ChemicalBook--->CAS DataBase List--->85079-48-7

85079-48-7

85079-48-7 Structure

85079-48-7 Structure
IdentificationBack Directory
[Name]

BREVETOXIN PBTX-3
[CAS]

85079-48-7
[Synonyms]

PBTX-3
toxint-17
Gb 3 toxin
BREVETOXIN3
PUMILIOTOXIN
brevetoxint17
BREVETOXIN PBTX-3
DIHYDROBREVETOXIN B
BKMHDYJRAAJTAD-RXUQWMQDSA-N
42-Deoxo-42-hydroxybrevetoxin B
42-Hydroxy-42-deoxobrevetoxin B
Brevetoxin B, 42-deoxo-42-hydroxy-
BREVETOXIN PBTX-3, PTYCHODISCUS BREVIS
Brevetoxin PbTx-3, Ptychodiscus brevis - CAS 85079-48-7 - Calbiochem
[Molecular Formula]

C50H72O14
[MDL Number]

MFCD00214096
[MOL File]

85079-48-7.mol
[Molecular Weight]

897.1
Chemical PropertiesBack Directory
[density ]

1.190±0.06 g/cm3(Predicted)
[storage temp. ]

-20C
[solubility ]

DMSO: soluble,Ethanol: soluble,Methanol: soluble
[form ]

Solid
[pka]

13.78±0.70(Predicted)
[color ]

White to off-white
[InChIKey]

BKMHDYJRAAJTAD-FGRVLNGBSA-N
Safety DataBack Directory
[RIDADR ]

3172
[WGK Germany ]

WGK 2
[RTECS ]

XW5885000
[HazardClass ]

6.1(a)
[PackingGroup ]

I
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Flam. Liq. 2
[Safety Profile]

A poison by ingestion, intraperitoneal, and intravenous routes. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard InformationBack Directory
[Uses]

Brevetoxin-3 (PbTx-3) is a potent allosteric voltage-gated Na+?channel activator and has multiple active centers (A-ring lactone, C-42 of R side chain)[1]. Brevetoxin-3 (PbTx-3) has a high affinity to site 5 of the voltage-sensitive Na+?channels, inhibits the inactivation of Na+ channels and prolongs the mean open time of these channels. Brevetoxin-3 (PbTx-3) repeated exposures can lead to prolonged airway hyperresponsiveness (AHR) and lung inflammation[2].
[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 TargetVoltage-dependent Na+ channel activator
[in vivo]

Brevetoxin-3 (PbTx-3)(intratracheal instillation; 2.8 μg/kg; gestational days 15-18)?radioactivity is detected in placentas and fetuses within 0.5 hours. Concentrations of brevetoxin equivalents in fetuses are approximately 0.3 ng/g throughout the 48-h post-dosing, resulting in a calculated dose to fetuses of 19 ng/gh. Following brevetoxin infusion, concentration of brevetoxin equivalents in fetuses is 0.1 ng/g, lower than that present in most maternal tissues[3]. .

Animal Model:Pregnant CD-1 mice[3]
Dosage:2.8 μg/kg
Administration:Intratracheal instillation; 2.8 μg/kg; gestational days 15–18
Result:Demonstrated placental transport of brevetoxin or its metabolites following maternal acute exposure.?
[References]

[1] Jeglitsch G,et al. Brevetoxin-3 (PbTx-3) and its derivatives modulate single tetrodotoxin-sensitive sodium channels in rat sensory neurons.J Pharmacol Exp Ther. 1998 Feb;284(2):516-25. PMID:9454792
[2] Zaias J,et al. Repeated exposure to aerosolized brevetoxin-3 induces prolonged airway hyperresponsiveness and lung inflammation in sheep.Inhal Toxicol. 2011 Mar;23(4):205-11. DOI:10.3109/08958378.2011.558936
[3] Benson JM, et al. Placental transport of brevetoxin-3 in CD-1 mice.Toxicon.?2006 Dec 15;48(8):1018-26. Epub 2006 Aug 18. DOI:10.1016/j.toxicon.2006.08.008
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