85079-48-7
Chemical Structure
Brevetoxin-3
Synonym(s): PbTx-3
- CAS No.: 85079-48-7
- Formula:C50H72O14
- Molecular Weight:897.10
IUPAC Name: (1S,3R,4aR,5aS,6aR,9aS,10aR,11aS,12aR,13R,14aS,15aR,16aS,20aR,21aS,22aR,23aS,25aR,26aS,27aR,28aS,29aR,30aS,Z)-1-hydroxy-3-(2-(hydroxymethyl)allyl)-9a,13,20,21a,25a,26a,30a-heptamethyl-1,2,3,4a,5,5a,6a,9,9a,10a,11,11a,12a,13,14,14a,15a,16,16a,20a,21a,22,22a,23a,24,25,25a,26a,27,27a,28a,29,29a,30a-tetratriacontahydro-18H-pyrano[2'''''',3'''''':5''''',6''''']pyrano[2''''',3''''':5'''',6'''']pyrano[2'''',3'''':6''',7''']oxepino[2''',3''':6'',7'']oxepino[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[2,3-g]oxocin-18-one
InChIKey: BKMHDYJRAAJTAD-FGRVLNGBSA-N
SMILES: C[C@@]12[C@](C[C@@]3([H])[C@@](C)(CC[C@@]4([H])[C@]([C@@H](C[C@@]5([H])[C@](C[C@@]6(C)[C@](C[C@@](O7)([H])[C@](C(C)=CC7=O)([H])O6)([H])O5)([H])O4)C)([H])O3)O2)([H])O[C@]8(C)[C@@](O[C@]9([H])[C@@](O[C@]%10([H])[C@@](O[C@]%11(C)[C@@](O[C@H](CC(CO)=C)C[C@@H]%11O)([H])C%10)([H])C9)([H])/C=C\C8)([H])C1
Biological Activity: 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].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Brevetoxin-3 | 95.0% | 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). 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. | ||||||||||||||||||||
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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. [Content Brief]
- [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. [Content Brief]
