(4-aminobutyl)(3-aminopropyl)amine

• ChemBase ID: 3231
• Molecular Formular: C7H19N3
• Molecular Mass: 145.24586
• Monoisotopic Mass: 145.15789762
• SMILES: NCCCCNCCCN
• Canonical SMILES: NCCCNCCCCN
• InChI: InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2
• InChIKey: ATHGHQPFGPMSJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-aminobutyl)(3-aminopropyl)amine
• IUPAC Traditional name: spermidine
• Synonyms: N-(3-Aminopropyl)-1,4-butane-diamine; 1,8-Diamino-4-azaoctane; 4-Azaoctane-1,8-diamine; N-(3-Aminopropyl)-1,4-butanediamine; N-(3-Aminopropyl)-1,4-diaminobutane; N-(3-aminopropyl)butane-1,4-diamine; Spermidin; 1,5,10-Triazadecane; Spermidine; Spermidine; Additive Screening Solution 30/Fluka kit no 78374; Spermidine solution; Spermidine 0.1 M solution; N-[3-Aminopropyl]-1,4-butanediamine; N1-(3-Aminopropyl)-1,4-butanediamine; N-(3-Aminopropyl)-4-aminobutylamine; N-(4-Aminobutyl)-1,3-diaminopropane; 1,8-二氨基-4-氮杂辛烷; N-(3-氨基丙基)-1,4-丁二胺; 亚精胺

Database IDs

• CAS Number: 124-20-9
• EC Number: 204-689-0
• MDL Number: MFCD00008229
• Beilstein Number: 1698591
• Merck Index: 148742
• PubChem SID: 24899529; 24899434; 24845842; 24899590; 160966674; 24888389; 24888388; 46506086
• PubChem CID: 1102
• CHEBI ID: 16610
• CHEMBL: 19612
• Chemspider ID: 1071
• DrugBank ID: DB03566
• Gmelin ID: 454510
• IUPHAR ligand ID: 2390
• KEGG ID: C00315
• MeSH Name: Spermidine
• Wikipedia Title: Spermidine

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -10.062785
• LogD (pH = 7.4): -7.799325
• Log P: -1.1495639
• Molar Refractivity: 44.9684 cm^3
• Polarizability: 18.22489 Å^3
• Polar Surface Area: 64.07 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.62
• LOG S: -0.65
• Solubility (Water): 3.27e+01 g/l

PROPERTIES

Physical Property

• Solubility: 145 g L^-1 (at 20 °C) in water; H2O: soluble1 M at 20 °C, clear, colorless
• Apperance: Colourless liquid
• Melting Point: 22 - 25°C; 22-25 °C; 22-25°C; 23-25 °C
• Boiling Point: 128-130°C; 128-130°C/14mm
• Flash Point: > 109°C; >110°C(230°F); 112 °C; 233.6 °F
• Density: 0.925; 0.925 g/mL; 0.925 g/mL at 25 °C(lit.); 1.00 g/mL at 20 °C; 925 mg mL^-1
• Refractive Index: 1.479; 1.4790; n20/D 1.479(lit.)
• Partition Coefficient: -0.504
• Absorption Wavelength: 260 nm; λ: 260 nm Amax: 0.1; λ: 280 nm Amax: 0.05
• Odor: Ichtyal, ammoniacal
• Absorbance: 0.1
• pH: 12.0-13.5 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: 2-8°C, Desiccate
• Storage Warning: Air Sensitive
• RTECS: EJ7000000
• European Hazard Symbols: Corrosive (C)
• UN Number: 1760; 2735; UN2735
• German water hazard class: 2; 3
• Hazard Class: 8
• Packing Group: 2; II; III
• Australian Hazchem: 2X
• Risk Statements: 34; R:34-36/37/38; r34
• Safety Statements: 20-23-26-36/37/39-45; 26-36/37/39-45; S:26-27/28-36/37/39-46-64; s26, s36/37/39
• EU Classification: C9
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: gHS corrosion; GHS05; GHS07
• GHS Signal Word: DANGER; Danger; Warning
• GHS Hazard statements: 314; H314; H314-H318; H315-H319
• GHS Precautionary statements: 280, 305+351+338, 310; P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310; P305 + P351 + P338
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Faceshields, Gloves, Goggles
• RID/ADR: UN 2735 8/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: mouse ... Odc1(18263)rat ... Ppm1a(24666); rat ... Ppm1a(24666)

Product Information

• Purity: ~99%; ≥98%; ≥98% (GC); ≥99.0% (GC); ≥99.5% (GC); 99%
• Grade: for molecular biology
• Suitability: suitable for cell culture
• Impurities: ≤0.2% spermine; DNases, none detected; insoluble matter, passes filter test; phosphatases, none detected; proteases, none detected; RNases, none detected
• 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
• Foreign Activity: DNase, RNase, and protease, none detected
• λ: 1 M in H2O
• Product Line: BioUltra
• Linear Formula: NH2(CH2)3NH(CH2)4NH2

DETAILS

MP Biomedicals - 02152068

Free Base
Purity: ~99%
Density: 0.925 g/mL

MP Biomedicals - 02194852

(N-[3-Aminopropyl]-1,4-butanediamine) Molecular Biology Reagent Free Base Purity: ~99% Promotes T4 polynucleotide kinase activity.

