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305-67-2 molecular structure
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(3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amine

ChemBase ID: 13
Molecular Formular: C10H26N4
Molecular Mass: 202.34024
Monoisotopic Mass: 202.21574685
SMILES and InChIs

SMILES:
N(CCCCNCCCN)CCCN
Canonical SMILES:
NCCCNCCCCNCCCN
InChI:
InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2
InChIKey:
PFNFFQXMRSDOHW-UHFFFAOYSA-N

Cite this record

CBID:13 http://www.chembase.cn/molecule-13.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amine
IUPAC Traditional name
spermine
Brand Name
Gerontine
Musculamine
Neuridine
Synonyms
1, 4-Bis(aminopropyl)butanediamine
4,9-Diaza-1,12-dodecanediamine
4,9-Diazadodecane-1,12-diamine
Spermin
Spermine dihydrate
Spermine
N,N'-bis[3-Aminopropyl]-1,4-butanediamine
Gerontine
Musculamine
Neuridine
Diaminopropyltetramethylenediamine
Spermine
N,N’-Bis(3-aminopropyl)-1,4-butanediamine
N,N’-Bis(2-aminopropyl)tetramethylenediamine
N,N'-bis(aminopropyl)-1,4-butanediamine
N,N′-Bis(3-aminopropyl)-1,4-diaminobutane
SPERMINE HCl
NSC 268508
N,N′-双(3-氨基丙基)-1,4-丁二胺
精素
肌胺
肝胺
精胺
CAS Number
305-67-2
71-44-3
EC Number
200-754-2
MDL Number
MFCD00008215
Beilstein Number
1750791
1751791
Merck Index
148743
PubChem SID
160963476
24899594
46507215
24899550
PubChem CID
1103
CHEBI ID
15746
CHEMBL
23194
Chemspider ID
1072
DrugBank ID
DB00127
Gmelin ID
454653
IUPHAR ligand ID
710
KEGG ID
C00750
MeSH Name
Spermine
Wikipedia Title
Spermine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
H Acceptors H Donor
LogD (pH = 5.5) -13.23318  LogD (pH = 7.4) -9.554461 
Log P -1.4540076  Molar Refractivity 62.5582 cm3
Polarizability 25.284222 Å3 Polar Surface Area 76.1 Å2
Rotatable Bonds 11  Lipinski's Rule of Five true 
Log P -0.66  LOG S -1.97 
Solubility (Water) 2.19e+00 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
> 100 mg/mL expand Show data source
Chloroform expand Show data source
H2O: soluble50 mg/mL expand Show data source
Methanol expand Show data source
Water expand Show data source
Apperance
amorphous semi-solid expand Show data source
Colourless crystals expand Show data source
White to Off-White Solid expand Show data source
Melting Point
28 - 30°C expand Show data source
28-30(lit.) expand Show data source
28-30°C expand Show data source
53-58°C expand Show data source
55-60°C expand Show data source
Boiling Point
141-142°C @ 0.5 mm Hg; expand Show data source
150 °C/5 mmHg(lit.) expand Show data source
150.05°C (423.2K) (at 700 Pa) expand Show data source
150°C/5mm expand Show data source
Flash Point
>110°C(230°F) expand Show data source
110 °C expand Show data source
110°C expand Show data source
230 °F expand Show data source
Density
937 mg mL-1 expand Show data source
Partition Coefficient
-0.543 expand Show data source
Hydrophobicity(logP)
-0.7 expand Show data source
Odor
Ichtyal, ammoniacal expand Show data source
Storage Condition
2-8°C, Desiccate, Store Under Nitrogen expand Show data source
Hygroscopic, -20°C Freezer, Under Inert Atmosphere expand Show data source
Storage Warning
Air Sensitive & Hygroscopic expand Show data source
RTECS
EJ7175000 expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
UN Number
3259 expand Show data source
3263 expand Show data source
UN3259 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
8 expand Show data source
Packing Group
2 expand Show data source
II expand Show data source
III expand Show data source
Australian Hazchem
2X expand Show data source
Risk Statements
34 expand Show data source
R:34 expand Show data source
r34 expand Show data source
Safety Statements
20-26-36/37/39-45 expand Show data source
26-36/37/39-45 expand Show data source
S:26-27/28-36/37/39-46-64 expand Show data source
s26, s36/37/39, s45 expand Show data source
EU Classification
