N-[(1S)-1-{[4-({3-[(3-aminopropyl)amino]propyl}amino)butyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]butanamide; tris(trifluoroacetic acid)

• ChemBase ID: 133816
• Molecular Formular: C29H44F9N5O9
• Molecular Mass: 777.6733888
• Monoisotopic Mass: 777.29953199
• SMILES: CCCC(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)NCCCCNCCCNCCCN.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.NCCCNCCCNCCCCNC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)CCC
• InChI: 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
• InChIKey: UROZAUWUTBOQNV-YDULTXHLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S)-1-{[4-({3-[(3-aminopropyl)amino]propyl}amino)butyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]butanamide; tris(trifluoroacetic acid)
• IUPAC Traditional name: philanthotoxin; tris(trifluoroacetic acid)
• Synonyms: (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; Philanthotoxin 433 tris(trifluoroacetate) salt

Database IDs

• CAS Number: 276684-27-6
• MDL Number: MFCD00661076
• PubChem SID: 24898269; 162228093
• PubChem CID: 16219836

CALCULATED PROPERTIES

• Acid pKa: 9.289156
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -7.7672243
• LogD (pH = 7.4): -5.0123677
• Log P: -0.9445782
• Molar Refractivity: 125.1272 cm^3
• Polarizability: 49.234535 Å^3
• Polar Surface Area: 128.51 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: ≥10 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... GRIN1(2902)mouse ... GRIN1(14810)rat ... GRIN1(24408)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - P207

Biochem/physiol Actions
Philanthotoxin 433 is a polyamine-containing toxin, which blocks NMDA-gated ion channels; originally isolated from the venom of the wasp Philanthus triangulum.
Caution
hygroscopic
Legal Information
Sold under license from Columbia University.
Reconstitution
Addition of 1 mL of solvent to vial yields a 1 mM solution.