N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]acetamide trihydrochloride

• ChemBase ID: 158342
• Molecular Formular: C12H31Cl3N4O
• Molecular Mass: 353.75974
• Monoisotopic Mass: 352.15634467
• SMILES: CC(=O)NCCCNCCCCNCCCN.Cl.Cl.Cl
• Canonical SMILES: NCCCNCCCCNCCCNC(=O)C.Cl.Cl.Cl
• InChI: InChI=1S/C12H28N4O.3ClH/c1-12(17)16-11-5-10-15-8-3-2-7-14-9-4-6-13;;;/h14-15H,2-11,13H2,1H3,(H,16,17);3*1H
• InChIKey: QQSPUTBJDXPUCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]acetamide trihydrochloride
• IUPAC Traditional name: N(1)-acetylspermine trihydrochloride
• Synonyms: N1-Acetylspermine trihydrochloride

Database IDs

• CAS Number: 77928-70-2
• MDL Number: MFCD00083219
• Beilstein Number: 7052482
• PubChem SID: 162252478; 24845175
• PubChem CID: 16211018

CALCULATED PROPERTIES

• Acid pKa: 16.295174
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -10.758627
• LogD (pH = 7.4): -8.535343
• Log P: -1.635161
• Molar Refractivity: 72.002 cm^3
• Polarizability: 28.621412 Å^3
• Polar Surface Area: 79.18 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (TLC)
• Empirical Formula (Hill Notation): C12H28N4O · 3HCl

DETAILS

Sigma Aldrich - 01467

Application
N1-Acetylspermine trihydrochloride has been used in a study to determine that the human carnitine transporter SLC22A16 mediates high affinity uptake of the anticancer polyamine analogue bleomycin-A5.