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Safety Information

B0912

Sigma-Aldrich

Brevetoxin 2

Synonym(s):

Brevetoxin B, PbTx-2

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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

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

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General description

Polycyclic polyethers from the marine dinoflagellate Ptychodiscus brevis (Gymnodinium breve).

Biochem/physiol Actions

Potent toxins responsible for "red tide" fish kills, these compounds disrupt neurotransmission by opening sodium 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

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Certificates of Analysis (COA)

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

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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 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
Akira Nozawa et al.
Toxicon : official journal of the International Society on Toxinology, 42(1), 91-103 (2003-08-02)
Brevetoxin B1 (BTX-B1) was isolated from Austrovenus stutchburyi following the 1992-1993 outbreak of neurotoxic shellfish poisoning (NSP) in New Zealand. We report here the first isolation of PbTx-3 from the same shellfish and the development of a procedure for quantitative
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
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.
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