PUTRESCINE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H12N2
Molecular Weight	88.1515
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCCCN

InChI

InChIKey=KIDHWZJUCRJVML-UHFFFAOYSA-N

InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2

HIDE SMILES / InChI

Molecular Formula	C4H12N2
Molecular Weight	88.1515
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	Condition	Potency
Protein-arginine N-methyltransferase 1 8 Target ID: CHEMBL5524 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10707768	Inhibitor 8504		35.0 mM [IC50]
Ornithine decarboxylase 15 Target ID: CHEMBL2840 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1174509 \| https://www.ncbi.nlm.nih.gov/pubmed/7471050 \| https://www.ncbi.nlm.nih.gov/pubmed/952946	Inhibitor 8504

PubMed

Title	Date	PubMed
Short- and long-chain natural polyamines play specific roles in adult cricket neuroblast proliferation and neuron differentiation in vitro.	2001-09-15	11500844
Polyamine depletion stabilizes p53 resulting in inhibition of normal intestinal epithelial cell proliferation.	2001-09	11502571
[The content of biogenic amines in canned fish from the Turkish market].	2001-08-17	11505795
Increase of the ornithine decarboxylase/polyamine system and transglutaminase upregulation in the spinal cord of aged rats.	2001-08-17	11489547
Targeted overexpression of ornithine decarboxylase enhances beta-adrenergic agonist-induced cardiac hypertrophy.	2001-08-15	11485548
The Plasmodium falciparum bifunctional ornithine decarboxylase, S-adenosyl-L-methionine decarboxylase, enables a well balanced polyamine synthesis without domain-domain interaction.	2001-08-10	11390378
Characterization of tissue transglutaminase in human osteoblast-like cells.	2001-08	11499870
Effects of dietary 1, 4-diaminobutane (putrescine) on eggshell quality and laying performance of older hens.	2001-08	11495474
Effects of the garlic compound diallyl disulfide on the metabolism, adherence and cell cycle of HT-29 colon carcinoma cells: evidence of sensitive and resistant sub-populations.	2001-08	11470743
S-adenosylmethionine decarboxylase overexpression reduces invasiveness and tumorigenicity in nude mice of MCF-7 breast cancer cells.	2001-08	11445845
Regional distribution of ornithine decarboxylase activity and polyamine levels in experimental cat brain tumors.	2001-08	11408092
Antifungal activity of three spermidine conjugates.	2001-07-24	11470370
Synthesis and evaluation of hydroxylated polyamine analogues as antiproliferatives.	2001-07-19	11448227
Polyamines regulate gap junction communication in connexin 43-expressing cells.	2001-07-15	11439099
Raman study of the interaction between polyamines and a GC oligonucleotide.	2001-07-13	11444862
Carrier-mediated processes in blood--brain barrier penetration and neural uptake of paraquat.	2001-07-06	11430870
Solid phase synthesis of sulphonamides: novel ligands of 5-HT6 receptors.	2001-07	11480548
The role of the natural polyamine putrescine in defense against oxidative stress in Escherichia coli.	2001-07	11479716
Effects of biogenic amines on growth and the incidence of proventricular lesions in broiler chickens.	2001-07	11469653
Formation of biogenic amines in bulk-stored chilled hake (Merluccius merluccius L.) packed under atmospheres.	2001-07	11456190
Changes in polyamines, auxins and peroxidase activity during in vitro rooting of Fraxinus angustifolia shoots: an auxin-independent rooting model.	2001-07	11446994
Genetic analysis of spermidine synthase from Leishmania donovani.	2001-07	11420108
Polyamine metabolism in brain tumours: diagnostic relevance of quantitative biochemistry.	2001-07	11413269
Geraniol, a component of plant essential oils, inhibits growth and polyamine biosynthesis in human colon cancer cells.	2001-07	11408542
Polyamine depletion arrests growth of IEC-6 and Caco-2 cells by different mechanisms.	2001-07	11408253
Polyamine transport system mediates agmatine transport in mammalian cells.	2001-07	11401856
Occurrence of cadaverine in hairy roots of Brugmansia candida.	2001-07	11397445
Paraquat resistance of weeds--the case of Conyza canadensis (L.) Cronq.	2001-06-26	11421444
Polyamine uptake systems in Escherichia coli.	2001-06-26	11421274
Polyamine synthesis and interconversion by the Microsporidian Encephalitozoon cuniculi.	2001-06-20	11411847
Amino acid-decarboxylase activity of bacteria isolated from fermented pork sausages.	2001-06-15	11428577
Inhibition by interferon alpha-2b of rat liver regeneration: effect on ornithine decarboxylase and total protein synthesis.	2001-06-15	11377389
Chemoprevention by difluoromethylornithine: correlation of an in vitro human cell assay with human clinical data for biomarker modulation.	2001-06-09	11396157
Determination of polyamines in human saliva by high-performance liquid chromatography with fluorescence detection.	2001-06-05	11419735
[The role of putrescine in of oxidative stress defense genes expression regulation in Escherichia coli].	2001-06-02	11386048
Importance of the 3' untranslated region of ornithine decarboxylase mRNA in the translational regulation of the enzyme.	2001-06-01	11368794
Use of differential fluorescence induction and optical trapping to isolate environmentally induced genes.	2001-06	11472504
A monoclonal antibody against the glutaraldehyde-conjugated polyamine, putrescine: application to immunocytochemistry.	2001-06	11455447
Polyamines: new cues in cellular signal transduction.	2001-06	11443226
Agmatine and putrescine uptake in the human glioma cell line SK-MG-1.	2001-06	11414662
Evolution of microbial populations and biogenic amine production in dry sausages produced in Southern Italy.	2001-06	11412318
Phase I chemoprevention study of difluoromethylornithine in subjects with organ transplants.	2001-06	11401916
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	11399404
Effects of DL111-IT or combined with RU486 on uterine polyamines biosynthesis in rats during early gestation.	2001-05	11448470
CHOP, a basic leucine zipper transcriptional factor, contributes to the antiproliferative effect of IL-1 on A375 human melanoma cells through augmenting transcription of IL-6.	2001-05	11429163
Diversity of polyamine patterns in soft rot pathogens and other plant-associated members of the Enterobacteriaceae.	2001-04	11403399
Alcaligenes faecalis subsp. parafaecalis subsp. nov., a bacterium accumulating poly-beta-hydroxybutyrate from acetone-butanol bioprocess residues.	2001-04	11403397
Conformationally restricted analogues of 1N,14N-bisethylhomospermine (BE-4-4-4): synthesis and growth inhibitory effects on human prostate cancer cells.	2001-02-01	11462979
Epithelial-mesenchymal interactions and lung branching morphogenesis. Role of polyamines and transforming growth factor beta1.	2001	11512636
Concomitant down-regulation of L-arginine transport and nitric oxide (NO) synthesis in rat alveolar macrophages by the polyamine spermine.	2001	11440558

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:57:24 GMT 2025` Edited by `admin` on `Mon Mar 31 18:57:24 GMT 2025`
Record UNII	V10TVZ52E4
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-60545

Preferred Name

English

PUTRESCINE

Systematic Name

English

PUTRESCINE [MI]

Common Name

English

TETRAMETHYLENEDIAMINE

Systematic Name

English

1,4-BUTANEDIAMINE

Systematic Name

English

1,4-DIAMINOBUTANE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C759