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Details

Stereochemistry ACHIRAL
Molecular Formula C10H26N4.4ClH
Molecular Weight 348.184
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SPERMINE TETRAHYDROCHLORIDE

SMILES

Cl.Cl.Cl.Cl.NCCCNCCCCNCCCN

InChI

InChIKey=XLDKUDAXZWHPFH-UHFFFAOYSA-N
InChI=1S/C10H26N4.4ClH/c11-5-3-9-13-7-1-2-8-14-10-4-6-12;;;;/h13-14H,1-12H2;4*1H

HIDE SMILES / InChI

Molecular Formula C10H26N4
Molecular Weight 202.3402
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets
PubMed

PubMed

TitleDatePubMed
Reaction of superoxide and nitric oxide with peroxynitrite. Implications for peroxynitrite-mediated oxidation reactions in vivo.
2001-08-03
Regional distribution of ornithine decarboxylase activity and polyamine levels in experimental cat brain tumors.
2001-08
Genetic analysis of spermidine synthase from Leishmania donovani.
2001-07
Polyamine metabolism in brain tumours: diagnostic relevance of quantitative biochemistry.
2001-07
Polyamine depletion arrests growth of IEC-6 and Caco-2 cells by different mechanisms.
2001-07
Occurrence of cadaverine in hairy roots of Brugmansia candida.
2001-07
Effects of two photoreactive spermine analogues on peptide bond formation and their application for labeling proteins in Escherichia coli functional ribosomal complexes.
2001-06-26
Translocon pores in the endoplasmic reticulum are permeable to a neutral, polar molecule.
2001-06-22
Polyamine synthesis and interconversion by the Microsporidian Encephalitozoon cuniculi.
2001-06-20
Antizyme regulates the degradation of ornithine decarboxylase in fission yeast Schizosaccharomyces pombe. Study in the spe2 knockout strains.
2001-06-15
Chemistry of the diazeniumdiolates. 2. Kinetics and mechanism of dissociation to nitric oxide in aqueous solution.
2001-06-13
Different roles of spermine in glucocorticoid- and Fas-induced apoptosis.
2001-06-10
Chemoprevention by difluoromethylornithine: correlation of an in vitro human cell assay with human clinical data for biomarker modulation.
2001-06-09
Determination of polyamines in human saliva by high-performance liquid chromatography with fluorescence detection.
2001-06-05
Importance of the 3' untranslated region of ornithine decarboxylase mRNA in the translational regulation of the enzyme.
2001-06-01
Agmatine and putrescine uptake in the human glioma cell line SK-MG-1.
2001-06
Permeability characteristics of polyamines across intestinal epithelium using the Caco-2 monolayer system: comparison between transepithelial flux and mitogen-stimulated uptake into epithelial cells.
2001-06
Spermine: an "invisible" component in the crystals of B-DNA. A grand canonical Monte Carlo and molecular dynamics simulation study.
2001-05-18
Polyamines in the basal ganglia of human brain. Influence of aging and degenerative movement disorders.
2001-05-18
Spermine supports catalysis of hairpin ribozyme variants to differing extents.
2001-05-11
A clinical inflammatory syndrome attributable to aerosolized lipid-DNA administration in cystic fibrosis.
2001-05-01
Inactivation of catalase and superoxide dismutase by singlet oxygen derived from photoactivated dye.
2001-05
A spermine-coupled cholesterol metabolite from the shark with potent appetite suppressant and antidiabetic properties.
2001-05
Inhibition of Na+,K+-ATPase by interferon gamma down-regulates intestinal epithelial transport and barrier function.
2001-05
NF-kappaB activation and susceptibility to apoptosis after polyamine depletion in intestinal epithelial cells.
2001-05
Polyamine and thiol metabolism in Trypanosoma granulosum: similarities with Trypanosoma cruzi.
2001-04-20
Involvement of polyamines in B cell receptor-mediated apoptosis: spermine functions as a negative modulator.
2001-04-15
Effect of the interaction between a low tyramine-producing Lactobacillus and proteolytic staphylococci on biogenic amine production during ripening and storage of dry sausages.
2001-04-11
Non-destructive quantitation of spermine in human prostate tissue samples using HRMAS 1H NMR spectroscopy at 9.4 T.
2001-04-06
Heme oxygenase-1 induction by nitric oxide in RAW 264.7 macrophages is upregulated by a cyclo-oxygenase-2 inhibitor.
