SPERMIDINE

Possibly Marketed Outside US

First approved in 2023

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H19N3
Molecular Weight	145.2459
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCCCNCCCN

InChI

InChIKey=ATHGHQPFGPMSJY-UHFFFAOYSA-N

InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2

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

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	112.0 nM [Ki]
Carbonic anhydrase XIV 22 Target ID: CHEMBL3510 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590092	Inhibitor 8297	1.0 µM [Ki]
Carbonic anhydrase II 88 Target ID: CHEMBL205 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590092	Inhibitor 8297	1.11 µM [Ki]
Carbonic anhydrase VA 25 Target ID: CHEMBL4789 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590092	Inhibitor 8297	1.22 µM [Ki]

PubMed

Title	Date	PubMed
Alteration in expression of the rat mitochondrial ATPase 6 gene during Pneumocystis carinii infection.	2001	11446902
Transgenic manipulation of the metabolism of polyamines in poplar cells.	2001 Apr	11299393
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
Polyamine uptake systems in Escherichia coli.	2001 Apr-May	11421274
Methyl jasmonate upregulates biosynthetic gene expression, oxidation and conjugation of polyamines, and inhibits shoot formation in tobacco thin layers.	2001 Feb	11283167
Transport and metabolism of agmatine in rat hepatocyte cultures.	2001 Feb	11179960
Regulation of ornithine decarboxylase activity and polyamine transport by agmatine in rat pulmonary artery endothelial cells.	2001 Feb	11160620
Multiple polyamine transport systems on the vacuolar membrane in yeast.	2001 Feb 1	11171066
New drugs for the treatment of human African trypanosomiasis: research and development.	2001 Jan	11137740
Regulatory role of arginase I and II in nitric oxide, polyamine, and proline syntheses in endothelial cells.	2001 Jan	11120661
Phosphodiester and phosphorothioate oligonucleotide condensation and preparation of antisense nanoparticles.	2001 Jan 12	11341927
Polycations induce the release of soluble intermembrane mitochondrial proteins.	2001 Jan 19	11115647
Inhibitory effects on HIV-1 protease of tri-p-coumaroylspermidine from Artemisia caruifolia and related amides.	2001 Jul	11456103
Changes in polyamines, auxins and peroxidase activity during in vitro rooting of Fraxinus angustifolia shoots: an auxin-independent rooting model.	2001 Jul	11446994
A barley polyamine oxidase isoform with distinct structural features and subcellular localization.	2001 Jul	11432750
Genetic analysis of spermidine synthase from Leishmania donovani.	2001 Jul	11420108
Ovothiol and trypanothione as antioxidants in trypanosomatids.	2001 Jul	11420105
Polyamine metabolism in brain tumours: diagnostic relevance of quantitative biochemistry.	2001 Jul	11413269
Occurrence of cadaverine in hairy roots of Brugmansia candida.	2001 Jul	11397445
The early stages of filamentous phage phiLf infection require the host transcription factor, Clp.	2001 Jul	11361081
A monoclonal antibody against the glutaraldehyde-conjugated polyamine, putrescine: application to immunocytochemistry.	2001 Jun	11455447
Agmatine and putrescine uptake in the human glioma cell line SK-MG-1.	2001 Jun	11414662
Cytoplasmic polyamines as permeant blockers and modulators of the voltage-gated sodium channel.	2001 Mar	11222290
Expression of host S-adenosylmethionine decarboxylase gene and polyamine composition in aphid bacteriocytes.	2001 Mar 15	11222959
Spermidine/spermine N1-acetyl transferase activity in rat brain following transient focal cerebral ischemia and reperfusion.	2001 Mar 2	11172929
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
Pharmacological characterization of interactions of RO 25-6981 with the NR2B (epsilon2) subunit.	2001 Mar 30	11290368
Chemoprevention by difluoromethylornithine: correlation of an in vitro human cell assay with human clinical data for biomarker modulation.	2001 Mar-Apr	11396157
Effects of DL111-IT or combined with RU486 on uterine polyamines biosynthesis in rats during early gestation.	2001 May	11448470
Inactivation of catalase and superoxide dismutase by singlet oxygen derived from photoactivated dye.	2001 May	11368853
Relation of skin polyamines to the hairless phenotype in transgenic mice overexpressing spermidine/spermine N-acetyltransferase.	2001 May	11348473
Involvement of semicarbazide-sensitive amine oxidase in tresperimus metabolism in human and in rat.	2001 May	11302941

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:10:11 UTC 2023` Edited by `admin` on `Fri Dec 15 19:10:11 UTC 2023`
Record UNII	U87FK77H25
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SPERMIDINE

Systematic Name

English

N1-(3-AMINOPROPYL)-1,4-BUTANEDIAMINE

Systematic Name

English

SPERMIDINE [MI]

Common Name

English

Spermidine [WHO-DD]

Common Name

English

SPERMIDINE [INCI]

Common Name

English

N-(4-AMINOBUTYL)-1,3-DIAMINOPROPANE

Systematic Name

English

N(SUP 1)-(3-AMINOPROPYL)-1,4-BUTANEDIAMINE

Systematic Name

English

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

Systematic Name

English

1,8-DIAMINO-4-AZAOCTANE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C759