(3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amine dihydrate

• ChemBase ID: 157940
• Molecular Formular: C10H30N4O2
• Molecular Mass: 238.3708
• Monoisotopic Mass: 238.23687622
• SMILES: C(CCNCCCN)CNCCCN.O.O
• Canonical SMILES: NCCCNCCCCNCCCN.O.O
• InChI: InChI=1S/C10H26N4.2H2O/c11-5-3-9-13-7-1-2-8-14-10-4-6-12;;/h13-14H,1-12H2;2*1H2
• InChIKey: MTNRSMVAYLLBAV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amine dihydrate
• IUPAC Traditional name: spermine dihydrate
• Synonyms: Gerontine; Musculamine; N,N′-Bis(3-aminopropyl)-1,4-diaminobutane; Neuridine; Spermine dihydrate; N,N′-双(3-氨丙基)-1,4-丁二胺; 精素; 肌胺; 肝胺; 精胺 二水合物

Database IDs

• CAS Number: 403982-64-9
• EC Number: 200-754-2
• MDL Number: MFCD01459904
• Beilstein Number: 7526933
• PubChem SID: 24888220; 162252076
• PubChem CID: 20849112

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -13.23318
• LogD (pH = 7.4): -9.554461
• Log P: -1.4540076
• Molar Refractivity: 62.5582 cm^3
• Polarizability: 25.284222 Å^3
• Polar Surface Area: 76.1 Å^2
• Rotatable Bonds: 11

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 M at 20 °C, clear, colorless
• Melting Point: 63-64 °C
• Absorption Wavelength: λ: 260 nm Amax: 0.20; λ: 280 nm Amax: 0.20
• pH: 12.0-13.5 (25 °C, 1 M in H2O)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3259
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3259 8/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... GRIN2B(2904)rat ... Grin2a(24409)

Product Information

• Purity: ≥99.5% (GC)
• Impurities: insoluble matter, passes filter test
• Cation Traces: Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• λ: 1 M in H2O
• Product Line: BioUltra
• Linear Formula: NH2(CH2)3NH(CH2)4NH(CH2)3NH2 · 2H2O

DETAILS

Sigma Aldrich - 85588

Other Notes
Polyamines: Review1; Inhibitor of ATPase2,3; DNA polymerase4; ribonuclease5
Biochem/physiol Actions
Mixed NMDA agonist/antagonist at the polyamine site. Neuroprotective effects have been observed at high concentrations (1 mM), while neurotoxicity is observed at lower concentrations. It enhances agonist effectiveness at the strychnine-insensitive glycine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).