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203734-M

Brevetoxin PbTx-3, Ptychodiscus brevis

Name: Brevetoxin PbTx-3,<i> Ptychodiscus brevis</i>
Brand: MM

>95% (HPLC), Voltage-dependent Na+ channel activator, solid

Synonym(s):

Brevetoxin PbTx-3, Ptychodiscus brevis, Pumiliotoxin, Dihydrobrevetoxin B

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About This Item

Empirical Formula (Hill Notation):

C₅₀H₇₂O₁₄

CAS Number:

85079-48-7

Molecular Weight:

897.10

MDL number:

MFCD00214096

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

>95% (HPLC)

Form:

solid

Storage condition:

OK to freeze

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Properties

Product Name

Brevetoxin PbTx-3, Ptychodiscus brevis, Lipid-soluble polyether marine toxin produced by the red tide dinoflagellate, Ptychodiscus brevis, found along the Gulf Coast of Florida.

Quality Segment

100

description

RTECS - XW5885000

assay

>95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

solubility

ethanol: 10 mg/mL, DMSO: 30 mg/mL, acetonitrile: 30 mg/mL, chloroform: 30 mg/mL, methanol: 30 mg/mL, water: sparingly soluble

storage temp.

−20°C

SMILES string

O1C2(C(OC8(C(OC9C(OC%10C(OC%11(C(OC(CC%11O)CC(=C)CO)C%10)C)C9)\C=C/C8)C2)C)CC3OC4C(OC5C(OC6C(OC7C(OC(=O)C=C7C)C6)(C5)C)CC4C)CCC31C)C

InChI

1S/C50H72O14/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/h9-10,16,26,28-42,44-45,51-52H,1,11-15,17-24H2,2-8H3/b10-9-

InChI key

BKMHDYJRAAJTAD-KTKRTIGZSA-N

Description

General description

Lipid-soluble polyether marine toxin produced by the red tide dinoflagellate, Ptychodiscus brevis, found along the Gulf Coast of Florida. Voltage-dependent Na⁺ channel activator that causes contractile paralysis in animal models by binding to a unique site on these channels. The excitatory action of brevetoxins on nerve and muscle membranes is responsible for a wide spectrum of the toxic effects, including massive transmitter release from nerve endings, muscle fasciculations, and ventricular fibrillation. The toxin does not bind to either tetrodotoxin or aconitine/veratridine sites.

Biochem/physiol Actions

Primary Target
Voltage-dependent Na+ channel activator

Preparation Note

Following reconstitution, aliquot, purge with inert gas and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C. Store stock solutions in glass vials; brevetoxin will stick to plastic. Use PTFE or silicon pipette tips.

Other Notes

Baden, D.G., et al. 1994. Nat. Toxins2, 212.
Rein, K., et al. 1994. J. Org. Chem.59, 2107.
Edwards, R.A., et al. 1992. Mol. Brain Res.14, 64.
Trainer, V.L. 1991. Mol. Pharmacol.40, 988.
Tsai, M.C., and Chen, M.L. 1991. Br. J. Pharmacol.103, 1126.
Trainer, V.L., et al. 1990. ACS Symposium Series418, 166.
Baden, D.G., et al. 1988. Toxicon26, 97.
Poli, M.A., et al. 1986. Mol. Pharmacol.30, 129.
Shimizu, Y., et al. 1986. J. Am. Chem. Soc.108, 514.
Baden, D.G., et al. 1982. Toxicon19, 455.
Catterfall, W.A., and Risk, M. 1981. Mol. Pharmacol.19, 345.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Highly Toxic (H)

Pictograms

GHS06,GHS09

Signal Word

Danger

Hazard Codes

H300,H410

Precautionary Statements

P264 - P273 - P301 + P310 - P391 - P405 - P501

Hazard Classifications

Acute Tox. 1 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

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

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)