

SMILES string

[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

Looking for similar products? Visit Product Comparison Guide

General description

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

Biochem/physiol Actions

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

Other Notes

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
098K1065
087K1927
115K1441
035K0828
070K1654

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
Weiqun Wang et al.
Analytical chemistry, 81(21), 8826-8838 (2009-10-02)
Brevetoxins are a group of natural neurotoxins characterized by polyether ring systems that are found in the blooms of red tide algae. In a conventional water/organic solvent system, without any other additives, deprotonated molecules of brevetoxins do not appear in
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service