N-[(3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amino]-N-nitrosohydroxylamine

• ChemBase ID: 105674
• Molecular Formular: C10H26N6O2
• Molecular Mass: 262.35244
• Monoisotopic Mass: 262.2117241
• SMILES: NCCCNCCCCN(CCCN)N(O)N=O
• Canonical SMILES: NCCCNCCCCN(N(N=O)O)CCCN
• InChI: InChI=1S/C10H26N6O2/c11-5-3-8-13-7-1-2-9-15(10-4-6-12)16(18)14-17/h13,18H,1-12H2
• InChIKey: QPIOUFBAROSIAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amino]-N-nitrosohydroxylamine
• IUPAC Traditional name: N-[(3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amino]-N-nitrosohydroxylamine
• Synonyms: Spermine NONOate; SPER/NO; (Z)-1-[N-(3-Ammoniopropyl)-N-[4-(3-aminopropylammonio)butyl]amino]-diazen-1-ium-1,2-diolate; SPERMINE bis(NITRIC OXIDE)ADDUCT; N1-[4-[1-(3-Aminopropyl)-2-hydroxy-2-nitrosohydrazinyl]butyl]-1,3-propanediamine; Spermine Bis(NO) Adduct; Spermine Bis (Nitric Oxide) Adduct

Database IDs

• CAS Number: 136587-13-8
• PubChem SID: 162093641
• PubChem CID: 5259

CALCULATED PROPERTIES

• Acid pKa: 12.968816
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -10.718046
• LogD (pH = 7.4): -8.436363
• Log P: -1.8037547
• Molar Refractivity: 72.9799 cm^3
• Polarizability: 28.261627 Å^3
• Polar Surface Area: 120.21 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 105-107°C

Safety Information

• Storage Condition: -70°C

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02193716

Purity: >98%
A nitric oxide donor that releases nitric oxide (NO) into aqueous solutions.

Toronto Research Chemicals - S680500

A reagent which releases Nitric Oxide into aqueous solutions at controlled rates for in vitro studies.

REFERENCES

• Keefer, L.K., et al., Methods in Enzymol. , 268 : 281-293, (1996).
• Maragos, C.M., et al.: J. Med. Chem., 34, 3242 (1991)