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P207

Sigma-Aldrich

Philanthotoxin 433 三(三氟乙酸) 盐

≥98% (HPLC), powder

别名:

(S)-N-[4-[[3-[(3-Aminopropyl)amino]propyl]amino]butyl]-4-hydroxy-α-[(1-oxobutyl)amino]benzenepropanamide tris(trifluoroacetate) salt, PhTX-433 tris(trifluoroacetate) salt

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About This Item

经验公式（希尔记法）:
C23H41N5O3 · 3C2HF3O2
CAS号:
276684-27-6
分子量:
777.67
MDL號碼:
MFCD00661076
分類程式碼代碼:
12352202
PubChem物質ID:
24898269

化驗

≥98% (HPLC)

形狀

powder

儲存條件

desiccated

顏色

white to beige

溶解度

H2O: ≥10 mg/mL

儲存溫度

−20°C

SMILES 字串

OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.CCCC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NCCCCNCCCNCCCN

InChI

1S/C23H41N5O3.3C2HF3O2/c1-2-7-22(30)28-21(18-19-8-10-20(29)11-9-19)23(31)27-17-4-3-13-25-15-6-16-26-14-5-12-24;3*3-2(4,5)1(6)7/h8-11,21,25-26,29H,2-7,12-18,24H2,1H3,(H,27,31)(H,28,30);3*(H,6,7)/t21-;;;/m0.../s1

InChI 密鑰

UROZAUWUTBOQNV-YDULTXHLSA-N

基因資訊

human ... GRIN1(2902)
mouse ... GRIN1(14810)
rat ... GRIN1(24408)

生化／生理作用

Philanthotoxin 433 is a polyamine-containing toxin, which blocks NMDA-gated ion channels; originally isolated from the venom of the wasp Philanthus triangulum.

注意

hygroscopic

重構

Addition of 1 mL of solvent to vial yields a 1 mM solution.

法律資訊

Sold under license from Columbia University.

象形圖

Skull and crossbones
GHS06

訊號詞

Danger

危險聲明

H301

防範說明

P301 + P310

危險分類

Acute Tox. 3 Oral

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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P T Brackley et al.
The Journal of pharmacology and experimental therapeutics, 266(3), 1573-1580 (1993-09-01)
Antagonism of rat excitatory amino acid receptors by a synthetic analog [philanthotoxin-343 (PhTX-343)] of a polyamine amide, wasp toxin (philanthotoxin-433) and a structurally related spider toxin, argiotoxin-636 (ArgTX-636), was examined in Xenopus oocytes injected with rat brain RNA or RNA
J A Benson et al.
Comparative biochemistry and physiology. C, Comparative pharmacology and toxicology, 102(2), 267-272 (1992-06-01)
1. The blocking action of delta-philanthotoxin (PhTX-4.3.3), a wasp toxin composed of a polyamine chain, an aromatic amino acid (tyrosyl) nucleus and an aliphatic (butanoic) acid was studied, together with 33 structural analogues, at the glutamatergic neuromuscular synapse in larvae
H Karst et al.
European journal of pharmacology, 270(4), 357-360 (1994-08-03)
The wasp venom philanthotoxin-4.3.3 (PhTX-4.3.3) is an antagonist of glutamate transmission in the insect as well as in the mammalian brain. It was recently shown that PhTX-4.3.3 inhibits the N-methyl-D-aspartate (NMDA) transmission in rat hippocampus. In this study we show
Achmed Mrestani et al.
Cell reports, 37(1), 109770-109770 (2021-10-06)
Neurotransmitter release is stabilized by homeostatic plasticity. Presynaptic homeostatic potentiation (PHP) operates on timescales ranging from minute- to life-long adaptations and likely involves reorganization of presynaptic active zones (AZs). At Drosophila melanogaster neuromuscular junctions, earlier work ascribed AZ enlargement by
Yuan Ge et al.
Nature communications, 10(1), 4089-4089 (2019-09-11)
The α-amino-3-hydroxy-5-methylisoxazole-4-propionic acid subtype glutamate receptors (AMPARs) mediate the fast excitatory synaptic transmission in the mammalian brain and are important for synaptic plasticity. In particular, the rapid insertion of the GluA1 homomeric (GluA1-homo) AMPARs into the postsynaptic membrane is considered
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