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Details

Stereochemistry ACHIRAL
Molecular Formula C7H19N3.3ClH
Molecular Weight 254.629
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SPERMIDINE HYDROCHLORIDE

SMILES

Cl.Cl.Cl.NCCCCNCCCN

InChI

InChIKey=LCNBIHVSOPXFMR-UHFFFAOYSA-N
InChI=1S/C7H19N3.3ClH/c8-4-1-2-6-10-7-3-5-9;;;/h10H,1-9H2;3*1H

HIDE SMILES / InChI

Molecular Formula C7H19N3
Molecular Weight 145.2459
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

Targets

Primary TargetPharmacologyConditionPotency
112.0 nM [Ki]
1.0 µM [Ki]
1.11 µM [Ki]
1.22 µM [Ki]
PubMed

PubMed

TitleDatePubMed
S-adenosylmethionine decarboxylase overexpression reduces invasiveness and tumorigenicity in nude mice of MCF-7 breast cancer cells.
2001-08
Regional distribution of ornithine decarboxylase activity and polyamine levels in experimental cat brain tumors.
2001-08
Significance of asymmetric sites in choosing siderophores as deferration agents.
2001-07-19
Synthesis and evaluation of hydroxylated polyamine analogues as antiproliferatives.
2001-07-19
Polyamines regulate gap junction communication in connexin 43-expressing cells.
2001-07-15
Raman study of the interaction between polyamines and a GC oligonucleotide.
2001-07-13
Inhibitory effects on HIV-1 protease of tri-p-coumaroylspermidine from Artemisia caruifolia and related amides.
2001-07
Changes in polyamines, auxins and peroxidase activity during in vitro rooting of Fraxinus angustifolia shoots: an auxin-independent rooting model.
2001-07
A barley polyamine oxidase isoform with distinct structural features and subcellular localization.
2001-07
Genetic analysis of spermidine synthase from Leishmania donovani.
2001-07
Ovothiol and trypanothione as antioxidants in trypanosomatids.
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
The early stages of filamentous phage phiLf infection require the host transcription factor, Clp.
2001-07
Intra-amygdala spermidine administration improves inhibitory avoidance performance in rats.
2001-06-29
Polyamine uptake systems in Escherichia coli.
2001-06-26
Polyamine synthesis and interconversion by the Microsporidian Encephalitozoon cuniculi.
2001-06-20
Inhibition by interferon alpha-2b of rat liver regeneration: effect on ornithine decarboxylase and total protein synthesis.
2001-06-15
Molecular umbrella-assisted transport of glutathione across a phospholipid membrane.
2001-06-13
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
A monoclonal antibody against the glutaraldehyde-conjugated polyamine, putrescine: application to immunocytochemistry.
2001-06
Polyamines: new cues in cellular signal transduction.
2001-06
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
Disappearance of the negative charge in giant DNA with a folding transition.
2001-06
Polyamines in the basal ganglia of human brain. Influence of aging and degenerative movement disorders.
2001-05-18
Guanidino-containing drugs in cancer chemotherapy: biochemical and clinical pharmacology.
2001-05-15
Structure-function studies of human deoxyhypusine synthase: identification of amino acid residues critical for the binding of spermidine and NAD.
2001-05-01
Effects of DL111-IT or combined with RU486 on uterine polyamines biosynthesis in rats during early gestation.
2001-05
Establishment and characterization of cell-free translation/glycosylation in insect cell (Spodoptera frugiperda 21) extract prepared with high pressure treatment.
2001-05
Inactivation of catalase and superoxide dismutase by singlet oxygen derived from photoactivated dye.
2001-05
Relation of skin polyamines to the hairless phenotype in transgenic mice overexpressing spermidine/spermine N-acetyltransferase.
2001-05
Cellular pharmacodynamics of the cytotoxic guanidino-containing drug CHS 828. Comparison with methylglyoxal-bis(guanylhydrazone).
2001-04-20
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
Intestinal ornithine decarboxylase in short bowel syndrome patients with oral diet.
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
Structures of tryparedoxins revealing interaction with trypanothione.
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
Phosphodiester and phosphorothioate oligonucleotide condensation and preparation of antisense nanoparticles.
2001-01-12
Alteration in expression of the rat mitochondrial ATPase 6 gene during Pneumocystis carinii infection.
2001
Concomitant down-regulation of L-arginine transport and nitric oxide (NO) synthesis in rat alveolar macrophages by the polyamine spermine.
2001
Extracting biological information from DNA arrays: an unexpected link between arginine and methionine metabolism in Bacillus subtilis.
2001
Specific peptide inhibitors of trypanothione reductase with backbone structures unrelated to that of substrate: potential rational drug design lead frameworks.
2001
Polyamines of the thermophilic eubacteria belonging to the genera Thermosipho, Thermaerobacter and Caldicellulosiruptor.
2001
Androgen responsiveness and intrarenal localization of transcripts coding for the enzymes of polyamine metabolism in the mouse.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:01:05 GMT 2025
Edited
by admin
on Mon Mar 31 21:01:05 GMT 2025
Record UNII
1O14BED398
Record Status Validated (UNII)
Record Version
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Name Type Language
SPERMIDINE HYDROCHLORIDE
Systematic Name English
SPERMIDINE HCL
INCI  
INCI  
Preferred Name English
SPERMIDINE TRIHYDROCHLORIDE
MI  
Systematic Name English
1,4-BUTANEDIAMINE, N1-(3-AMINOPROPYL)-, HYDROCHLORIDE (1:3)
Systematic Name English
NSC-528399
Code English
SPERMIDINE TRIHYDROCHLORIDE [MI]
Common Name English
1,4-BUTANEDIAMINE, N-(3-AMINOPROPYL)-, TRIHYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
334-50-9
Created by admin on Mon Mar 31 21:01:05 GMT 2025 , Edited by admin on Mon Mar 31 21:01:05 GMT 2025
PRIMARY
ECHA (EC/EINECS)
206-379-0
Created by admin on Mon Mar 31 21:01:05 GMT 2025 , Edited by admin on Mon Mar 31 21:01:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID0059825
Created by admin on Mon Mar 31 21:01:05 GMT 2025 , Edited by admin on Mon Mar 31 21:01:05 GMT 2025
PRIMARY
FDA UNII
1O14BED398
Created by admin on Mon Mar 31 21:01:05 GMT 2025 , Edited by admin on Mon Mar 31 21:01:05 GMT 2025
PRIMARY
MERCK INDEX
m10139
Created by admin on Mon Mar 31 21:01:05 GMT 2025 , Edited by admin on Mon Mar 31 21:01:05 GMT 2025
PRIMARY Merck Index
NSC
528399
Created by admin on Mon Mar 31 21:01:05 GMT 2025 , Edited by admin on Mon Mar 31 21:01:05 GMT 2025
PRIMARY
PUBCHEM
9539
Created by admin on Mon Mar 31 21:01:05 GMT 2025 , Edited by admin on Mon Mar 31 21:01:05 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE