Philanthotoxin

delta-Philathotoxin

Names
IUPAC name N-[(2S)-1-[4-[3-(3-Aminopropylamino)propylamino]butylamino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]butanamide
Identifiers
CAS Number	77108-00-0
ChEMBL	ChEMBL1160514
ChemSpider	103077
Jmol interactive 3D	Image
PubChem	115201
InChI InChI=1S/C23H41N5O3/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/h8-11,21,25-26,29H,2-7,12-18,24H2,1H3,(H,27,31)(H,28,30)/t21-/m0/s1 Key: VRQNABCCOFCGJL-NRFANRHFSA-N InChI=1/C23H41N5O3/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/h8-11,21,25-26,29H,2-7,12-18,24H2,1H3,(H,27,31)(H,28,30)/t21-/m0/s1 Key: VRQNABCCOFCGJL-NRFANRHFBQ
SMILES CCCC(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)NCCCCNCCCNCCCN
Properties
Chemical formula	C23H41N5O3
Molar mass	435.603 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Philanthotoxins are components of the venom of Egyptian solitary wasp Philanthus triangulum F and four toxins are distinguished (alpha, beta, gamma, delta) among which delta-philanthotoxin (dPTX) is most effective to block glutamate receptors^[1] and especially those quisqualate-sensitive, that is AMPA receptor.^[2] It has later been shown that dPTX targets calcium permeable AMPA receptor and kainate receptor but not NMDA receptor.^[3]

References

1. Piek T (1982) Comp Biochem Physiol C 72:311-315
2. Clark RB, Donaldson PL, Gration KAF, Lambert JJ, Piek T, Ramsey RL, Spanjer, Usheerwood PNR (1982) Brain Research 241:105-114
3. Jones MJ, Anis NA, Lodge D (1990) Br J Pharmacol 101(4):968-970