A neurotoxin
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Brevetoxin 3

Item No. 34801

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
42-deoxo-42-hydroxy-brevetoxin B
CAS Number
85079-48-7
Synonyms
  • PbTx-3
  • T-17 Toxin
Molecular Formula
C50H72O14
Formula Weight
897.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
C[C@@]12[C@](C[C@@]3([H])[C@](O2)(CC[C@@]4([H])[C@]([C@@H](C[C@@]5([H])[C@](C[C@]6([C@](C[C@@]7([H])[C@](C(C)=CC(O7)=O)([H])O6)([H])O5)C)([H])O4)C)([H])O3)C)([H])O[C@@]8([C@@](O[C@]9([H])[C@@](O[C@]%10([H])[C@@](O[C@@]%11([C@@](O[C@@H](C[C@@H]%11O)CC(CO)=C)([H])C%10)C)([H])C9)([H])C=CC8)([H])C1)C
InChi Code
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/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
BKMHDYJRAAJTAD-RXUQWMQDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

    $582

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    Product Description

    Brevetoxin 3 is a neurotoxin produced by the dinoflagellate K. brevis.1,2 It binds to site 5 of voltage-gated sodium channels (Navs), prolonging the mean open time and inhibiting inactivation of these channels.2 Brevetoxin 3 induces the release of lactate dehydrogenase (LDH), L-glutamate, and L-aspartate from primary rat cerebellar granule neurons (CGNs; EC50s = 30.9, 45.3, and 50.2 nM, respectively).3 It induces convulsions in, and is lethal to (LD50 = 4 ng/egg), Japanese rice fish embryos.1 Brevetoxin 3 has been found in water samples collected during red tide blooms.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Colman, J.R., and Ramsdell, J.S. The type B brevetoxin (PbTx-3) adversely affects development, cardiovascular function, and survival in Medaka (Oryzias latipes) embryos. Environ. Health Perspect. 111(16), 1920-1925 (2003).

    2. Jeglitsch, G., Rein, K.S., Baden, D.G., et al. Brevetoxin-3 (PbTx-3) and its derivatives modulate single tetrodotoxin-sensitive sodium channels in rat sensory neurons. J. Pharmacol. Exp. Ther. 284(2), 516-525 (1997).

    3. Berman, F.W., and Murray, T.F. Brevetoxins cause acute excitotoxicity in primary cultures of rat cerebellar granule neurons. J. Pharmacol. Exp. Ther. 290(1), 439-444 (1999).

    4. Pierce, R.H., and Henry, M.S. Harmful algal toxins of the Florida red tide (Karenia brevis): Natural chemical stressors in South Florida coastal ecosystems. Ecotoxicology 17(7), 623-631 (2008).