NEAMINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H26N4O6
Molecular Weight	322.358
Optical Activity	( + )
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]2(O[C@@H]1[C@@H](N)C[C@@H](N)[C@H](O)[C@H]1O)O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N

InChI

InChIKey=SYJXFKPQNSDJLI-HKEUSBCWSA-N

InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C12H26N4O6
Molecular Weight	322.358
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Screening for new compounds with antiherpes activity.	1984 Oct	6517562
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.	1993 Sep 24	8402886
Crystal structure of geneticin bound to a bacterial 16S ribosomal RNA A site oligonucleotide.	2003 Feb 28	12589761
Structure-activity relationship of neomycin, paromomycin, and neamine-arginine conjugates, targeting HIV-1 gp120-CXCR4 binding step.	2003 Nov	14638394
Chemoenzymatic synthesis and high-throughput screening of an aminoglycoside-polyamine library: identification of high-affinity displacers and DNA-binding ligands.	2004 Oct 6	15453764
Neamine dimers targeting the HIV-1 TAR RNA.	2005 Nov 1	16153833
A molecular dynamics simulation study of an aminoglycoside/A-site RNA complex: conformational and hydration patterns.	2006 Aug	16824662
Synthesis and antibacterial activity of novel neamine derivatives.	2006 Dec 15	16997557
Interactions of designer antibiotics and the bacterial ribosomal aminoacyl-tRNA site.	2006 Feb	16492561
Mixed-type noncompetitive inhibition of anthrax lethal factor protease by aminoglycosides.	2006 Jul	16817854
Cationic polyamines inhibit anthrax lethal factor protease.	2006 Jun 8	16762077
Determination of tobramycin and impurities using high-performance anion exchange chromatography with integrated pulsed amperometric detection.	2006 Mar 3	16243470
Selectively guanidinylated derivatives of neamine. Syntheses and inhibition of anthrax lethal factor protease.	2006 Oct 1	16870442
Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin.	2007 Feb 12	17206729
Determination of neomycin sulfate and impurities using high-performance anion-exchange chromatography with integrated pulsed amperometric detection.	2007 Jan 4	16860963
Unique O-ribosylation in the biosynthesis of butirosin.	2007 Jul 1	17482823
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.	2007 Jun 1	17416529
Monitoring aminoglycoside-induced conformational changes in 16S rRNA through acrylamide quenching.	2007 Jun 1	17399988
Fluorescent HIV-1 Dimerization Initiation Site: design, properties, and use for ligand discovery.	2007 Mar 21	17319662
Two-dimensional combinatorial screening identifies specific aminoglycoside-RNA internal loop partners.	2008 Aug 20	18652457
Identification of tobramycin impurities for quality control process monitoring using high-performance anion-exchange chromatography with integrated pulsed amperometric detection.	2008 Aug 5	18486398
Fluorescence correlation spectroscopy at single molecule level on the Tat-TAR complex and its inhibitors.	2008 Jan	17764074
Copper(II) complexes of lipophilic aminoglycoside derivatives for the amino acid enantiomeric separation by ligand-exchange liquid chromatography.	2008 Mar 28	18295773
Neamine inhibits cell proliferation, migration, and invasion in H7402 human hepatoma cells.	2010 Dec	21135992
The nebramycin aminoglycoside profiles of Streptomyces tenebrarius and their characterization using an integrated liquid chromatography-electrospray ionization-tandem mass spectrometric analysis.	2010 Feb 19	20113718

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:53:41 GMT 2023` Edited by `admin` on `Fri Dec 15 15:53:41 GMT 2023`
Record UNII	5981U00LY0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NEAMINE

Common Name

English

NEBRAMYCIN X

Common Name

English

O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-1,3-DIAMINO-1,2,3-TRIDEOXY-D-MYO-INOSITOL

Common Name

English

D-STREPTAMINE, 2-DEOXY-4-O-(2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL)-

Common Name

English

TOBRAMYCIN IMPURITY C [EP IMPURITY]

Common Name

English

NEOMYCIN SULFATE IMPURITY A [EP IMPURITY]

Common Name

English

(+)-NEAMINE

Common Name

English

DEKAMYCIN V

Common Name

English

NEAMINE [MI]

Common Name

English

ST 7

Code

English

NEGAMICIN

Common Name

English

NEAMIN

Common Name

English

NEOMYCIN A

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2363