| Identification | More | [Name]
Spermine | [CAS]
71-44-3 | [Synonyms]
1,4-BIS(AMINOPROPYL)BUTANEDIAMINE TETRAHYDROCHLORIDE
DIAMINOPROPYLTETRAMETHYLENEDIAMINE HYDROCHLORIDE
GERONTINE TETRAHYDROCHLORIDE
MUSCULAMINE HYDROCHLORIDE
MUSCULAMINE TETRAHYDROCHLORIDE
NEURIDINE HYDROCHLORIDE
NEURIDINE TETRAHYDROCHLORIDE
N,N'-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE 4 H CL
N,N'-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE TETRAHYDROCHLORIDE
N,N'-BIS-(3-AMINOPROPYL)-1,4-DIAMINOBUTANE TETRAHYDROCHLORIDE
N,N'-BIS(3-AMINOPROPYL)-BUTANE-1,4-DIAMINE TETRAHYDROCHLORIDE
SPERMINE HYDROCHLORIDE
SPERMINE TETRAHYDROCHLORIDE
1,4-Bis(aminopropyl)butanediamine
1,4-Butanediamine, N,N'-bis(3-aminopropyl)-
1,4-Diaminobutane, N,N'-bis(3-aminopropyl)-
4,9-Diaza-1,12-dodecanediamine
4,9-Diazadodecane-1,12-diamine
n,n’-bis(3-aminopropyl)-4-butanediamine
n,n’-bis(3-aminopropyl)-4-diaminobutane | [EINECS(EC#)]
206-189-8 | [Molecular Formula]
C10H26N4 | [MDL Number]
MFCD00012914 | [Molecular Weight]
202.34 | [MOL File]
71-44-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White to slightly off-white powder crysta | [Melting point ]
28-30 (lit.) | [Boiling point ]
150 °C/5 mmHg (lit.) | [density ]
0.937 | [refractive index ]
1.4850 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C
| [solubility ]
H2O: 1 M at 20 °C, clear, colorless
| [form ]
powder
| [pka]
10.88±0.19(Predicted) | [color ]
Colorless to off-white | [biological source]
microbial
synthetic | [Water Solubility ]
Soluble in chloroform, methanol, water and lower alcohols. Insoluble in ether, benzene and petroleum ether. | [Sensitive ]
Air Sensitive & Hygroscopic | [Usage]
Biogenic polyamine formed from spermidine and occurring in almost all tissues. Essential for both normal and neoplastic tissue growth. Involved in the modulation of calcium-dependent immune processes | [Merck ]
14,8743 | [BRN ]
1751791 | [Stability:]
Hygroscopic | [InChIKey]
PFNFFQXMRSDOHW-UHFFFAOYSA-N | [LogP]
-0.543 (est) | [CAS DataBase Reference]
71-44-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Spermine(71-44-3) | [Storage Precautions]
Store under nitrogen | [EPA Substance Registry System]
71-44-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,C | [Risk Statements ]
R36/38:Irritating to eyes and skin .
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3259 8/PG 2
| [WGK Germany ]
3
| [RTECS ]
EJ7230000
| [F ]
3-10 | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29212900 |
| Hazard Information | Back Directory | [Description]
Spermine is an endogenous polyamine synthesized from the reaction of spermidine (Item No. 14918) with decarboxylated S-adenosylmethionine in the presence of the enzyme spermine synthase and is required for eukaryotic cell growth and protein synthesis.1,2 Intracellular spermine blocks inward rectifying K+ channels, whereas extracellular spermine acts as a mixed NMDA glutamate receptor agonist/antagonist at the polyamine site.3 Spermine has neuroprotective and anti-inflammatory effects and functions as a free radical scavenger to prevent DNA damage by reactive oxygen species.4 | [Chemical Properties]
White to slightly off-white powder crysta | [Uses]
Binds to the polyamine modulatory site of NMDA Spermine is essential for both normal and neoplastic tissue growth. It is involved in the modulation of calcium-dependent immune processes. It plays an important role in cellular proliferation and differentiation as well as inhibits neuronal nitric oxide synthase (nNOS). | [Uses]
Biogenic polyamine formed from spermidine and occurring in almost all tissues. Essential for both normal and neoplastic tissue growth. Involved in the modulation of calcium-dependent immune processes | [Uses]
immune modulator | [Definition]
ChEBI: A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism. | [General Description]
Spermine?is a polyamine, which functions as a free radical scavenger. It modulates gene expression, chromatin stabilization and prevents DNA damage. Spermine inhibits endonuclease-mediated DNA fragmentation. | [Biochem/physiol Actions]
Mixed NMDA glutamate receptor 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). | [storage]
+4°C (desiccate) | [References]
[1] fakler b, brndle u, glowatzki e, et al. strong voltage-dependent inward rectification of inward rectifier k+ channels is caused by intracellular spermine[j]. cell, 1995, 80(1): 149-154.
[2] til h p, falke h e, prinsen m k, et al. acute and subacute toxicity of tyramine, spermidine, spermine, putrescine and cadaverine in rats[j]. food and chemical toxicology, 1997, 35(3): 337-348. |
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