DrugBank - DB03566

• Drug Groups: experimental
• Description: Spermidine is a polyamine formed from putrescine. It is found in almost all tissues in association with nucleic acids. It is found as a cation at all pH values, and is thought to help stabilize some membranes and nucleic acid structures. It is a precursor of spermine.
• External Links: Wikipedia

Sigma Aldrich - S0266

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Caution
如果需要无菌溶液，则应采用无菌过滤而非高压灭菌。时间一长，亚精胺将发生脱氨基作用；溶液应采用冷冻保存。通常需要配制新溶液。
Biochem/physiol Actions
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Sigma Aldrich - S2626

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Caution
如果需要无菌溶液，则应采用无菌过滤而非高压灭菌。时间一长，亚精胺将发生脱氨基作用；溶液应采用冷冻保存。通常需要配制新溶液。
包装
1, 5, 25 g in glass bottle
Biochem/physiol Actions
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Sigma Aldrich - 85558

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Caution
Solutions should be sterile-filtered, not autoclaved, if sterile solution is necessary. Spermidine deaminates with time; solutions should be stored frozen. Prepare new solutions frequently.
Other Notes
In first strand cDNA synthesis1; Effect on endonuclease inhibition by agarose contaminants2
Biochem/physiol Actions
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Sigma Aldrich - S4139

Caution
如果需要无菌溶液，则应采用无菌过滤而非高压灭菌。时间一长，亚精胺将发生脱氨基作用；溶液应采用冷冻保存。通常需要配制新溶液。
Biochem/physiol Actions
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.
Spermidine together with putrescine and spermine compose a family of biogenic polyamines (polycations) that are required for the survival of the vast majority of living cells. Polyamines interact with negatively charged molecules such as proteoglycan, glycated proteins and nucleic acids (DNA and RNA). Biogenic polyamines are found to modulate protein synthesis at different levels. This effect may be explained by the ability of polyamines to bind and influence the secondary structure of tRNA, mRNA, and rRNA. Spermine also helps stabilize nucleic acid helical structure and the conformation of glycated proteins such as the histones. Spermine and spermidine are components of various nucleic acid transfection protocols. Spermidine Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.Spermidine is biogenic polyamine formed from putrescine, a precursor of spermine. It was first detected in human sperm, but occurs widely in nature. It is essential in both normal and neoplastic tissue growth. Spermidine has a role in cell growth processes and the formation and interconversion of spermidine in mammalian cells has been reported. It has been studied in the regulation of tRNA methyltransferase activity and stimulates T4 polynucleotide kinase activity.

Sigma Aldrich - 85559

Caution
Solutions should be sterile-filtered, not autoclaved, if sterile solution is necessary. Spermidine deaminates with time; solutions should be stored frozen. Prepare new solutions frequently.
Other Notes
Polyamines: Review1; Inhibitor of arginine decarboxylase2,3; and DNA polymerase4
Biochem/physiol Actions
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Sigma Aldrich - S3828

Caution
Solutions should be sterile-filtered, not autoclaved, if sterile solution is necessary. Spermidine deaminates with time; solutions should be stored frozen. Prepare new solutions frequently.
Biochem/physiol Actions
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Sigma Aldrich - 85561

Caution
Solutions should be sterile-filtered, not autoclaved, if sterile solution is necessary. Spermidine deaminates with time; solutions should be stored frozen. Prepare new solutions frequently.
Other Notes
Polyamines: Review1
Biochem/physiol Actions
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Toronto Research Chemicals - S680400

Spermidine is a biogenic polyamine formed from putrescine. Spermidine is a precursor of Spermine. Spermidine is essential for both normal and neoplastic tissue growth.

REFERENCES

• Abraham, A.K., et al.: Eur. J. Biochem., 106, 257 (1980)
• Mach, M., et al.: Biochem. J., 202, 153 (1980)
• Thyss, A., et al.: Eur. J. Cancer Clin. Oncol., 18, 611 (1980)