2001-04-03
Intestinal ornithine decarboxylase in short bowel syndrome patients with oral diet.
2001-04
5-Methoxysalicylic acid and spermine: a new matrix for the matrix-assisted laser desorption/ionization mass spectrometry analysis of oligonucleotides.
2001-04
Transgenic manipulation of the metabolism of polyamines in poplar cells.
2001-04
Spermine mediates inward rectification in potassium channels of turtle retinal Müller cells.
2001-04
Resistance of activated human Th2 cells to NO-induced apoptosis is mediated by gamma-glutamyltranspeptidase.
2001-04
Regulation of estrogenic and nuclear factor kappa B functions by polyamines and their role in polyamine analog-induced apoptosis of breast cancer cells.
2001-03-29
Polyamines secreted by cancer cells possibly account for the impairment of the human erythrocyte sodium pump activity.
2001-03
X-ray crystallographic observation of "in-line" and "adjacent" conformations in a bulged self-cleaving RNA/DNA hybrid.
2001-03
A mammalian sequence-dependent upstream open reading frame mediates polyamine-regulated translation in yeast.
2001-03
Investigation of the ternary D-myo-inositol 1,2,6-tris(phosphate)-spermine-Zn2+ system in solution.
2001-03
Enhancement of gene delivery by an analogue of alpha-MSH in a receptor-independent fashion.
2001-02-09
Methyl jasmonate upregulates biosynthetic gene expression, oxidation and conjugation of polyamines, and inhibits shoot formation in tobacco thin layers.
2001-02
Phosphodiester and phosphorothioate oligonucleotide condensation and preparation of antisense nanoparticles.
2001-01-12
Chemical, microbiological, and AromaScan evaluation of mahi-mahi fillets under various storage conditions.
2001-01
Influence of heavy metals on the accumulation of trimethylglycine, putrescine and spermine in food plants.
2001
Polyamines of the thermophilic eubacteria belonging to the genera Thermosipho, Thermaerobacter and Caldicellulosiruptor.
2001
Amine oxidase, spermine, and hyperthermia induce cytotoxicity in P-glycoprotein overexpressing multidrug resistant Chinese hamster ovary cells.
2001
Androgen responsiveness and intrarenal localization of transcripts coding for the enzymes of polyamine metabolism in the mouse.
2001
Polyamines of the hyperthermophilic archaebacteria belonging to the genera Thermococcus and Methanothermus and two new genera Caldivirga and Palaeococcus.
2001
Phase 1 study of N1-N11-diethylnorspermine (DENSPM) administered TID for 6 days in patients with advanced malignancies.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:19:38 GMT 2025
Edited
by admin
on Mon Mar 31 21:19:38 GMT 2025
Record UNII
9CI1570O48
Record Status Validated (UNII)
Record Version
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Name Type Language
SPERMINE TETRAHYDROCHLORIDE
MI  
Systematic Name English
NSC-69852
Preferred Name English
SPERMINE TETRAHYDROCHLORIDE [MI]
Common Name English
SPERMINE HYDROCHLORIDE
Systematic Name English
N1,N4-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE TETRAHYDROCHLORIDE
Systematic Name English
N,N'-BIS(3-AMINOPROPYL)TETRAMETHYLENEDIAMINE TETRAHYDROCHLORIDE
Systematic Name English
1,4-BUTANEDIAMINE, N1,N4-BIS(3-AMINOPROPYL)-, HYDROCHLORIDE (1:4)
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID0059792
Created by admin on Mon Mar 31 21:19:38 GMT 2025 , Edited by admin on Mon Mar 31 21:19:38 GMT 2025
PRIMARY
CAS
306-67-2
Created by admin on Mon Mar 31 21:19:38 GMT 2025 , Edited by admin on Mon Mar 31 21:19:38 GMT 2025
PRIMARY
FDA UNII
9CI1570O48
Created by admin on Mon Mar 31 21:19:38 GMT 2025 , Edited by admin on Mon Mar 31 21:19:38 GMT 2025
PRIMARY
NSC
69852
Created by admin on Mon Mar 31 21:19:38 GMT 2025 , Edited by admin on Mon Mar 31 21:19:38 GMT 2025
PRIMARY
PUBCHEM
9384
Created by admin on Mon Mar 31 21:19:38 GMT 2025 , Edited by admin on Mon Mar 31 21:19:38 GMT 2025
PRIMARY
MERCK INDEX
m10140
Created by admin on Mon Mar 31 21:19:38 GMT 2025 , Edited by admin on Mon Mar 31 21:19:38 GMT 2025
PRIMARY Merck Index
ECHA (EC/EINECS)
206-189-8
Created by admin on Mon Mar 31 21:19:38 GMT 2025 , Edited by admin on Mon Mar 31 21:19:38 GMT 2025
PRIMARY