C8 expand Show data source
EU Hazard Identification Number
8B expand Show data source
Emergency Response Guidebook(ERG) Number
154 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
gHS corrosion expand Show data source
GHS05 expand Show data source
GHS Signal Word
DANGER expand Show data source
Danger expand Show data source
GHS Hazard statements
314 expand Show data source
H314 expand Show data source
H314-H318 expand Show data source
GHS Precautionary statements
280, 305+351+338, 310 expand Show data source
P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A expand Show data source
P280-P305 + P351 + P338-P310 expand Show data source
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 expand Show data source
RID/ADR
UN 3259 8/PG 2 expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
human ... GRIN2B(2904)rat ... Grin2a(24409) expand Show data source
Purity
≥97% expand Show data source
≥96% expand Show data source
≥97% expand Show data source
85-90% expand Show data source
97% expand Show data source
98% expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Suitability
suitable for cell culture expand Show data source
Linear Formula
NH2(CH2)3NH(CH2)4NH(CH2)3NH2 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich Wikipedia Wikipedia TRC TRC
DrugBank - DB00127 external link
Item Information
Drug Groups approved; nutraceutical
Description A biogenic polyamine formed from spermidine. It is found in a wide variety of organisms and tissues and is an essential growth factor in some bacteria. It is found as a polycation at all pH values. Spermine is associated with nucleic acids, particularly in viruses, and is thought to stabilize the helical structure. [PubChem]
Indication For nutritional supplementation, also for treating dietary shortage or imbalance
Pharmacology Spermine is a polyamine. It is an organic molecule that is involved in cellular metabolism.
Affected Organisms
Humans and other mammals
External Links
Wikipedia
MP Biomedicals - 02152069 external link
Free Base
Purity: 85-90%
Demonstrates activity similar to Spermidine.
MP Biomedicals - 05207386 external link
MP Biomedicals Rare Chemical collection
MP Biomedicals - 02152070 external link
Free Base
Purity: 97+%
This is a purified form of our Spermine. This is the highest purity spermine we've seen, and most others claim lower quality or make no claims about purity.
Sigma Aldrich - S3256 external link
包装
1, 5, 25 g in glass bottle
Biochem/physiol Actions
多胺位点混合型 NMDA 谷氨酸受体激动剂/拮抗剂。在高浓度 (1mM) 下观察到神经保护作用,而在低浓度下则观察到神经毒性。它在番木鳖碱-不敏感性甘氨酸位点能够增强激动剂效应。在细胞增殖和分化中发挥作用;抑制神经元一氧化氮合成酶 (nNOS)。
Sigma Aldrich - S3836 external link
Packaging
1 g in glass bottle
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).
Sigma Aldrich - S4264 external link
Biochem/physiol Actions
Spermine together with putrescine and spermidine compose a family of polyamines (polycations) that are required for the growth and survival of the vast majority of living cells. Polyamines interact with negatively charged molecules such as proteoglycans, 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.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).
多胺位点混合型 NMDA 谷氨酸受体激动剂/拮抗剂。在高浓度 (1mM) 下观察到神经保护作用,而在低浓度下则观察到神经毒性。它在番木鳖碱-不敏感性甘氨酸位点能够增强激动剂效应。在细胞增殖和分化中发挥作用;抑制神经元一氧化氮合成酶 (nNOS)。
Toronto Research Chemicals - S680510 external link
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.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Israel, et al.: J. Med. Chem., 7, 710 (1964)
  • • Janne, J., et al.: Biochim. Biophys. Acta, 473, 241 (1978). Theoharides, T.C., et al.: Life Sci., 27, 703 (1964)
  • • Horn, Y., et al.: Cancer Res., 42, 3248 (1964)
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PATENTS

PATENTS

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INTERNET

INTERNET

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