SPERMINE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H26N4
Molecular Weight	202.3402
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCCNCCCCNCCCN

InChI

InChIKey=PFNFFQXMRSDOHW-UHFFFAOYSA-N

InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2

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

Approval Year

Targets

Primary Target	Pharmacology	Potency
Carbonic anhydrase IV 33 Target ID: CHEMBL3729 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590092	Inhibitor 8297	10.0 nM [Ki]
Carbonic anhydrase VII 34 Target ID: CHEMBL2326 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590092	Inhibitor 8297	710.0 nM [Ki]
Carbonic anhydrase VB 12 Target ID: CHEMBL3969 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590092	Inhibitor 8297	830.0 nM [Ki]
Carbonic anhydrase VA 25 Target ID: CHEMBL4789 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590092	Inhibitor 8297	840.0 nM [Ki]
Glutamate NMDA receptor 46 Target ID: CHEMBL1907608 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8523402 \| https://www.ncbi.nlm.nih.gov/pubmed/8058050	Activator 1430	5.2 µM [EC50]

PubMed

Title	Date	PubMed
Influence of heavy metals on the accumulation of trimethylglycine, putrescine and spermine in food plants.	2001	11354608
Polyamines of the thermophilic eubacteria belonging to the genera Thermosipho, Thermaerobacter and Caldicellulosiruptor.	2001	11327112
Amine oxidase, spermine, and hyperthermia induce cytotoxicity in P-glycoprotein overexpressing multidrug resistant Chinese hamster ovary cells.	2001	11310564
Androgen responsiveness and intrarenal localization of transcripts coding for the enzymes of polyamine metabolism in the mouse.	2001	11310560
Polyamines of the hyperthermophilic archaebacteria belonging to the genera Thermococcus and Methanothermus and two new genera Caldivirga and Palaeococcus.	2001	11297011
Phase 1 study of N1-N11-diethylnorspermine (DENSPM) administered TID for 6 days in patients with advanced malignancies.	2001	11291831
Intestinal ornithine decarboxylase in short bowel syndrome patients with oral diet.	2001 Apr	11327746
5-Methoxysalicylic acid and spermine: a new matrix for the matrix-assisted laser desorption/ionization mass spectrometry analysis of oligonucleotides.	2001 Apr	11322192
Transgenic manipulation of the metabolism of polyamines in poplar cells.	2001 Apr	11299393
Spermine mediates inward rectification in potassium channels of turtle retinal Müller cells.	2001 Apr	11287460
Resistance of activated human Th2 cells to NO-induced apoptosis is mediated by gamma-glutamyltranspeptidase.	2001 Apr	11282991
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 Apr 11	11322694
Involvement of polyamines in B cell receptor-mediated apoptosis: spermine functions as a negative modulator.	2001 Apr 15	11281655
Polyamine and thiol metabolism in Trypanosoma granulosum: similarities with Trypanosoma cruzi.	2001 Apr 20	11302739
Heme oxygenase-1 induction by nitric oxide in RAW 264.7 macrophages is upregulated by a cyclo-oxygenase-2 inhibitor.	2001 Apr 3	11287117
Non-destructive quantitation of spermine in human prostate tissue samples using HRMAS 1H NMR spectroscopy at 9.4 T.	2001 Apr 6	11297745
Regional distribution of ornithine decarboxylase activity and polyamine levels in experimental cat brain tumors.	2001 Aug	11408092
Reaction of superoxide and nitric oxide with peroxynitrite. Implications for peroxynitrite-mediated oxidation reactions in vivo.	2001 Aug 3	11373284
Methyl jasmonate upregulates biosynthetic gene expression, oxidation and conjugation of polyamines, and inhibits shoot formation in tobacco thin layers.	2001 Feb	11283167
Enhancement of gene delivery by an analogue of alpha-MSH in a receptor-independent fashion.	2001 Feb 9	11342158
Chemical, microbiological, and AromaScan evaluation of mahi-mahi fillets under various storage conditions.	2001 Jan	11305257
Phosphodiester and phosphorothioate oligonucleotide condensation and preparation of antisense nanoparticles.	2001 Jan 12	11341927
Genetic analysis of spermidine synthase from Leishmania donovani.	2001 Jul	11420108
