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Fórmula empírica (notación de Hill):
C23H41N5O3 · 3C2HF3O2
Número CAS:
Peso molecular:
777.67
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
form
solid
color
light yellow-green
solubility
methanol: >8 mg/mL (solutions should be freshly prepared.)
storage temp.
−20°C
SMILES string
OS(=O)(=O)C(F)(F)F.OS(=O)(=O)C(F)(F)F.OS(=O)(=O)C(F)(F)F.CCCC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NCCCNCCCCNCCCN
InChI
1S/C23H41N5O3.3CHF3O3S/c1-2-7-22(30)28-21(18-19-8-10-20(29)11-9-19)23(31)27-17-6-16-26-14-4-3-13-25-15-5-12-24;3*2-1(3,4)8(5,6)7/h8-11,21,25-26,29H,2-7,12-18,24H2,1H3,(H,27,31)(H,28,30);3*(H,5,6,7)/t21-;;;/m0.../s1
InChI key
QTCLKBFOFGTNMC-YDULTXHLSA-N
Gene Information
rat ... Chrm2(81645), Chrm3(24260)
Application
Philanthotoxin 343 tris(trifluoroacetate) salt has been used as Ca2+-permeable α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptors (AMPARs) blocker.[1] It has also been used as an effective glutamate receptors blocker in an acute homeostasis paradigm to examine the speed of the Neto-α-mediated homeostatic response in Drosophila.[2]
Biochem/physiol Actions
Philanthotoxin 343 is a synthetic analog of the wasp polyamine amide toxin δ-philanthotoxin. It blocks the activation of ionotropic receptors such as acetylcholine receptor (AChR) or inhibitory glutamate receptors (iGluRs).[3]
Blocks NMDA-gated ion channels; synthetic analog of the wasp polyamine amide toxin δ-philanthotoxin.
Preparation Note
Addition of 1 mL of solvent to vial yields a 1 mM solution.
Legal Information
Sold under license from Columbia University.
Disclaimer
Hygroscopic
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Malene R Jørgensen et al.
Journal of medicinal chemistry, 48(1), 56-70 (2005-01-07)
Philanthotoxin-343 (PhTX-343), a synthetic analogue of wasp toxin PhTX-433, is a noncompetitive antagonist at ionotropic receptors (e.g., AChR or iGluR). To determine possible effects of variations of the amino acid side chain, a library consisting of seventeen PhTX-343 analogues was
R Bähring et al.
The Journal of physiology, 509 ( Pt 3), 635-650 (1998-05-23)
1. The action of philanthotoxin 343 (PhTX) on rat homomeric GluR6(Q) recombinant glutamate receptor channels was analysed using concentration-jump techniques and outside-out patches from HEK 293 cells. Both onset and recovery from block by external PhTX were dependent on the
A C Green et al.
Brain research, 717(1-2), 135-146 (1996-04-22)
Primary cultures of rat cerebellar granule cells have been used to assess the potential neuroprotective effects of philanthotoxins and argiotoxin-636 (ArgTX-636). These polyamine amides are potent antagonists of ionotropic L-glutamate (L-Glu) receptors. In granule cells loaded with fluo-3, ArgTX-636 and