Polyamine metabolism in brain tumours: diagnostic relevance of quantitative biochemistry.	2001 Jul	11413269
Polyamine depletion arrests growth of IEC-6 and Caco-2 cells by different mechanisms.	2001 Jul	11408253
Occurrence of cadaverine in hairy roots of Brugmansia candida.	2001 Jul	11397445
Agmatine and putrescine uptake in the human glioma cell line SK-MG-1.	2001 Jun	11414662
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 Jun	11399404
Importance of the 3' untranslated region of ornithine decarboxylase mRNA in the translational regulation of the enzyme.	2001 Jun 1	11368794
Different roles of spermine in glucocorticoid- and Fas-induced apoptosis.	2001 Jun 10	11399061
Chemistry of the diazeniumdiolates. 2. Kinetics and mechanism of dissociation to nitric oxide in aqueous solution.	2001 Jun 13	11389629
Antizyme regulates the degradation of ornithine decarboxylase in fission yeast Schizosaccharomyces pombe. Study in the spe2 knockout strains.	2001 Jun 15	11283013
Translocon pores in the endoplasmic reticulum are permeable to a neutral, polar molecule.	2001 Jun 22	11303028
Effects of two photoreactive spermine analogues on peptide bond formation and their application for labeling proteins in Escherichia coli functional ribosomal complexes.	2001 Jun 26	11412118
Determination of polyamines in human saliva by high-performance liquid chromatography with fluorescence detection.	2001 Jun 5	11419735
Polyamines secreted by cancer cells possibly account for the impairment of the human erythrocyte sodium pump activity.	2001 Mar	11355005
X-ray crystallographic observation of "in-line" and "adjacent" conformations in a bulged self-cleaving RNA/DNA hybrid.	2001 Mar	11333021
A mammalian sequence-dependent upstream open reading frame mediates polyamine-regulated translation in yeast.	2001 Mar	11333018
Investigation of the ternary D-myo-inositol 1,2,6-tris(phosphate)-spermine-Zn2+ system in solution.	2001 Mar	11330468
Regulation of estrogenic and nuclear factor kappa B functions by polyamines and their role in polyamine analog-induced apoptosis of breast cancer cells.	2001 Mar 29	11313919
Chemoprevention by difluoromethylornithine: correlation of an in vitro human cell assay with human clinical data for biomarker modulation.	2001 Mar-Apr	11396157
Inactivation of catalase and superoxide dismutase by singlet oxygen derived from photoactivated dye.	2001 May	11368853
A spermine-coupled cholesterol metabolite from the shark with potent appetite suppressant and antidiabetic properties.	2001 May	11360152
Inhibition of Na+,K+-ATPase by interferon gamma down-regulates intestinal epithelial transport and barrier function.	2001 May	11313309
NF-kappaB activation and susceptibility to apoptosis after polyamine depletion in intestinal epithelial cells.	2001 May	11292609
A clinical inflammatory syndrome attributable to aerosolized lipid-DNA administration in cystic fibrosis.	2001 May 1	11339892
Spermine supports catalysis of hairpin ribozyme variants to differing extents.	2001 May 11	11341774
Spermine: an "invisible" component in the crystals of B-DNA. A grand canonical Monte Carlo and molecular dynamics simulation study.	2001 May 18	11352581
Polyamines in the basal ganglia of human brain. Influence of aging and degenerative movement disorders.	2001 May 18	11335066
Polyamine synthesis and interconversion by the Microsporidian Encephalitozoon cuniculi.	2001 May-Jun	11411847

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:25:57 GMT 2023` Edited by `admin` on `Sat Dec 16 01:25:57 GMT 2023`
Record UNII	2FZ7Y3VOQX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SPERMINE

Systematic Name

English

GEROTINE

Official Name

English

NSC-268508

Code

English

1,4-BUTANEDIAMINE, N,N'-BIS(3-AMINOPROPYL)-

Systematic Name

English

GEROTINE [INCI]

Common Name

English

1,4-BIS(AMINOPROPYL)BUTANEDIAMINE

Systematic Name

English

SPERMINE [MI]

Common Name

English

ACTILIP SP-91

Brand Name

English

4,9-DIAZADODECAMETHYLENEDIAMINE

Common Name

English

MUSCULAMINE

Common Name

English

NEURIDINE

Common Name

English

1,5,10,14-TETRAAZATETRADECANE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C759